| 1. Ronde | 17.02.2019 | Boston River | - | Plaza Colonia | 2:2 | ||||
| 2. Ronde | 23.02.2019 | CA Cerro | - | Boston River | 0:1 | ||||
| 3. Ronde | 03.03.2019 | Boston River | - | River Plate | 2:0 |  |
|||
| 5. Ronde | 16.03.2019 | Boston River | - | Fénix | 1:3 | ||||
| 6. Ronde | 24.03.2019 | Progreso | - | Boston River | 1:1 | ||||
| 7. Ronde | 30.03.2019 | Boston River | - | Peñarol | 0:4 | ||||
| 8. Ronde | 07.04.2019 | Defensor Sporting | - | Boston River | 0:0 | ||||
| 9. Ronde | 14.04.2019 | Boston River | - | Rampla Juniors | 1:1 | ||||
| 10. Ronde | 21.04.2019 | Juventud de Las Piedras | - | Boston River | 0:1 | ||||
| 11. Ronde | 04.05.2019 | Boston River | - | Liverpool | 0:4 | ||||
| 12. Ronde | 11.05.2019 | Montevideo Wanderers | - | Boston River | 0:3 |
Uruguay