| 1. Round | 20/08/2023 | Boston River | - | Racing | 1:0 |  |
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| 6. Round | 20/10/2023 | Boston River | - | Nacional | 2:0 | ||||
| 9. Round | 12/11/2023 | Montevideo Wanderers | - | Boston River | 0:2 | ||||
| 11. Round | 20/11/2023 | Defensor Sporting | - | Boston River | 2:0 | ||||
| 12. Round | 24/11/2023 | Boston River | - | Montevideo City Torque | 2:0 | ||||
| 13. Round | 29/11/2023 | Liverpool | - | Boston River | 2:0 | ||||
| 15. Round | 08/12/2023 | Plaza Colonia | - | Boston River | 3:2 |  |
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Uruguay