| 1. Round | 16/02/2019 | Montevideo Wanderers | - | River Plate | 1:1 | ||||
| 3. Round | 03/03/2019 | Montevideo Wanderers | - | Fénix | 0:2 | ||||
| 8. Round | 06/04/2019 | Juventud de Las Piedras | - | Montevideo Wanderers | 4:1 |  |
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| 10. Round | 23/04/2019 | Montevideo Wanderers | - | Cerro Largo | 0:0 | ||||
| 11. Round | 05/05/2019 | Racing | - | Montevideo Wanderers | 2:4 | |
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| 12. Round | 11/05/2019 | Montevideo Wanderers | - | Boston River | 0:3 |
Uruguay
Italy