| 1. Round | 12/09/2021 | Boston River | - | Montevideo Wanderers | 1:3 |  |
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| 2. Round | 20/09/2021 | Deportivo Maldonado | - | Montevideo Wanderers | 1:3 | ||||
| 3. Round | 26/09/2021 | Montevideo Wanderers | - | Rentistas | 2:1 | ||||
| 4. Round | 04/10/2021 | Peñarol | - | Montevideo Wanderers | 3:0 | ||||
| 5. Round | 09/10/2021 | Montevideo Wanderers | - | Montevideo City Torque | 0:1 | |
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| 6. Round | 17/10/2021 | Villa Española | - | Montevideo Wanderers | 2:2 | ||||
| 7. Round | 22/10/2021 | Montevideo Wanderers | - | Nacional | 1:0 |  |
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| 8. Round | 24/10/2021 | Cerrito | - | Montevideo Wanderers | 2:2 | |
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| 9. Round | 29/10/2021 | Montevideo Wanderers | - | Liverpool | 1:0 | |
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| 10. Round | 03/11/2021 | River Plate | - | Montevideo Wanderers | 0:1 | |
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| 11. Round | 08/11/2021 | Montevideo Wanderers | - | Cerro Largo | 1:2 | |
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| 13. Round | 19/11/2021 | Montevideo Wanderers | - | Sud América | 4:1 | ||||
| 14. Round | 26/11/2021 | Plaza Colonia | - | Montevideo Wanderers | 0:1 | ||||
| 15. Round | 04/12/2021 | Montevideo Wanderers | - | Fénix | 1:1 |
Colombia