| 1. Jornada | 15.09.2019 | Progreso | - | Rampla Juniors | 2:2 |  |
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| 2. Jornada | 18.09.2019 | Juventud de Las Piedras | - | Progreso | 1:2 | |
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| 3. Jornada | 22.09.2019 | Progreso | - | Liverpool | 2:1 | ||||
| 4. Jornada | 05.10.2019 | Montevideo Wanderers | - | Progreso | 0:1 | |
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| 5. Jornada | 09.10.2019 | Progreso | - | Racing | 2:1 | |
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| 7. Jornada | 19.10.2019 | Progreso | - | Danubio | 2:1 | ||||
| 9. Jornada | 03.11.2019 | Progreso | - | CA Cerro | 1:1 | |
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| 10. Jornada | 06.11.2019 | River Plate | - | Progreso | 1:2 |
Uruguay