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| Primera | 10/08/2019 | Boston River | - | Nacional | 0:0 | ??? |
| Primera | 24/08/2019 | Boston River | - | Progreso | 1:1 | ??? |
| Primera | 19/09/2019 | Boston River | - | CA Cerro | 2:2 | ??? |
| Primera | 05/10/2019 | Boston River | - | Nacional | 0:2 | ??? |
| Primera | 16/10/2019 | Boston River | - | Progreso | 1:1 | ??? |
| Primera | 25/10/2019 | Boston River | - | Defensor Sporting | 1:4 | ??? |
| