| 1. Round | 19/08/2023 | Montevideo Wanderers | - | La Luz | 0:1 | ||||
| 2. Round | 25/08/2023 | Defensor Sporting | - | Montevideo Wanderers | 3:0 | ||||
| 3. Round | 01/09/2023 | Montevideo Wanderers | - | Montevideo City Torque | 2:1 |  |
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| 4. Round | 07/10/2023 | Liverpool | - | Montevideo Wanderers | 2:1 | ||||
| 5. Round | 14/10/2023 | Montevideo Wanderers | - | Cerro Largo | 1:1 | ||||
| 6. Round | 18/10/2023 | Plaza Colonia | - | Montevideo Wanderers | 1:0 | ||||
| 7. Round | 24/10/2023 | Montevideo Wanderers | - | Racing | 1:2 | ||||
| 8. Round | 03/11/2023 | CA Cerro | - | Montevideo Wanderers | 0:1 | ||||
| 9. Round | 12/11/2023 | Montevideo Wanderers | - | Boston River | 0:2 |
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