| 1. Round | 15/09/2019 | Progreso | - | Rampla Juniors | 2:2 |  |
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| 2. Round | 18/09/2019 | Juventud de Las Piedras | - | Progreso | 1:2 | |
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| 3. Round | 22/09/2019 | Progreso | - | Liverpool | 2:1 | ||||
| 4. Round | 05/10/2019 | Montevideo Wanderers | - | Progreso | 0:1 | |
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| 5. Round | 09/10/2019 | Progreso | - | Racing | 2:1 | |
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| 7. Round | 19/10/2019 | Progreso | - | Danubio | 2:1 | ||||
| 9. Round | 03/11/2019 | Progreso | - | CA Cerro | 1:1 | |
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| 10. Round | 06/11/2019 | River Plate | - | Progreso | 1:2 |
Uruguay