| 1. Round | 18/01/2021 | Boston River | - | Deportivo Maldonado | 5:0 |  |
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| 2. Round | 22/01/2021 | Rentistas | - | Boston River | 0:1 |  |
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| 4. Round | 04/02/2021 | Montevideo Wanderers | - | Boston River | 2:2 | ||||
| 6. Round | 11/02/2021 | River Plate | - | Boston River | 3:1 | |
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| 12. Round | 12/03/2021 | Defensor Sporting | - | Boston River | 1:2 | |
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| 13. Round | 19/03/2021 | Boston River | - | Danubio | 1:5 | ||||
| 15. Round | 29/03/2021 | Boston River | - | Liverpool | 1:0 |
Uruguay