| 1. Ronde | 20.08.2023 | Boston River | - | Racing | 1:0 | ||||
| 2. Ronde | 27.08.2023 | CA Cerro | - | Boston River | 1:2 | ||||
| 3. Ronde | 02.09.2023 | Boston River | - | Peñarol | 0:1 | ||||
| 4. Ronde | 08.10.2023 | Boston River | - | Deportivo Maldonado | 2:0 |  |
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| 5. Ronde | 15.10.2023 | River Plate | - | Boston River | 2:1 |  |
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| 6. Ronde | 20.10.2023 | Boston River | - | Nacional | 2:0 | ||||
| 7. Ronde | 24.10.2023 | Danubio | - | Boston River | 1:1 | |
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| 8. Ronde | 04.11.2023 | Boston River | - | Fénix | 1:1 | ||||
| 9. Ronde | 12.11.2023 | Montevideo Wanderers | - | Boston River | 0:2 |
Uruguay