| 1. Round | 16/02/2019 | Rampla Juniors | - | Progreso | 3:4 |  |
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| 2. Round | 24/02/2019 | Progreso | - | Juventud de Las Piedras | 1:0 | ||||
| 3. Round | 02/03/2019 | Liverpool | - | Progreso | 3:5 |  |
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| 4. Round | 09/03/2019 | Progreso | - | Montevideo Wanderers | 2:2 | ||||
| 5. Round | 17/03/2019 | Racing | - | Progreso | 3:0 | ||||
| 6. Round | 24/03/2019 | Progreso | - | Boston River | 1:1 | |
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| 7. Round | 31/03/2019 | Danubio | - | Progreso | 3:2 | |
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| 8. Round | 07/04/2019 | Progreso | - | Plaza Colonia | 0:1 | ||||
| 9. Round | 13/04/2019 | CA Cerro | - | Progreso | 0:2 | |
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| 10. Round | 20/04/2019 | Progreso | - | River Plate | 4:0 | ||||
| 11. Round | 05/05/2019 | Nacional | - | Progreso | 4:0 | ||||
| 12. Round | 11/05/2019 | Progreso | - | Fénix | 3:0 | |
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| 15. Round | 01/06/2019 | Progreso | - | Defensor Sporting | 0:3 |
Uruguay