| 1. Round | 19/08/2023 | Montevideo Wanderers | - | La Luz | 0:1 |  |
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| 2. Round | 25/08/2023 | Defensor Sporting | - | Montevideo Wanderers | 3:0 | |
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| 3. Round | 01/09/2023 | Montevideo Wanderers | - | Montevideo City Torque | 2:1 | |
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| 5. Round | 14/10/2023 | Montevideo Wanderers | - | Cerro Largo | 1:1 | |
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| 6. Round | 18/10/2023 | Plaza Colonia | - | Montevideo Wanderers | 1:0 | |
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| 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 | ||||
| 10. Round | 15/11/2023 | Deportivo Maldonado | - | Montevideo Wanderers | 3:0 | ||||
| 11. Round | 20/11/2023 | Montevideo Wanderers | - | River Plate | 2:1 | |
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| 12. Round | 26/11/2023 | Nacional | - | Montevideo Wanderers | 3:1 | |
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| 13. Round | 29/11/2023 | Montevideo Wanderers | - | Danubio | 3:0 | ||||
| 14. Round | 02/12/2023 | Fénix | - | Montevideo Wanderers | 1:1 | |
Italy
Uruguay