| 1. Round | 14/09/2019 | River Plate | - | Montevideo Wanderers | 3:1 | ||||
| 2. Round | 20/09/2019 | Montevideo Wanderers | - | Nacional | 0:1 |  |
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| 5. Round | 11/10/2019 | Peñarol | - | Montevideo Wanderers | 1:0 | ||||
| 7. Round | 20/10/2019 | Rampla Juniors | - | Montevideo Wanderers | 1:1 | ||||
| 8. Round | 25/10/2019 | Montevideo Wanderers | - | Juventud de Las Piedras | 3:0 | ||||
| 12. Round | 16/11/2019 | Boston River | - | Montevideo Wanderers | 1:3 |  |
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| 13. Round | 21/11/2019 | Montevideo Wanderers | - | Danubio | 2:1 | ||||
| 14. Round | 27/11/2019 | Plaza Colonia | - | Montevideo Wanderers | 0:0 |  |
Uruguay
Italy