<?xml version="1.0" encoding="UTF-8"?>

<!--XBRL Document Created with the Workiva Platform-->
<!--Copyright 2025 Workiva-->
<!--r:2662ee83-be2a-4c5f-a6cf-d9cb7916af99,g:0f1eb455-cf02-43b0-9779-6c00e5198788-->
<link:linkbase xmlns:link="http://www.xbrl.org/2003/linkbase" xmlns:xlink="http://www.w3.org/1999/xlink" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" xsi:schemaLocation="http://www.xbrl.org/2003/linkbase http://www.xbrl.org/2003/xbrl-linkbase-2003-12-31.xsd">
  <link:roleRef roleURI="http://www.cimpress.com/role/ConsolidatedBalanceSheets" xlink:type="simple" xlink:href="cmpr-20250930.xsd#ConsolidatedBalanceSheets"/>
  <link:calculationLink xlink:role="http://www.cimpress.com/role/ConsolidatedBalanceSheets" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_LiabilitiesCurrent_7cffd685-94cb-4d1c-84d9-075aafb99d5a" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LiabilitiesCurrent"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AccountsPayableCurrent_67e19e93-0c41-40a8-9110-2dbec12c3837" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccountsPayableCurrent"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_LiabilitiesCurrent_7cffd685-94cb-4d1c-84d9-075aafb99d5a" xlink:to="loc_us-gaap_AccountsPayableCurrent_67e19e93-0c41-40a8-9110-2dbec12c3837" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AccruedLiabilitiesCurrent_666d33d1-7a92-4ecd-abd6-82c7add4ab82" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccruedLiabilitiesCurrent"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_LiabilitiesCurrent_7cffd685-94cb-4d1c-84d9-075aafb99d5a" xlink:to="loc_us-gaap_AccruedLiabilitiesCurrent_666d33d1-7a92-4ecd-abd6-82c7add4ab82" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_DeferredRevenueCurrent_5c915dec-c823-4481-83e2-58122232eb47" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_DeferredRevenueCurrent"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_LiabilitiesCurrent_7cffd685-94cb-4d1c-84d9-075aafb99d5a" xlink:to="loc_us-gaap_DeferredRevenueCurrent_5c915dec-c823-4481-83e2-58122232eb47" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ShortTermBorrowings_c134e3e9-f00b-47e9-97e4-48fd2d4e19a8" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ShortTermBorrowings"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_LiabilitiesCurrent_7cffd685-94cb-4d1c-84d9-075aafb99d5a" xlink:to="loc_us-gaap_ShortTermBorrowings_c134e3e9-f00b-47e9-97e4-48fd2d4e19a8" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OperatingLeaseLiabilityCurrent_993b8f08-d81f-4cd2-b742-8390a8169ff1" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingLeaseLiabilityCurrent"/>
    <link:calculationArc order="5" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_LiabilitiesCurrent_7cffd685-94cb-4d1c-84d9-075aafb99d5a" xlink:to="loc_us-gaap_OperatingLeaseLiabilityCurrent_993b8f08-d81f-4cd2-b742-8390a8169ff1" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherLiabilitiesCurrent_30e028df-a0e7-48c7-8c17-c2663441e25c" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherLiabilitiesCurrent"/>
    <link:calculationArc order="6" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_LiabilitiesCurrent_7cffd685-94cb-4d1c-84d9-075aafb99d5a" xlink:to="loc_us-gaap_OtherLiabilitiesCurrent_30e028df-a0e7-48c7-8c17-c2663441e25c" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_StockholdersEquityIncludingPortionAttributableToNoncontrollingInterest_ad1661ec-f767-4550-8a11-2706de2ab702" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_StockholdersEquityIncludingPortionAttributableToNoncontrollingInterest"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_StockholdersEquity_815dd4c3-f928-4e85-80bd-d0cf46a37cfa" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_StockholdersEquity"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_StockholdersEquityIncludingPortionAttributableToNoncontrollingInterest_ad1661ec-f767-4550-8a11-2706de2ab702" xlink:to="loc_us-gaap_StockholdersEquity_815dd4c3-f928-4e85-80bd-d0cf46a37cfa" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_MinorityInterest_1b2624a7-d06b-4fda-bb04-64c4f391b2d6" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_MinorityInterest"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_StockholdersEquityIncludingPortionAttributableToNoncontrollingInterest_ad1661ec-f767-4550-8a11-2706de2ab702" xlink:to="loc_us-gaap_MinorityInterest_1b2624a7-d06b-4fda-bb04-64c4f391b2d6" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AssetsCurrent_b8e2e6ed-a21e-4911-b9d3-2f25de0d878c" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AssetsCurrent"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_CashAndCashEquivalentsAtCarryingValue_35bf2e1c-ce28-45ac-bf58-6b4f9020384a" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_CashAndCashEquivalentsAtCarryingValue"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_AssetsCurrent_b8e2e6ed-a21e-4911-b9d3-2f25de0d878c" xlink:to="loc_us-gaap_CashAndCashEquivalentsAtCarryingValue_35bf2e1c-ce28-45ac-bf58-6b4f9020384a" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_MarketableSecuritiesCurrent_fdbd40a5-52a8-4991-87de-2b92d61225b2" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_MarketableSecuritiesCurrent"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_AssetsCurrent_b8e2e6ed-a21e-4911-b9d3-2f25de0d878c" xlink:to="loc_us-gaap_MarketableSecuritiesCurrent_fdbd40a5-52a8-4991-87de-2b92d61225b2" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_InventoryNet_6a8f1d25-f8ec-4ac5-8ae8-403763181c89" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_InventoryNet"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_AssetsCurrent_b8e2e6ed-a21e-4911-b9d3-2f25de0d878c" xlink:to="loc_us-gaap_InventoryNet_6a8f1d25-f8ec-4ac5-8ae8-403763181c89" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AccountsReceivableNetCurrent_4a02d45f-2661-4ad1-8aad-f2443da3e838" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccountsReceivableNetCurrent"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_AssetsCurrent_b8e2e6ed-a21e-4911-b9d3-2f25de0d878c" xlink:to="loc_us-gaap_AccountsReceivableNetCurrent_4a02d45f-2661-4ad1-8aad-f2443da3e838" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PrepaidExpenseAndOtherAssetsCurrent_2c5f724d-7a3c-4ac5-8a65-82f21d9c9acd" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PrepaidExpenseAndOtherAssetsCurrent"/>
    <link:calculationArc order="5" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_AssetsCurrent_b8e2e6ed-a21e-4911-b9d3-2f25de0d878c" xlink:to="loc_us-gaap_PrepaidExpenseAndOtherAssetsCurrent_2c5f724d-7a3c-4ac5-8a65-82f21d9c9acd" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_LiabilitiesAndStockholdersEquity_b5b6a681-7aa9-4907-a48a-ac38f4d081a9" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LiabilitiesAndStockholdersEquity"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_Liabilities_f4234e0f-5425-48df-9ea9-64d56c63bfbd" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_Liabilities"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_LiabilitiesAndStockholdersEquity_b5b6a681-7aa9-4907-a48a-ac38f4d081a9" xlink:to="loc_us-gaap_Liabilities_f4234e0f-5425-48df-9ea9-64d56c63bfbd" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_RedeemableNoncontrollingInterestEquityCarryingAmount_ec64ae9f-cd9e-4e47-bda4-c9a1d6be9a48" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_RedeemableNoncontrollingInterestEquityCarryingAmount"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_LiabilitiesAndStockholdersEquity_b5b6a681-7aa9-4907-a48a-ac38f4d081a9" xlink:to="loc_us-gaap_RedeemableNoncontrollingInterestEquityCarryingAmount_ec64ae9f-cd9e-4e47-bda4-c9a1d6be9a48" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_StockholdersEquityIncludingPortionAttributableToNoncontrollingInterest_8ae30af8-2d53-48d6-86af-70a6dd5008eb" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_StockholdersEquityIncludingPortionAttributableToNoncontrollingInterest"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_LiabilitiesAndStockholdersEquity_b5b6a681-7aa9-4907-a48a-ac38f4d081a9" xlink:to="loc_us-gaap_StockholdersEquityIncludingPortionAttributableToNoncontrollingInterest_8ae30af8-2d53-48d6-86af-70a6dd5008eb" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_StockholdersEquity_d86f247d-ecc4-426d-b137-cc5378ae341d" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_StockholdersEquity"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AccumulatedOtherComprehensiveIncomeLossNetOfTax_1c483f7c-d1fd-46b8-821d-324c981eda2b" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccumulatedOtherComprehensiveIncomeLossNetOfTax"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_StockholdersEquity_d86f247d-ecc4-426d-b137-cc5378ae341d" xlink:to="loc_us-gaap_AccumulatedOtherComprehensiveIncomeLossNetOfTax_1c483f7c-d1fd-46b8-821d-324c981eda2b" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_CommonStockOtherValueOutstanding_8c1e856e-d54d-4748-a194-828a4b0c85e3" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_CommonStockOtherValueOutstanding"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_StockholdersEquity_d86f247d-ecc4-426d-b137-cc5378ae341d" xlink:to="loc_us-gaap_CommonStockOtherValueOutstanding_8c1e856e-d54d-4748-a194-828a4b0c85e3" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AdditionalPaidInCapital_346dd69e-1ed6-4940-9c3c-1816a47a491b" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AdditionalPaidInCapital"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_StockholdersEquity_d86f247d-ecc4-426d-b137-cc5378ae341d" xlink:to="loc_us-gaap_AdditionalPaidInCapital_346dd69e-1ed6-4940-9c3c-1816a47a491b" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PreferredStockValue_c6a30d94-2cdf-4055-be35-0e3f0654ff4a" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PreferredStockValue"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_StockholdersEquity_d86f247d-ecc4-426d-b137-cc5378ae341d" xlink:to="loc_us-gaap_PreferredStockValue_c6a30d94-2cdf-4055-be35-0e3f0654ff4a" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_TreasuryStockValue_48ca6e2c-f9f8-4fdf-bff3-ba5918511449" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_TreasuryStockValue"/>
    <link:calculationArc order="5" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_StockholdersEquity_d86f247d-ecc4-426d-b137-cc5378ae341d" xlink:to="loc_us-gaap_TreasuryStockValue_48ca6e2c-f9f8-4fdf-bff3-ba5918511449" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_RetainedEarningsAccumulatedDeficit_c7f3f9c3-7eb1-40b6-9a66-610922c8363c" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_RetainedEarningsAccumulatedDeficit"/>
    <link:calculationArc order="6" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_StockholdersEquity_d86f247d-ecc4-426d-b137-cc5378ae341d" xlink:to="loc_us-gaap_RetainedEarningsAccumulatedDeficit_c7f3f9c3-7eb1-40b6-9a66-610922c8363c" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_CommonStockValue_9d893353-fa9d-4bbd-b5c7-e2cb42ecf55d" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_CommonStockValue"/>
    <link:calculationArc order="7" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_StockholdersEquity_d86f247d-ecc4-426d-b137-cc5378ae341d" xlink:to="loc_us-gaap_CommonStockValue_9d893353-fa9d-4bbd-b5c7-e2cb42ecf55d" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_Liabilities_e2161777-549c-49ac-8c79-ad577eebe23c" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_Liabilities"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_LiabilitiesCurrent_aa055cac-a898-45fe-be6d-1b9fe31271e4" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LiabilitiesCurrent"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_Liabilities_e2161777-549c-49ac-8c79-ad577eebe23c" xlink:to="loc_us-gaap_LiabilitiesCurrent_aa055cac-a898-45fe-be6d-1b9fe31271e4" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_DeferredIncomeTaxLiabilitiesNet_fb552988-f540-4d0f-a5fd-77a269413491" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_DeferredIncomeTaxLiabilitiesNet"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_Liabilities_e2161777-549c-49ac-8c79-ad577eebe23c" xlink:to="loc_us-gaap_DeferredIncomeTaxLiabilitiesNet_fb552988-f540-4d0f-a5fd-77a269413491" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_LongTermDebtNoncurrent_f8871c6e-8920-4c12-a078-edaf1d36e522" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_LongTermDebtNoncurrent"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_Liabilities_e2161777-549c-49ac-8c79-ad577eebe23c" xlink:to="loc_us-gaap_LongTermDebtNoncurrent_f8871c6e-8920-4c12-a078-edaf1d36e522" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OperatingLeaseLiabilityNoncurrent_ccc5463a-b8f8-4b69-be85-511d0d7be88d" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingLeaseLiabilityNoncurrent"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_Liabilities_e2161777-549c-49ac-8c79-ad577eebe23c" xlink:to="loc_us-gaap_OperatingLeaseLiabilityNoncurrent_ccc5463a-b8f8-4b69-be85-511d0d7be88d" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherLiabilitiesNoncurrent_a906f8a1-1ab6-4754-b669-c62abcd7658f" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherLiabilitiesNoncurrent"/>
    <link:calculationArc order="5" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_Liabilities_e2161777-549c-49ac-8c79-ad577eebe23c" xlink:to="loc_us-gaap_OtherLiabilitiesNoncurrent_a906f8a1-1ab6-4754-b669-c62abcd7658f" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_Assets_e86a44f2-b58d-496f-90c8-8b40badf68f7" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_Assets"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OperatingLeaseRightOfUseAsset_d0c9e503-40b2-4ffa-aa5f-685b14619633" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingLeaseRightOfUseAsset"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_Assets_e86a44f2-b58d-496f-90c8-8b40badf68f7" xlink:to="loc_us-gaap_OperatingLeaseRightOfUseAsset_d0c9e503-40b2-4ffa-aa5f-685b14619633" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_DeferredIncomeTaxAssetsNet_c5737a30-9a75-4417-a725-9de8d8dcb45c" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_DeferredIncomeTaxAssetsNet"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_Assets_e86a44f2-b58d-496f-90c8-8b40badf68f7" xlink:to="loc_us-gaap_DeferredIncomeTaxAssetsNet_c5737a30-9a75-4417-a725-9de8d8dcb45c" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_FiniteLivedIntangibleAssetsNet_ba66dfa1-f453-4932-9793-c097b6ae88f6" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_FiniteLivedIntangibleAssetsNet"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_Assets_e86a44f2-b58d-496f-90c8-8b40badf68f7" xlink:to="loc_us-gaap_FiniteLivedIntangibleAssetsNet_ba66dfa1-f453-4932-9793-c097b6ae88f6" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_MarketableSecuritiesNoncurrent_27b32ec9-574c-4bfd-abd7-cf3d11a0b1d9" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_MarketableSecuritiesNoncurrent"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_Assets_e86a44f2-b58d-496f-90c8-8b40badf68f7" xlink:to="loc_us-gaap_MarketableSecuritiesNoncurrent_27b32ec9-574c-4bfd-abd7-cf3d11a0b1d9" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_Goodwill_d79680e1-2e78-4545-a4e6-f9c29e4e507b" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_Goodwill"/>
