| 1. Jornada | 14.09.2019 | River Plate | - | Montevideo Wanderers | 3:1 | ||||
| 2. Jornada | 20.09.2019 | Montevideo Wanderers | - | Nacional | 0:1 | ||||
| 3. Jornada | 22.09.2019 | Fénix | - | Montevideo Wanderers | 3:3 |  |
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| 4. Jornada | 05.10.2019 | Montevideo Wanderers | - | Progreso | 0:1 | ||||
| 5. Jornada | 11.10.2019 | Peñarol | - | Montevideo Wanderers | 1:0 | ||||
| 8. Jornada | 26.10.2019 | Montevideo Wanderers | - | Juventud de Las Piedras | 3:0 | ||||
| 15. Jornada | 05.12.2019 | Montevideo Wanderers | - | CA Cerro | 0:2 |
Uruguay