| 1. Ronde | 14.09.2019 | River Plate | - | Montevideo Wanderers | 3:1 |  |
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| 3. Ronde | 22.09.2019 | Fénix | - | Montevideo Wanderers | 3:3 |  |
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| 4. Ronde | 05.10.2019 | Montevideo Wanderers | - | Progreso | 0:1 | ||||
| 7. Ronde | 20.10.2019 | Rampla Juniors | - | Montevideo Wanderers | 1:1 |  |
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| 8. Ronde | 26.10.2019 | Montevideo Wanderers | - | Juventud de Las Piedras | 3:0 | |
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| 9. Ronde | 03.11.2019 | Liverpool | - | Montevideo Wanderers | 2:2 | |
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| 10. Ronde | 07.11.2019 | Cerro Largo | - | Montevideo Wanderers | 0:2 | ||||
| 11. Ronde | 10.11.2019 | Montevideo Wanderers | - | Racing | 0:2 | ||||
| 13. Ronde | 21.11.2019 | Montevideo Wanderers | - | Danubio | 2:1 | |
Chili