    <link:calculationArc order="5" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_Assets_e86a44f2-b58d-496f-90c8-8b40badf68f7" xlink:to="loc_us-gaap_Goodwill_d79680e1-2e78-4545-a4e6-f9c29e4e507b" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_CapitalizedComputerSoftwareNet_4b69d57f-be1c-457e-8d1c-5b6e40902971" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_CapitalizedComputerSoftwareNet"/>
    <link:calculationArc order="6" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_Assets_e86a44f2-b58d-496f-90c8-8b40badf68f7" xlink:to="loc_us-gaap_CapitalizedComputerSoftwareNet_4b69d57f-be1c-457e-8d1c-5b6e40902971" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherAssetsNoncurrent_8cd17bfb-ae95-4e83-a9de-d14c446a1d08" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherAssetsNoncurrent"/>
    <link:calculationArc order="7" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_Assets_e86a44f2-b58d-496f-90c8-8b40badf68f7" xlink:to="loc_us-gaap_OtherAssetsNoncurrent_8cd17bfb-ae95-4e83-a9de-d14c446a1d08" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PropertyPlantAndEquipmentNet_2446a2da-9239-4550-a3d7-132ca524393c" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PropertyPlantAndEquipmentNet"/>
    <link:calculationArc order="8" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_Assets_e86a44f2-b58d-496f-90c8-8b40badf68f7" xlink:to="loc_us-gaap_PropertyPlantAndEquipmentNet_2446a2da-9239-4550-a3d7-132ca524393c" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AssetsCurrent_2df56263-d1f8-4443-988f-559f9ed5f489" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AssetsCurrent"/>
    <link:calculationArc order="9" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_Assets_e86a44f2-b58d-496f-90c8-8b40badf68f7" xlink:to="loc_us-gaap_AssetsCurrent_2df56263-d1f8-4443-988f-559f9ed5f489" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.cimpress.com/role/ConsolidatedStatementsofOperations" xlink:type="simple" xlink:href="cmpr-20250930.xsd#ConsolidatedStatementsofOperations"/>
  <link:calculationLink xlink:role="http://www.cimpress.com/role/ConsolidatedStatementsofOperations" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OperatingIncomeLoss_1971489e-06f4-4358-be22-1c5badd55222" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingIncomeLoss"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_Revenues_16b78815-4695-4340-9f77-904941e0c2f0" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_Revenues"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingIncomeLoss_1971489e-06f4-4358-be22-1c5badd55222" xlink:to="loc_us-gaap_Revenues_16b78815-4695-4340-9f77-904941e0c2f0" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AmortizationOfIntangibleAssets_9972c8da-0888-4459-a407-a10a776f0724" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AmortizationOfIntangibleAssets"/>
    <link:calculationArc order="2" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingIncomeLoss_1971489e-06f4-4358-be22-1c5badd55222" xlink:to="loc_us-gaap_AmortizationOfIntangibleAssets_9972c8da-0888-4459-a407-a10a776f0724" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_cmpr_TechnologyAndDevelopmentExpense_41d4d262-51de-40c5-ab91-ba01993a6a32" xlink:href="cmpr-20250930.xsd#cmpr_TechnologyAndDevelopmentExpense"/>
    <link:calculationArc order="3" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingIncomeLoss_1971489e-06f4-4358-be22-1c5badd55222" xlink:to="loc_cmpr_TechnologyAndDevelopmentExpense_41d4d262-51de-40c5-ab91-ba01993a6a32" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_GeneralAndAdministrativeExpense_8586a113-a222-4f27-8ce6-14d860aedd0e" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_GeneralAndAdministrativeExpense"/>
    <link:calculationArc order="4" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingIncomeLoss_1971489e-06f4-4358-be22-1c5badd55222" xlink:to="loc_us-gaap_GeneralAndAdministrativeExpense_8586a113-a222-4f27-8ce6-14d860aedd0e" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_CostOfGoodsAndServicesSold_7034b22a-5cfc-49d8-9cf7-7ef9d28971b8" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_CostOfGoodsAndServicesSold"/>
    <link:calculationArc order="5" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingIncomeLoss_1971489e-06f4-4358-be22-1c5badd55222" xlink:to="loc_us-gaap_CostOfGoodsAndServicesSold_7034b22a-5cfc-49d8-9cf7-7ef9d28971b8" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_RestructuringReserveAccrualAdjustment1_a9350457-27cb-419a-a795-e3e3b82aa598" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_RestructuringReserveAccrualAdjustment1"/>
    <link:calculationArc order="6" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingIncomeLoss_1971489e-06f4-4358-be22-1c5badd55222" xlink:to="loc_us-gaap_RestructuringReserveAccrualAdjustment1_a9350457-27cb-419a-a795-e3e3b82aa598" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_SellingAndMarketingExpense_05720a89-605e-405d-b190-fa10754fc859" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_SellingAndMarketingExpense"/>
    <link:calculationArc order="7" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingIncomeLoss_1971489e-06f4-4358-be22-1c5badd55222" xlink:to="loc_us-gaap_SellingAndMarketingExpense_05720a89-605e-405d-b190-fa10754fc859" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_RestructuringCharges_fcf8e93a-fad6-4384-a90b-701ecbe2880b" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_RestructuringCharges"/>
    <link:calculationArc order="8" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingIncomeLoss_1971489e-06f4-4358-be22-1c5badd55222" xlink:to="loc_us-gaap_RestructuringCharges_fcf8e93a-fad6-4384-a90b-701ecbe2880b" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_GoodwillImpairmentLoss_9877dfaf-fead-491b-9b6f-87f11e30fce4" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_GoodwillImpairmentLoss"/>
    <link:calculationArc order="9" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_OperatingIncomeLoss_1971489e-06f4-4358-be22-1c5badd55222" xlink:to="loc_us-gaap_GoodwillImpairmentLoss_9877dfaf-fead-491b-9b6f-87f11e30fce4" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest_4deebf9c-b7af-4234-a8f1-671642568395" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OperatingIncomeLoss_dae0f6c8-b615-460a-84b5-49195e317524" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OperatingIncomeLoss"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest_4deebf9c-b7af-4234-a8f1-671642568395" xlink:to="loc_us-gaap_OperatingIncomeLoss_dae0f6c8-b615-460a-84b5-49195e317524" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_InterestIncomeExpenseNet_a0dd73db-e7a7-4208-8dc0-b7a6baeac146" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_InterestIncomeExpenseNet"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest_4deebf9c-b7af-4234-a8f1-671642568395" xlink:to="loc_us-gaap_InterestIncomeExpenseNet_a0dd73db-e7a7-4208-8dc0-b7a6baeac146" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherNonoperatingIncomeExpense_e52749bb-ffbf-4a7c-be6a-830d42039efe" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherNonoperatingIncomeExpense"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest_4deebf9c-b7af-4234-a8f1-671642568395" xlink:to="loc_us-gaap_OtherNonoperatingIncomeExpense_e52749bb-ffbf-4a7c-be6a-830d42039efe" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_GainsLossesOnExtinguishmentOfDebt_7d540598-e7ab-4be4-b3bc-9f0bdac8e5b5" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_GainsLossesOnExtinguishmentOfDebt"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest_4deebf9c-b7af-4234-a8f1-671642568395" xlink:to="loc_us-gaap_GainsLossesOnExtinguishmentOfDebt_7d540598-e7ab-4be4-b3bc-9f0bdac8e5b5" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ProfitLoss_e6bef7d8-fff6-4314-9da4-6e5d87202468" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ProfitLoss"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest_f81dcbef-e3a7-4ab6-a2ad-f4241cc9cfb9" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_ProfitLoss_e6bef7d8-fff6-4314-9da4-6e5d87202468" xlink:to="loc_us-gaap_IncomeLossFromContinuingOperationsBeforeIncomeTaxesExtraordinaryItemsNoncontrollingInterest_f81dcbef-e3a7-4ab6-a2ad-f4241cc9cfb9" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IncomeTaxExpenseBenefit_02c9cb75-85ca-4ea0-a8ee-23233a4a861d" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncomeTaxExpenseBenefit"/>
