1. Round | 15/09/2019 | Plaza Colonia | - | Boston River | 1:0 | ||||
2. Round | 19/09/2019 | Boston River | - | CA Cerro | 2:2 | ||||
3. Round | 22/09/2019 | River Plate | - | Boston River | 1:4 | ||||
4. Round | 05/10/2019 | Boston River | - | Nacional | 0:2 | ||||
5. Round | 09/10/2019 | Fénix | - | Boston River | 1:2 | ||||
6. Round | 16/10/2019 | Boston River | - | Progreso | 1:1 | ||||
7. Round | 20/10/2019 | Peñarol | - | Boston River | 1:0 | ||||
8. Round | 25/10/2019 | Boston River | - | Defensor Sporting | 1:4 | ||||
14. Round | 27/11/2019 | Cerro Largo | - | Boston River | 1:0 |