| 1. Jornada | 14.09.2019 | River Plate | - | Montevideo Wanderers | 3:1 | ||||
| 2. Jornada | 20.09.2019 | Montevideo Wanderers | - | Nacional | 0:1 |  |
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| 8. Jornada | 26.10.2019 | Montevideo Wanderers | - | Juventud de Las Piedras | 3:0 | ||||
| 11. Jornada | 10.11.2019 | Montevideo Wanderers | - | Racing | 0:2 | ||||
| 12. Jornada | 16.11.2019 | Boston River | - | Montevideo Wanderers | 1:3 | |
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| 13. Jornada | 21.11.2019 | Montevideo Wanderers | - | Danubio | 2:1 | |
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| 14. Jornada | 27.11.2019 | Plaza Colonia | - | Montevideo Wanderers | 0:0 | ||||
| 15. Jornada | 05.12.2019 | Montevideo Wanderers | - | CA Cerro | 0:2 |
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