    <link:calculationArc order="2" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_ProfitLoss_e6bef7d8-fff6-4314-9da4-6e5d87202468" xlink:to="loc_us-gaap_IncomeTaxExpenseBenefit_02c9cb75-85ca-4ea0-a8ee-23233a4a861d" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_NetIncomeLoss_89a70631-756b-4bf8-b27a-0d5d939ab432" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetIncomeLoss"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ProfitLoss_f274df1b-db3b-4e77-a164-af74a9a7f96a" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ProfitLoss"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetIncomeLoss_89a70631-756b-4bf8-b27a-0d5d939ab432" xlink:to="loc_us-gaap_ProfitLoss_f274df1b-db3b-4e77-a164-af74a9a7f96a" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_NetIncomeLossAttributableToNoncontrollingInterest_31143eb2-3de5-4337-895f-8649858c0aa2" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetIncomeLossAttributableToNoncontrollingInterest"/>
    <link:calculationArc order="2" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetIncomeLoss_89a70631-756b-4bf8-b27a-0d5d939ab432" xlink:to="loc_us-gaap_NetIncomeLossAttributableToNoncontrollingInterest_31143eb2-3de5-4337-895f-8649858c0aa2" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.cimpress.com/role/ConsolidatedStatementofComprehensiveLossIncome" xlink:type="simple" xlink:href="cmpr-20250930.xsd#ConsolidatedStatementofComprehensiveLossIncome"/>
  <link:calculationLink xlink:role="http://www.cimpress.com/role/ConsolidatedStatementofComprehensiveLossIncome" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ComprehensiveIncomeNetOfTax_d57acbe7-d94e-4118-b27b-35e0b0446220" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ComprehensiveIncomeNetOfTax"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherComprehensiveIncomeLossNetOfTaxPortionAttributableToNoncontrollingInterest_943cdb5a-28e0-432e-8d39-bfcd6e3bd504" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherComprehensiveIncomeLossNetOfTaxPortionAttributableToNoncontrollingInterest"/>
    <link:calculationArc order="1" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_ComprehensiveIncomeNetOfTax_d57acbe7-d94e-4118-b27b-35e0b0446220" xlink:to="loc_us-gaap_OtherComprehensiveIncomeLossNetOfTaxPortionAttributableToNoncontrollingInterest_943cdb5a-28e0-432e-8d39-bfcd6e3bd504" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ComprehensiveIncomeNetOfTaxIncludingPortionAttributableToNoncontrollingInterest_b6c60762-3abf-453f-9f2e-f107076b6896" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ComprehensiveIncomeNetOfTaxIncludingPortionAttributableToNoncontrollingInterest"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_ComprehensiveIncomeNetOfTax_d57acbe7-d94e-4118-b27b-35e0b0446220" xlink:to="loc_us-gaap_ComprehensiveIncomeNetOfTaxIncludingPortionAttributableToNoncontrollingInterest_b6c60762-3abf-453f-9f2e-f107076b6896" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ComprehensiveIncomeNetOfTaxIncludingPortionAttributableToNoncontrollingInterest_b86f6606-ff65-4cc5-a82e-849e7312b1ce" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ComprehensiveIncomeNetOfTaxIncludingPortionAttributableToNoncontrollingInterest"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherComprehensiveIncomeLossForeignCurrencyTransactionAndTranslationAdjustmentNetOfTax_7ca020d9-9e78-4337-aee1-add0c63f4477" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherComprehensiveIncomeLossForeignCurrencyTransactionAndTranslationAdjustmentNetOfTax"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_ComprehensiveIncomeNetOfTaxIncludingPortionAttributableToNoncontrollingInterest_b86f6606-ff65-4cc5-a82e-849e7312b1ce" xlink:to="loc_us-gaap_OtherComprehensiveIncomeLossForeignCurrencyTransactionAndTranslationAdjustmentNetOfTax_7ca020d9-9e78-4337-aee1-add0c63f4477" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_cmpr_OtherComprehensiveIncomeReclassificationOfUnrealizedGainsLossesToNetIncome_e0ed4540-5348-42fc-8bc5-c31554309a20" xlink:href="cmpr-20250930.xsd#cmpr_OtherComprehensiveIncomeReclassificationOfUnrealizedGainsLossesToNetIncome"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_ComprehensiveIncomeNetOfTaxIncludingPortionAttributableToNoncontrollingInterest_b86f6606-ff65-4cc5-a82e-849e7312b1ce" xlink:to="loc_cmpr_OtherComprehensiveIncomeReclassificationOfUnrealizedGainsLossesToNetIncome_e0ed4540-5348-42fc-8bc5-c31554309a20" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherComprehensiveIncomeLossCashFlowHedgeGainLossBeforeReclassificationAfterTax_3bb2a03e-c91c-4846-973e-5b876da1be22" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherComprehensiveIncomeLossCashFlowHedgeGainLossBeforeReclassificationAfterTax"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_ComprehensiveIncomeNetOfTaxIncludingPortionAttributableToNoncontrollingInterest_b86f6606-ff65-4cc5-a82e-849e7312b1ce" xlink:to="loc_us-gaap_OtherComprehensiveIncomeLossCashFlowHedgeGainLossBeforeReclassificationAfterTax_3bb2a03e-c91c-4846-973e-5b876da1be22" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ProfitLoss_3a2140bc-3e04-40d4-8e53-dc35fd62822e" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ProfitLoss"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_ComprehensiveIncomeNetOfTaxIncludingPortionAttributableToNoncontrollingInterest_b86f6606-ff65-4cc5-a82e-849e7312b1ce" xlink:to="loc_us-gaap_ProfitLoss_3a2140bc-3e04-40d4-8e53-dc35fd62822e" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherComprehensiveIncomeLossPensionAndOtherPostretirementBenefitPlansNetUnamortizedGainLossArisingDuringPeriodBeforeTax_764dce36-07c7-440c-a308-78ab343638d5" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherComprehensiveIncomeLossPensionAndOtherPostretirementBenefitPlansNetUnamortizedGainLossArisingDuringPeriodBeforeTax"/>
    <link:calculationArc order="5" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_ComprehensiveIncomeNetOfTaxIncludingPortionAttributableToNoncontrollingInterest_b86f6606-ff65-4cc5-a82e-849e7312b1ce" xlink:to="loc_us-gaap_OtherComprehensiveIncomeLossPensionAndOtherPostretirementBenefitPlansNetUnamortizedGainLossArisingDuringPeriodBeforeTax_764dce36-07c7-440c-a308-78ab343638d5" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.cimpress.com/role/ConsolidatedStatementsofCashFlows" xlink:type="simple" xlink:href="cmpr-20250930.xsd#ConsolidatedStatementsofCashFlows"/>
  <link:calculationLink xlink:role="http://www.cimpress.com/role/ConsolidatedStatementsofCashFlows" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_c038cc4a-7148-4743-b202-14de5679ff12" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetCashProvidedByUsedInFinancingActivities"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentsOfDebtExtinguishmentCosts_fae99cf3-9c66-4873-93ea-a96635b1a94f" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsOfDebtExtinguishmentCosts"/>
