| 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 | |
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| 3. Round | 02/03/2019 | Liverpool | - | Progreso | 3:5 | |
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| 4. Round | 09/03/2019 | Progreso | - | Montevideo Wanderers | 2:2 | |
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| 5. Round | 17/03/2019 | Racing | - | Progreso | 3:0 | ||||
| 11. Round | 05/05/2019 | Nacional | - | Progreso | 4:0 | ||||
| 12. Round | 11/05/2019 | Progreso | - | Fénix | 3:0 | |
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| 14. Round | 26/05/2019 | Peñarol | - | Progreso | 2:2 | ||||
| 15. Round | 01/06/2019 | Progreso | - | Defensor Sporting | 0:3 |
Uruguay