| 6. Ronde | 16.10.2019 | Boston River | - | Progreso | 1:1 | ||||
| 8. Ronde | 25.10.2019 | Boston River | - | Defensor Sporting | 1:4 | ||||
| 9. Ronde | 02.11.2019 | Rampla Juniors | - | Boston River | 0:1 | ||||
| 10. Ronde | 06.11.2019 | Boston River | - | Juventud de Las Piedras | 2:1 | ||||
| 11. Ronde | 10.11.2019 | Liverpool | - | Boston River | 0:0 | ||||
| 12. Ronde | 16.11.2019 | Boston River | - | Montevideo Wanderers | 1:3 |
Uruguay