    <link:calculationArc order="1" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_c038cc4a-7148-4743-b202-14de5679ff12" xlink:to="loc_us-gaap_PaymentsOfDebtExtinguishmentCosts_fae99cf3-9c66-4873-93ea-a96635b1a94f" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ProceedsFromIssuanceOfSeniorLongTermDebt_6b427443-33c7-47af-a44e-a1f422cde531" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ProceedsFromIssuanceOfSeniorLongTermDebt"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_c038cc4a-7148-4743-b202-14de5679ff12" xlink:to="loc_us-gaap_ProceedsFromIssuanceOfSeniorLongTermDebt_6b427443-33c7-47af-a44e-a1f422cde531" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_EarlyRepaymentOfSeniorDebt_1bf4d100-e79f-4989-89e9-6b2768e75793" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_EarlyRepaymentOfSeniorDebt"/>
    <link:calculationArc order="3" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_c038cc4a-7148-4743-b202-14de5679ff12" xlink:to="loc_us-gaap_EarlyRepaymentOfSeniorDebt_1bf4d100-e79f-4989-89e9-6b2768e75793" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ProceedsFromIssuanceOfDebt_cd25a24f-6806-40a6-817e-7cede2cb6c7a" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ProceedsFromIssuanceOfDebt"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_c038cc4a-7148-4743-b202-14de5679ff12" xlink:to="loc_us-gaap_ProceedsFromIssuanceOfDebt_cd25a24f-6806-40a6-817e-7cede2cb6c7a" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_RepaymentsOfDebt_ffca89b9-33a8-43e4-83b7-61486459a4de" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_RepaymentsOfDebt"/>
    <link:calculationArc order="5" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_c038cc4a-7148-4743-b202-14de5679ff12" xlink:to="loc_us-gaap_RepaymentsOfDebt_ffca89b9-33a8-43e4-83b7-61486459a4de" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentsOfDebtIssuanceCosts_a688fb21-fa2b-46f3-b53d-8d0230b92872" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsOfDebtIssuanceCosts"/>
    <link:calculationArc order="6" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_c038cc4a-7148-4743-b202-14de5679ff12" xlink:to="loc_us-gaap_PaymentsOfDebtIssuanceCosts_a688fb21-fa2b-46f3-b53d-8d0230b92872" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentForContingentConsiderationLiabilityFinancingActivities_a5932d9e-7e2b-4e96-b2ee-499ebc13d1bc" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentForContingentConsiderationLiabilityFinancingActivities"/>
    <link:calculationArc order="7" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_c038cc4a-7148-4743-b202-14de5679ff12" xlink:to="loc_us-gaap_PaymentForContingentConsiderationLiabilityFinancingActivities_a5932d9e-7e2b-4e96-b2ee-499ebc13d1bc" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentsRelatedToTaxWithholdingForShareBasedCompensation_17f37f28-688d-455b-9805-79f15aab9eae" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsRelatedToTaxWithholdingForShareBasedCompensation"/>
    <link:calculationArc order="8" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_c038cc4a-7148-4743-b202-14de5679ff12" xlink:to="loc_us-gaap_PaymentsRelatedToTaxWithholdingForShareBasedCompensation_17f37f28-688d-455b-9805-79f15aab9eae" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_FinanceLeasePrincipalPayments_0a88d3c1-75c7-4060-ae5c-e01b1da9839d" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_FinanceLeasePrincipalPayments"/>
    <link:calculationArc order="9" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_c038cc4a-7148-4743-b202-14de5679ff12" xlink:to="loc_us-gaap_FinanceLeasePrincipalPayments_0a88d3c1-75c7-4060-ae5c-e01b1da9839d" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentsForRepurchaseOfRedeemableNoncontrollingInterest_ccfce66b-f6a9-4170-8ce0-72661cead9c0" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsForRepurchaseOfRedeemableNoncontrollingInterest"/>
    <link:calculationArc order="10" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_c038cc4a-7148-4743-b202-14de5679ff12" xlink:to="loc_us-gaap_PaymentsForRepurchaseOfRedeemableNoncontrollingInterest_ccfce66b-f6a9-4170-8ce0-72661cead9c0" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentsForRepurchaseOfCommonStock_5291a5f6-d67a-4174-8494-6aa98aaca6cb" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsForRepurchaseOfCommonStock"/>
    <link:calculationArc order="11" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_c038cc4a-7148-4743-b202-14de5679ff12" xlink:to="loc_us-gaap_PaymentsForRepurchaseOfCommonStock_5291a5f6-d67a-4174-8494-6aa98aaca6cb" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ProceedsFromIssuanceOfSharesUnderIncentiveAndShareBasedCompensationPlansIncludingStockOptions_5df1b0ad-a836-4b85-8fdc-f7a2a816b9fc" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ProceedsFromIssuanceOfSharesUnderIncentiveAndShareBasedCompensationPlansIncludingStockOptions"/>
    <link:calculationArc order="12" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_c038cc4a-7148-4743-b202-14de5679ff12" xlink:to="loc_us-gaap_ProceedsFromIssuanceOfSharesUnderIncentiveAndShareBasedCompensationPlansIncludingStockOptions_5df1b0ad-a836-4b85-8fdc-f7a2a816b9fc" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentsToMinorityShareholders_d87211ac-f3da-47f1-a275-993f60d3ce15" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsToMinorityShareholders"/>
    <link:calculationArc order="13" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_c038cc4a-7148-4743-b202-14de5679ff12" xlink:to="loc_us-gaap_PaymentsToMinorityShareholders_d87211ac-f3da-47f1-a275-993f60d3ce15" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ProceedsFromPaymentsForOtherFinancingActivities_00acc425-9f50-4ce5-bc7f-d412d888b3cc" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ProceedsFromPaymentsForOtherFinancingActivities"/>
    <link:calculationArc order="14" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_c038cc4a-7148-4743-b202-14de5679ff12" xlink:to="loc_us-gaap_ProceedsFromPaymentsForOtherFinancingActivities_00acc425-9f50-4ce5-bc7f-d412d888b3cc" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_e86f2719-0f58-4596-94ad-e9822d705988" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetCashProvidedByUsedInInvestingActivities"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentsToAcquirePropertyPlantAndEquipment_87511b71-1291-4602-b9d2-44fb0838c5f6" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsToAcquirePropertyPlantAndEquipment"/>
    <link:calculationArc order="1" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_e86f2719-0f58-4596-94ad-e9822d705988" xlink:to="loc_us-gaap_PaymentsToAcquirePropertyPlantAndEquipment_87511b71-1291-4602-b9d2-44fb0838c5f6" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ProceedsFromDivestitureOfBusinessesNetOfCashDivested_68619025-3553-4e3f-8cf3-4176585907de" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ProceedsFromDivestitureOfBusinessesNetOfCashDivested"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_e86f2719-0f58-4596-94ad-e9822d705988" xlink:to="loc_us-gaap_ProceedsFromDivestitureOfBusinessesNetOfCashDivested_68619025-3553-4e3f-8cf3-4176585907de" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentsToDevelopSoftware_00369a41-c420-4b53-b758-7240b5f3a727" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsToDevelopSoftware"/>
