| 1. Round | 15/05/2021 | Montevideo Wanderers | - | Boston River | 1:0 |  |
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| 3. Round | 31/05/2021 | Rentistas | - | Montevideo Wanderers | 0:1 |  |
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| 4. Round | 07/06/2021 | Montevideo Wanderers | - | Peñarol | 0:0 | ||||
| 5. Round | 11/06/2021 | Montevideo City Torque | - | Montevideo Wanderers | 2:1 | ||||
| 6. Round | 19/06/2021 | Montevideo Wanderers | - | Villa Española | 3:0 | ||||
| 8. Round | 29/06/2021 | Montevideo Wanderers | - | Cerrito | 1:0 | ||||
| 9. Round | 06/07/2021 | Liverpool | - | Montevideo Wanderers | 2:1 | |
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| 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 | |
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| 13. Round | 09/08/2021 | Sud América | - | Montevideo Wanderers | 1:0 | ||||
| 14. Round | 16/08/2021 | Montevideo Wanderers | - | Plaza Colonia | 0:2 | |
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| 15. Round | 20/08/2021 | Fénix | - | Montevideo Wanderers | 2:1 |
Argentina