| 1. Jornada | 17.02.2019 | Boston River | - | Plaza Colonia | 2:2 |  |
|||
| 4. Jornada | 09.03.2019 | Nacional | - | Boston River | 2:2 | ||||
| 5. Jornada | 16.03.2019 | Boston River | - | Fénix | 1:3 |  |
|||
| 6. Jornada | 24.03.2019 | Progreso | - | Boston River | 1:1 | ||||
| 7. Jornada | 30.03.2019 | Boston River | - | Peñarol | 0:4 | ||||
| 8. Jornada | 07.04.2019 | Defensor Sporting | - | Boston River | 0:0 | ||||
| 9. Jornada | 14.04.2019 | Boston River | - | Rampla Juniors | 1:1 | ||||
| 10. Jornada | 21.04.2019 | Juventud de Las Piedras | - | Boston River | 0:1 | ||||
| 11. Jornada | 04.05.2019 | Boston River | - | Liverpool | 0:4 | ||||
| 12. Jornada | 11.05.2019 | Montevideo Wanderers | - | Boston River | 0:3 | ||||
| 13. Jornada | 19.05.2019 | Boston River | - | Racing | 2:1 | ||||
| 14. Jornada | 26.05.2019 | Boston River | - | Cerro Largo | 2:3 | ||||
| 15. Jornada | 02.06.2019 | Danubio | - | Boston River | 1:0 | |
Uruguay