    <link:calculationArc order="3" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_e86f2719-0f58-4596-94ad-e9822d705988" xlink:to="loc_us-gaap_PaymentsToDevelopSoftware_00369a41-c420-4b53-b758-7240b5f3a727" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ProceedsFromSaleOfProductiveAssets_04c8818f-e3b9-4ad2-9f3d-13e56a49851e" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ProceedsFromSaleOfProductiveAssets"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_e86f2719-0f58-4596-94ad-e9822d705988" xlink:to="loc_us-gaap_ProceedsFromSaleOfProductiveAssets_04c8818f-e3b9-4ad2-9f3d-13e56a49851e" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ProceedsFromMaturitiesPrepaymentsAndCallsOfHeldToMaturitySecurities_9747dbb1-1f78-433e-ad1b-d3538c71a665" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ProceedsFromMaturitiesPrepaymentsAndCallsOfHeldToMaturitySecurities"/>
    <link:calculationArc order="5" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_e86f2719-0f58-4596-94ad-e9822d705988" xlink:to="loc_us-gaap_ProceedsFromMaturitiesPrepaymentsAndCallsOfHeldToMaturitySecurities_9747dbb1-1f78-433e-ad1b-d3538c71a665" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentsToAcquireBusinessesNetOfCashAcquired_d7c64a2f-78e7-42b3-9b59-ef0d112b005f" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsToAcquireBusinessesNetOfCashAcquired"/>
    <link:calculationArc order="6" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_e86f2719-0f58-4596-94ad-e9822d705988" xlink:to="loc_us-gaap_PaymentsToAcquireBusinessesNetOfCashAcquired_d7c64a2f-78e7-42b3-9b59-ef0d112b005f" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentsToAcquireMarketableSecurities_2452e9a2-b06a-42a8-a78f-3a219d4a6e3f" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsToAcquireMarketableSecurities"/>
    <link:calculationArc order="7" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_e86f2719-0f58-4596-94ad-e9822d705988" xlink:to="loc_us-gaap_PaymentsToAcquireMarketableSecurities_2452e9a2-b06a-42a8-a78f-3a219d4a6e3f" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentsForProceedsFromHedgeInvestingActivities_64a22ac8-c865-4ef8-af41-d54d504de32a" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsForProceedsFromHedgeInvestingActivities"/>
    <link:calculationArc order="8" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_e86f2719-0f58-4596-94ad-e9822d705988" xlink:to="loc_us-gaap_PaymentsForProceedsFromHedgeInvestingActivities_64a22ac8-c865-4ef8-af41-d54d504de32a" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_PaymentsForProceedsFromOtherInvestingActivities_f6278fd1-bb21-4c6d-aca8-0bcacf071198" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_PaymentsForProceedsFromOtherInvestingActivities"/>
    <link:calculationArc order="9" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_e86f2719-0f58-4596-94ad-e9822d705988" xlink:to="loc_us-gaap_PaymentsForProceedsFromOtherInvestingActivities_f6278fd1-bb21-4c6d-aca8-0bcacf071198" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_CashCashEquivalentsRestrictedCashAndRestrictedCashEquivalentsPeriodIncreaseDecreaseIncludingExchangeRateEffect_50c19f38-715d-434b-b989-fb18f7a57e64" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_CashCashEquivalentsRestrictedCashAndRestrictedCashEquivalentsPeriodIncreaseDecreaseIncludingExchangeRateEffect"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_beea2e08-307e-4490-8e81-910d10fd699d" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetCashProvidedByUsedInOperatingActivities"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_CashCashEquivalentsRestrictedCashAndRestrictedCashEquivalentsPeriodIncreaseDecreaseIncludingExchangeRateEffect_50c19f38-715d-434b-b989-fb18f7a57e64" xlink:to="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_beea2e08-307e-4490-8e81-910d10fd699d" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_59e1e5a5-f4cf-413c-9ab5-e9432af3d29d" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetCashProvidedByUsedInInvestingActivities"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_CashCashEquivalentsRestrictedCashAndRestrictedCashEquivalentsPeriodIncreaseDecreaseIncludingExchangeRateEffect_50c19f38-715d-434b-b989-fb18f7a57e64" xlink:to="loc_us-gaap_NetCashProvidedByUsedInInvestingActivities_59e1e5a5-f4cf-413c-9ab5-e9432af3d29d" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_d0531b8b-e3cd-4ffc-aa73-d14890183ad9" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetCashProvidedByUsedInFinancingActivities"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_CashCashEquivalentsRestrictedCashAndRestrictedCashEquivalentsPeriodIncreaseDecreaseIncludingExchangeRateEffect_50c19f38-715d-434b-b989-fb18f7a57e64" xlink:to="loc_us-gaap_NetCashProvidedByUsedInFinancingActivities_d0531b8b-e3cd-4ffc-aa73-d14890183ad9" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_EffectOfExchangeRateOnCashCashEquivalentsRestrictedCashAndRestrictedCashEquivalents_f2b1451c-51b2-4025-9329-f74cc1e358dc" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_EffectOfExchangeRateOnCashCashEquivalentsRestrictedCashAndRestrictedCashEquivalents"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_CashCashEquivalentsRestrictedCashAndRestrictedCashEquivalentsPeriodIncreaseDecreaseIncludingExchangeRateEffect_50c19f38-715d-434b-b989-fb18f7a57e64" xlink:to="loc_us-gaap_EffectOfExchangeRateOnCashCashEquivalentsRestrictedCashAndRestrictedCashEquivalents_f2b1451c-51b2-4025-9329-f74cc1e358dc" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_NetCashProvidedByUsedInDiscontinuedOperations_081bc361-27d2-484c-8f82-8120b85dc0d7" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetCashProvidedByUsedInDiscontinuedOperations"/>
    <link:calculationArc order="5" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_CashCashEquivalentsRestrictedCashAndRestrictedCashEquivalentsPeriodIncreaseDecreaseIncludingExchangeRateEffect_50c19f38-715d-434b-b989-fb18f7a57e64" xlink:to="loc_us-gaap_NetCashProvidedByUsedInDiscontinuedOperations_081bc361-27d2-484c-8f82-8120b85dc0d7" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_bf0b3b46-123d-4a8c-94c4-2544a14b63f7" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_NetCashProvidedByUsedInOperatingActivities"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ProfitLoss_4ae39b43-a21c-4eb0-8e9c-cd70080518ae" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ProfitLoss"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_bf0b3b46-123d-4a8c-94c4-2544a14b63f7" xlink:to="loc_us-gaap_ProfitLoss_4ae39b43-a21c-4eb0-8e9c-cd70080518ae" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_DepreciationAndAmortization_f0e2e025-0cb0-43fa-8b1d-698656e3aeb9" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_DepreciationAndAmortization"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_bf0b3b46-123d-4a8c-94c4-2544a14b63f7" xlink:to="loc_us-gaap_DepreciationAndAmortization_f0e2e025-0cb0-43fa-8b1d-698656e3aeb9" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ShareBasedCompensation_4f834cbb-d451-4f5b-ad35-b65332238803" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ShareBasedCompensation"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_bf0b3b46-123d-4a8c-94c4-2544a14b63f7" xlink:to="loc_us-gaap_ShareBasedCompensation_4f834cbb-d451-4f5b-ad35-b65332238803" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_GoodwillAndIntangibleAssetImpairment_9fcdaf39-2ff9-44a7-af9b-fa9375c39ac6" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_GoodwillAndIntangibleAssetImpairment"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_bf0b3b46-123d-4a8c-94c4-2544a14b63f7" xlink:to="loc_us-gaap_GoodwillAndIntangibleAssetImpairment_9fcdaf39-2ff9-44a7-af9b-fa9375c39ac6" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IncreaseDecreaseInDeferredIncomeTaxes_c321978b-6d4a-4159-b819-1aa87687f1bf" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncreaseDecreaseInDeferredIncomeTaxes"/>
