6. Round | 16/10/2019 | Boston River | - | Progreso | 1:1 | ||||
8. Round | 25/10/2019 | Boston River | - | Defensor Sporting | 1:4 | ||||
9. Round | 02/11/2019 | Rampla Juniors | - | Boston River | 0:1 | ||||
10. Round | 06/11/2019 | Boston River | - | Juventud de Las Piedras | 2:1 | ||||
11. Round | 10/11/2019 | Liverpool | - | Boston River | 0:0 | ||||
12. Round | 16/11/2019 | Boston River | - | Montevideo Wanderers | 1:3 |