| 1. Ronde | 15.09.2019 | Progreso | - | Rampla Juniors | 2:2 | ||||
| 2. Ronde | 18.09.2019 | Juventud de Las Piedras | - | Progreso | 1:2 |  |
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| 3. Ronde | 22.09.2019 | Progreso | - | Liverpool | 2:1 | ||||
| 4. Ronde | 05.10.2019 | Montevideo Wanderers | - | Progreso | 0:1 | |
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| 5. Ronde | 09.10.2019 | Progreso | - | Racing | 2:1 | |
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| 6. Ronde | 16.10.2019 | Boston River | - | Progreso | 1:1 | ||||
| 7. Ronde | 19.10.2019 | Progreso | - | Danubio | 2:1 | ||||
| 8. Ronde | 24.10.2019 | Plaza Colonia | - | Progreso | 0:1 | |
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| 9. Ronde | 03.11.2019 | Progreso | - | CA Cerro | 1:1 | |
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| 11. Ronde | 10.11.2019 | Progreso | - | Nacional | 0:1 | ||||
| 12. Ronde | 16.11.2019 | Fénix | - | Progreso | 1:2 | ||||
| 13. Ronde | 21.11.2019 | Progreso | - | Cerro Largo | 0:1 | |
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| 14. Ronde | 27.11.2019 | Progreso | - | Peñarol | 0:0 | ||||
| 15. Ronde | 06.12.2019 | Defensor Sporting | - | Progreso | 2:4 |
Uruguay