    <link:calculationArc order="5" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_bf0b3b46-123d-4a8c-94c4-2544a14b63f7" xlink:to="loc_us-gaap_IncreaseDecreaseInDeferredIncomeTaxes_c321978b-6d4a-4159-b819-1aa87687f1bf" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_UnrealizedGainLossOnDerivatives_4fcbef51-59df-410a-9afe-a071e329cd55" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_UnrealizedGainLossOnDerivatives"/>
    <link:calculationArc order="6" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_bf0b3b46-123d-4a8c-94c4-2544a14b63f7" xlink:to="loc_us-gaap_UnrealizedGainLossOnDerivatives_4fcbef51-59df-410a-9afe-a071e329cd55" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ForeignCurrencyTransactionGainLossUnrealized_d5152b6f-12fe-40c8-b806-f772def8df37" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ForeignCurrencyTransactionGainLossUnrealized"/>
    <link:calculationArc order="7" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_bf0b3b46-123d-4a8c-94c4-2544a14b63f7" xlink:to="loc_us-gaap_ForeignCurrencyTransactionGainLossUnrealized_d5152b6f-12fe-40c8-b806-f772def8df37" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherNoncashIncomeExpense_bf465368-f905-4d76-b290-3b340b52d4b4" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherNoncashIncomeExpense"/>
    <link:calculationArc order="8" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_bf0b3b46-123d-4a8c-94c4-2544a14b63f7" xlink:to="loc_us-gaap_OtherNoncashIncomeExpense_bf465368-f905-4d76-b290-3b340b52d4b4" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IncreaseDecreaseInAccountsReceivable_b475fadd-fb9c-4020-85d8-2ba47e83c364" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncreaseDecreaseInAccountsReceivable"/>
    <link:calculationArc order="9" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_bf0b3b46-123d-4a8c-94c4-2544a14b63f7" xlink:to="loc_us-gaap_IncreaseDecreaseInAccountsReceivable_b475fadd-fb9c-4020-85d8-2ba47e83c364" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IncreaseDecreaseInInventories_867bc347-4d75-46cb-ba50-8301196f2653" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncreaseDecreaseInInventories"/>
    <link:calculationArc order="10" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_bf0b3b46-123d-4a8c-94c4-2544a14b63f7" xlink:to="loc_us-gaap_IncreaseDecreaseInInventories_867bc347-4d75-46cb-ba50-8301196f2653" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IncreaseDecreaseInPrepaidDeferredExpenseAndOtherAssets_659ef3c1-acc1-4606-a3f2-2be7d5cbea5d" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncreaseDecreaseInPrepaidDeferredExpenseAndOtherAssets"/>
    <link:calculationArc order="11" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_bf0b3b46-123d-4a8c-94c4-2544a14b63f7" xlink:to="loc_us-gaap_IncreaseDecreaseInPrepaidDeferredExpenseAndOtherAssets_659ef3c1-acc1-4606-a3f2-2be7d5cbea5d" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IncreaseDecreaseInAccountsPayable_557af5f3-7745-4943-96aa-f87b47b1fbaf" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncreaseDecreaseInAccountsPayable"/>
    <link:calculationArc order="12" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_bf0b3b46-123d-4a8c-94c4-2544a14b63f7" xlink:to="loc_us-gaap_IncreaseDecreaseInAccountsPayable_557af5f3-7745-4943-96aa-f87b47b1fbaf" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_IncreaseDecreaseInAccruedLiabilitiesAndOtherOperatingLiabilities_b07b24c5-539e-4754-b96b-08fda65fc841" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_IncreaseDecreaseInAccruedLiabilitiesAndOtherOperatingLiabilities"/>
    <link:calculationArc order="13" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_bf0b3b46-123d-4a8c-94c4-2544a14b63f7" xlink:to="loc_us-gaap_IncreaseDecreaseInAccruedLiabilitiesAndOtherOperatingLiabilities_b07b24c5-539e-4754-b96b-08fda65fc841" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_cmpr_LossGainOnEarlyExtinguishmentOfDebtNoncashAdjustment_c03960a9-e6bd-4039-ae53-f602b68865a5" xlink:href="cmpr-20250930.xsd#cmpr_LossGainOnEarlyExtinguishmentOfDebtNoncashAdjustment"/>
    <link:calculationArc order="14" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_NetCashProvidedByUsedInOperatingActivities_bf0b3b46-123d-4a8c-94c4-2544a14b63f7" xlink:to="loc_cmpr_LossGainOnEarlyExtinguishmentOfDebtNoncashAdjustment_c03960a9-e6bd-4039-ae53-f602b68865a5" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.cimpress.com/role/SummaryofSignificantAccountingPoliciesDetails" xlink:type="simple" xlink:href="cmpr-20250930.xsd#SummaryofSignificantAccountingPoliciesDetails"/>
  <link:calculationLink xlink:role="http://www.cimpress.com/role/SummaryofSignificantAccountingPoliciesDetails" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherNonoperatingIncomeExpense_816b7811-2b83-4e93-b0b9-176644b088fd" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherNonoperatingIncomeExpense"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherNonoperatingGainsLosses_287edcfc-1689-4911-978e-c9021f405304" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherNonoperatingGainsLosses"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_OtherNonoperatingIncomeExpense_816b7811-2b83-4e93-b0b9-176644b088fd" xlink:to="loc_us-gaap_OtherNonoperatingGainsLosses_287edcfc-1689-4911-978e-c9021f405304" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_DerivativeInstrumentsNotDesignatedAsHedgingInstrumentsGainLossNet_ece8bea5-2d74-4246-957b-078f7334f4f3" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_DerivativeInstrumentsNotDesignatedAsHedgingInstrumentsGainLossNet"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_OtherNonoperatingIncomeExpense_816b7811-2b83-4e93-b0b9-176644b088fd" xlink:to="loc_us-gaap_DerivativeInstrumentsNotDesignatedAsHedgingInstrumentsGainLossNet_ece8bea5-2d74-4246-957b-078f7334f4f3" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ForeignCurrencyTransactionGainLossRealized_7826c182-4e35-44d0-9df2-aea6f297fce3" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ForeignCurrencyTransactionGainLossRealized"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_OtherNonoperatingIncomeExpense_816b7811-2b83-4e93-b0b9-176644b088fd" xlink:to="loc_us-gaap_ForeignCurrencyTransactionGainLossRealized_7826c182-4e35-44d0-9df2-aea6f297fce3" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.cimpress.com/role/DerivativeFinancialInstrumentsDetails" xlink:type="simple" xlink:href="cmpr-20250930.xsd#DerivativeFinancialInstrumentsDetails"/>
  <link:calculationLink xlink:role="http://www.cimpress.com/role/DerivativeFinancialInstrumentsDetails" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_cmpr_Currentandfuturenotionalamount_e1308924-21d5-48bb-ad1b-c528587c4fa1" xlink:href="cmpr-20250930.xsd#cmpr_Currentandfuturenotionalamount"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_DerivativeAssetNotionalAmount_abbdd9c2-e5bf-41a9-b9d8-47d5f736b893" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_DerivativeAssetNotionalAmount"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_cmpr_Currentandfuturenotionalamount_e1308924-21d5-48bb-ad1b-c528587c4fa1" xlink:to="loc_us-gaap_DerivativeAssetNotionalAmount_abbdd9c2-e5bf-41a9-b9d8-47d5f736b893" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_cmpr_NotionalValueOfContractsWithFutureStartDate_027416e0-786d-402f-9f2b-09a943d0a4fb" xlink:href="cmpr-20250930.xsd#cmpr_NotionalValueOfContractsWithFutureStartDate"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_cmpr_Currentandfuturenotionalamount_e1308924-21d5-48bb-ad1b-c528587c4fa1" xlink:to="loc_cmpr_NotionalValueOfContractsWithFutureStartDate_027416e0-786d-402f-9f2b-09a943d0a4fb" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.cimpress.com/role/AccumulatedOtherComprehensiveLossDetails" xlink:type="simple" xlink:href="cmpr-20250930.xsd#AccumulatedOtherComprehensiveLossDetails"/>
