| 1. Round | 15/02/2020 | Deportivo Maldonado | - | Boston River | 1:2 | ||||
| 3. Round | 08/03/2020 | Cerro Largo | - | Boston River | 0:0 | ||||
| 4. Round | 09/08/2020 | Boston River | - | Montevideo Wanderers | 0:2 | ||||
| 6. Round | 19/08/2020 | Boston River | - | River Plate | 1:1 | ||||
| 7. Round | 23/08/2020 | Montevideo City Torque | - | Boston River | 2:0 | ||||
| 8. Round | 26/08/2020 | Boston River | - | Plaza Colonia | 0:0 | ||||
| 9. Round | 30/08/2020 | Progreso | - | Boston River | 1:2 | ||||
| 10. Round | 06/09/2020 | Boston River | - | Fénix | 0:0 | ||||
| 11. Round | 10/09/2020 | CA Cerro | - | Boston River | 2:1 | ||||
| 12. Round | 13/09/2020 | Boston River | - | Defensor Sporting | 1:1 | ||||
| 13. Round | 20/09/2020 | Danubio | - | Boston River | 2:2 |  |
 |
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| 14. Round | 07/10/2020 | Boston River | - | Nacional | 1:1 | |
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| 15. Round | 11/10/2020 | Liverpool | - | Boston River | 3:2 |
Uruguay
Mexico 