| 31.05.2021 | |||
| 01:30 | Nacional (URU) | 1-0 | IA Sud América |
| 30.05.2021 | |||
| 23:00 | CA Peñarol | 5-2 | Boston River |
| 20:00 | Deportivo Maldonado | 0-0 | River Plate (URU) |
| 29.05.2021 | |||
| 22:30 | Sportivo Cerrito | 0-0 | CA Progreso |
| 20:15 | Villa Española | 1-3 | Plaza Colonia |
| 18:00 | Liverpool (URU) | 3-0 | Cerro Largo |
| 24.05.2021 | |||
| 22:15 | IA Sud América | 2-1 | Villa Española |
| 20:00 | River Plate (URU) | 3-2 | Liverpool (URU) |
| 23.05.2021 | |||
| 22:15 | Mvo Wanderers | 0-0 | Deportivo Maldonado |
| 20:00 | CA Progreso | 1-3 | Nacional (URU) |
| 17:00 | Plaza Colonia | 1-0 | Montevideo City Torque |
| 22.05.2021 | |||
| 22:15 | Cerro Largo | 3-1 | Sportivo Cerrito |
| 20:00 | Atlético Fénix | 0-0 | CA Peñarol |
| 17:00 | Boston River | 1-2 | CA Rentistas |
| 17.05.2021 | |||
| 00:30 | Sportivo Cerrito | 3-1 | River Plate (URU) |
| 16.05.2021 | |||
| 22:15 | Deportivo Maldonado | 2-4 | Liverpool (URU) |
| 20:00 | CA Rentistas | 0-3 | Atlético Fénix |
| 00:30 | Montevideo City Torque | 0-1 | IA Sud América |
| 15.05.2021 | |||
| 22:15 | Mvo Wanderers | 1-0 | Boston River |
| 20:00 | Villa Española | 0-0 | CA Progreso |
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