| 1. Round | 15/09/2019 | Progreso | - | Rampla Juniors | 2:2 |  |
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| 2. Round | 19/09/2019 | Rampla Juniors | - | Peñarol | 1:2 | |
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| 3. Round | 22/09/2019 | Defensor Sporting | - | Rampla Juniors | 1:0 | |
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| 5. Round | 10/10/2019 | Rampla Juniors | - | Juventud de Las Piedras | 1:3 | ||||
| 6. Round | 17/10/2019 | Liverpool | - | Rampla Juniors | 1:0 | ||||
| 8. Round | 25/10/2019 | Racing | - | Rampla Juniors | 3:1 | |
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| 9. Round | 02/11/2019 | Rampla Juniors | - | Boston River | 0:1 |  |
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| 11. Round | 09/11/2019 | Rampla Juniors | - | Plaza Colonia | 0:1 | ||||
| 12. Round | 16/11/2019 | CA Cerro | - | Rampla Juniors | 0:1 | ||||
| 14. Round | 28/11/2019 | Nacional | - | Rampla Juniors | 4:3 | |
Uruguay