| 2. Round | 24/02/2019 | Progreso | - | Juventud de Las Piedras | 1:0 | ||||
| 4. Round | 09/03/2019 | Progreso | - | Montevideo Wanderers | 2:2 |  |
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| 5. Round | 17/03/2019 | Racing | - | Progreso | 3:0 | ||||
| 6. Round | 24/03/2019 | Progreso | - | Boston River | 1:1 | ||||
| 7. Round | 31/03/2019 | Danubio | - | Progreso | 3:2 | ||||
| 8. Round | 07/04/2019 | Progreso | - | Plaza Colonia | 0:1 | ||||
| 9. Round | 13/04/2019 | CA Cerro | - | Progreso | 0:2 | ||||
| 11. Round | 05/05/2019 | Nacional | - | Progreso | 4:0 | ||||
| 12. Round | 11/05/2019 | Progreso | - | Fénix | 3:0 | ||||
| 14. Round | 26/05/2019 | Peñarol | - | Progreso | 2:2 |
Uruguay