| 3. Round | 30/01/2021 | Deportivo Maldonado | - | Rentistas | 3:1 | ||||
| 7. Round | 14/02/2021 | Deportivo Maldonado | - | River Plate | 1:2 | ||||
| 8. Round | 18/02/2021 | Montevideo City Torque | - | Deportivo Maldonado | 1:1 |  |
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| 9. Round | 22/02/2021 | Deportivo Maldonado | - | Plaza Colonia | 1:1 | ||||
| 10. Round | 02/03/2021 | Progreso | - | Deportivo Maldonado | 1:1 | ||||
| 14. Round | 23/03/2021 | Danubio | - | Deportivo Maldonado | 2:2 | |
Argentina