| 1. Jornada | 18.01.2021 | Boston River | - | Deportivo Maldonado | 5:0 | ||||
| 2. Jornada | 22.01.2021 | Rentistas | - | Boston River | 0:1 | ||||
| 3. Jornada | 29.01.2021 | Boston River | - | Cerro Largo | 2:1 | ||||
| 4. Jornada | 04.02.2021 | Montevideo Wanderers | - | Boston River | 2:2 |  |
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| 6. Jornada | 11.02.2021 | River Plate | - | Boston River | 3:1 | ||||
| 7. Jornada | 15.02.2021 | Boston River | - | Montevideo City Torque | 0:3 | ||||
| 8. Jornada | 19.02.2021 | Plaza Colonia | - | Boston River | 3:0 | ||||
| 9. Jornada | 23.02.2021 | Boston River | - | Progreso | 2:3 | ||||
| 11. Jornada | 06.03.2021 | Boston River | - | CA Cerro | 2:0 | ||||
| 12. Jornada | 12.03.2021 | Defensor Sporting | - | Boston River | 1:2 | |
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| 13. Jornada | 19.03.2021 | Boston River | - | Danubio | 1:5 | ||||
| 14. Jornada | 25.03.2021 | Nacional | - | Boston River | 1:2 |  |
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