| 1. Jornada | 20.08.2023 | Boston River | - | Racing | 1:0 | ||||
| 2. Jornada | 27.08.2023 | CA Cerro | - | Boston River | 1:2 |  |
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| 3. Jornada | 02.09.2023 | Boston River | - | Peñarol | 0:1 |  |
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| 4. Jornada | 08.10.2023 | Boston River | - | Deportivo Maldonado | 2:0 | ||||
| 5. Jornada | 15.10.2023 | River Plate | - | Boston River | 2:1 | ||||
| 6. Jornada | 20.10.2023 | Boston River | - | Nacional | 2:0 | |
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| 7. Jornada | 24.10.2023 | Danubio | - | Boston River | 1:1 | ||||
| 8. Jornada | 04.11.2023 | Boston River | - | Fénix | 1:1 | |
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| 9. Jornada | 12.11.2023 | Montevideo Wanderers | - | Boston River | 0:2 | ||||
| 10. Jornada | 16.11.2023 | Boston River | - | La Luz | 1:2 | |
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| 11. Jornada | 20.11.2023 | Defensor Sporting | - | Boston River | 2:0 | ||||
| 12. Jornada | 24.11.2023 | Boston River | - | Montevideo City Torque | 2:0 | ||||
| 13. Jornada | 29.11.2023 | Liverpool | - | Boston River | 2:0 | ||||
| 15. Jornada | 08.12.2023 | Plaza Colonia | - | Boston River | 3:2 | |
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