  <link:calculationLink xlink:role="http://www.cimpress.com/role/AccumulatedOtherComprehensiveLossDetails" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherComprehensiveIncomeLossNetOfTaxPortionAttributableToParent_9477e2b5-2887-4121-978e-62214134c817" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherComprehensiveIncomeLossNetOfTaxPortionAttributableToParent"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherComprehensiveIncomeLossBeforeReclassificationsNetOfTax_9149f7f7-d7ca-4ab2-8a37-bf189e04eb0d" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherComprehensiveIncomeLossBeforeReclassificationsNetOfTax"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_OtherComprehensiveIncomeLossNetOfTaxPortionAttributableToParent_9477e2b5-2887-4121-978e-62214134c817" xlink:to="loc_us-gaap_OtherComprehensiveIncomeLossBeforeReclassificationsNetOfTax_9149f7f7-d7ca-4ab2-8a37-bf189e04eb0d" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_ReclassificationFromAccumulatedOtherComprehensiveIncomeCurrentPeriodNetOfTax_d1013626-90b8-432c-9caf-89349d58fdbc" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_ReclassificationFromAccumulatedOtherComprehensiveIncomeCurrentPeriodNetOfTax"/>
    <link:calculationArc order="2" weight="-1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_OtherComprehensiveIncomeLossNetOfTaxPortionAttributableToParent_9477e2b5-2887-4121-978e-62214134c817" xlink:to="loc_us-gaap_ReclassificationFromAccumulatedOtherComprehensiveIncomeCurrentPeriodNetOfTax_d1013626-90b8-432c-9caf-89349d58fdbc" xlink:type="arc"/>
  </link:calculationLink>
  <link:roleRef roleURI="http://www.cimpress.com/role/AccruedExpensesDetails" xlink:type="simple" xlink:href="cmpr-20250930.xsd#AccruedExpensesDetails"/>
  <link:calculationLink xlink:role="http://www.cimpress.com/role/AccruedExpensesDetails" xlink:type="extended">
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AccruedLiabilitiesCurrentAndNoncurrent_9bbe6731-c594-4da5-ae7d-72df4cc375f2" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccruedLiabilitiesCurrentAndNoncurrent"/>
    <link:loc xlink:type="locator" xlink:label="loc_cmpr_Accruedproductioncosts_d8c3d52a-0500-4b13-bbd9-362d3cf3fcf9" xlink:href="cmpr-20250930.xsd#cmpr_Accruedproductioncosts"/>
    <link:calculationArc order="1" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_AccruedLiabilitiesCurrentAndNoncurrent_9bbe6731-c594-4da5-ae7d-72df4cc375f2" xlink:to="loc_cmpr_Accruedproductioncosts_d8c3d52a-0500-4b13-bbd9-362d3cf3fcf9" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_cmpr_VariableCompensationIncentives_4b4c0185-7e85-4b6d-92fc-8e93d46a1cb3" xlink:href="cmpr-20250930.xsd#cmpr_VariableCompensationIncentives"/>
    <link:calculationArc order="2" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_AccruedLiabilitiesCurrentAndNoncurrent_9bbe6731-c594-4da5-ae7d-72df4cc375f2" xlink:to="loc_cmpr_VariableCompensationIncentives_4b4c0185-7e85-4b6d-92fc-8e93d46a1cb3" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_cmpr_Accruedsalesreturns_e34fd386-4e9a-42c6-8eb7-13f3c9a5a64e" xlink:href="cmpr-20250930.xsd#cmpr_Accruedsalesreturns"/>
    <link:calculationArc order="3" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_AccruedLiabilitiesCurrentAndNoncurrent_9bbe6731-c594-4da5-ae7d-72df4cc375f2" xlink:to="loc_cmpr_Accruedsalesreturns_e34fd386-4e9a-42c6-8eb7-13f3c9a5a64e" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AccruedProfessionalFeesCurrent_48fbad41-674c-4361-9337-f8c3dc11d94f" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccruedProfessionalFeesCurrent"/>
    <link:calculationArc order="4" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_AccruedLiabilitiesCurrentAndNoncurrent_9bbe6731-c594-4da5-ae7d-72df4cc375f2" xlink:to="loc_us-gaap_AccruedProfessionalFeesCurrent_48fbad41-674c-4361-9337-f8c3dc11d94f" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_RestructuringReserve_1de2d761-acd7-41d0-a435-0f896608a43b" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_RestructuringReserve"/>
    <link:calculationArc order="5" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_AccruedLiabilitiesCurrentAndNoncurrent_9bbe6731-c594-4da5-ae7d-72df4cc375f2" xlink:to="loc_us-gaap_RestructuringReserve_1de2d761-acd7-41d0-a435-0f896608a43b" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_OtherAccruedLiabilitiesCurrent_0144e844-b00a-4070-85cc-2eb13be0c01c" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_OtherAccruedLiabilitiesCurrent"/>
    <link:calculationArc order="6" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_AccruedLiabilitiesCurrentAndNoncurrent_9bbe6731-c594-4da5-ae7d-72df4cc375f2" xlink:to="loc_us-gaap_OtherAccruedLiabilitiesCurrent_0144e844-b00a-4070-85cc-2eb13be0c01c" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_cmpr_AccruedShippingCostsCurrent_0eccf31a-7929-4c08-81f8-9c5c7c569678" xlink:href="cmpr-20250930.xsd#cmpr_AccruedShippingCostsCurrent"/>
    <link:calculationArc order="7" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_AccruedLiabilitiesCurrentAndNoncurrent_9bbe6731-c594-4da5-ae7d-72df4cc375f2" xlink:to="loc_cmpr_AccruedShippingCostsCurrent_0eccf31a-7929-4c08-81f8-9c5c7c569678" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_EmployeeRelatedLiabilitiesCurrent_1f1d8dce-5c32-46f6-92b3-1c39ce1caafd" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_EmployeeRelatedLiabilitiesCurrent"/>
    <link:calculationArc order="8" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_AccruedLiabilitiesCurrentAndNoncurrent_9bbe6731-c594-4da5-ae7d-72df4cc375f2" xlink:to="loc_us-gaap_EmployeeRelatedLiabilitiesCurrent_1f1d8dce-5c32-46f6-92b3-1c39ce1caafd" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_InterestPayableCurrentAndNoncurrent_2457333c-18fb-4e84-ad6e-5f06d39120ce" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_InterestPayableCurrentAndNoncurrent"/>
    <link:calculationArc order="9" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_AccruedLiabilitiesCurrentAndNoncurrent_9bbe6731-c594-4da5-ae7d-72df4cc375f2" xlink:to="loc_us-gaap_InterestPayableCurrentAndNoncurrent_2457333c-18fb-4e84-ad6e-5f06d39120ce" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_AccruedAdvertisingCurrentAndNoncurrent_d20e9470-0d6e-41d8-b954-bba4e07d8b54" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_AccruedAdvertisingCurrentAndNoncurrent"/>
    <link:calculationArc order="10" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_AccruedLiabilitiesCurrentAndNoncurrent_9bbe6731-c594-4da5-ae7d-72df4cc375f2" xlink:to="loc_us-gaap_AccruedAdvertisingCurrentAndNoncurrent_d20e9470-0d6e-41d8-b954-bba4e07d8b54" xlink:type="arc"/>
    <link:loc xlink:type="locator" xlink:label="loc_us-gaap_TaxesPayableCurrent_7453aef8-38d2-41ae-8f80-d562b971e205" xlink:href="https://xbrl.fasb.org/us-gaap/2025/elts/us-gaap-2025.xsd#us-gaap_TaxesPayableCurrent"/>
    <link:calculationArc order="11" weight="1.0" xlink:arcrole="http://www.xbrl.org/2003/arcrole/summation-item" xlink:from="loc_us-gaap_AccruedLiabilitiesCurrentAndNoncurrent_9bbe6731-c594-4da5-ae7d-72df4cc375f2" xlink:to="loc_us-gaap_TaxesPayableCurrent_7453aef8-38d2-41ae-8f80-d562b971e205" xlink:type="arc"/>
  </link:calculationLink>
</link:linkbase>
