| 1. Jornada | 20.08.2023 | Boston River | - | Racing | 1:0 |  |
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| 2. Jornada | 27.08.2023 | CA Cerro | - | Boston River | 1:2 | ||||
| 3. Jornada | 02.09.2023 | Boston River | - | Peñarol | 0:1 | ||||
| 4. Jornada | 08.10.2023 | Boston River | - | Deportivo Maldonado | 2:0 | |
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| 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 | |
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| 8. Jornada | 04.11.2023 | Boston River | - | Fénix | 1:1 | ||||
| 10. Jornada | 16.11.2023 | Boston River | - | La Luz | 1:2 | ||||
| 11. Jornada | 20.11.2023 | Defensor Sporting | - | Boston River | 2:0 | ||||
| 14. Jornada | 03.12.2023 | Boston River | - | Cerro Largo | 0:1 | |
Uruguay