| 1. Round | 15/05/2021 | Montevideo Wanderers | - | Boston River | 1:0 |  |
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| 2. Round | 23/05/2021 | Montevideo Wanderers | - | Deportivo Maldonado | 0:0 | ||||
| 3. Round | 31/05/2021 | Rentistas | - | Montevideo Wanderers | 0:1 | |
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| 7. Round | 24/06/2021 | Nacional | - | Montevideo Wanderers | 3:0 | ||||
| 8. Round | 29/06/2021 | Montevideo Wanderers | - | Cerrito | 1:0 | ||||
| 9. Round | 06/07/2021 | Liverpool | - | Montevideo Wanderers | 2:1 | ||||
| 10. Round | 10/07/2021 | Montevideo Wanderers | - | River Plate | 1:2 | ||||
| 11. Round | 17/07/2021 | Cerro Largo | - | Montevideo Wanderers | 2:0 | ||||
| 12. Round | 31/07/2021 | Montevideo Wanderers | - | Progreso | 2:0 | ||||
| 13. Round | 09/08/2021 | Sud América | - | Montevideo Wanderers | 1:0 |  |
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| 15. Round | 20/08/2021 | Fénix | - | Montevideo Wanderers | 2:1 |
Colombia