| 1. Round | 14/07/2019 | Plaza Colonia | - | Montevideo Wanderers | 2:1 |  |
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| 2. Round | 20/07/2019 | Montevideo Wanderers | - | Cerro Largo | 1:2 | ||||
| 3. Round | 28/07/2019 | Fénix | - | Montevideo Wanderers | 3:0 | ||||
| 4. Round | 10/08/2019 | Liverpool | - | Montevideo Wanderers | 3:1 | ||||
| 5. Round | 18/08/2019 | Montevideo Wanderers | - | Rampla Juniors | 4:3 | |
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| 6. Round | 24/08/2019 | Racing | - | Montevideo Wanderers | 2:2 |
Uruguay