| 1. Round | 15/05/2021 | Montevideo Wanderers | - | Boston River | 1:0 | ||||
| 2. Round | 23/05/2021 | Montevideo Wanderers | - | Deportivo Maldonado | 0:0 | ||||
| 4. Round | 07/06/2021 | Montevideo Wanderers | - | Peñarol | 0:0 | ||||
| 5. Round | 11/06/2021 | Montevideo City Torque | - | 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 | ||||
| 14. Round | 16/08/2021 | Montevideo Wanderers | - | Plaza Colonia | 0:2 | ||||
| 15. Round | 20/08/2021 | Fénix | - | Montevideo Wanderers | 2:1 | |
Uruguay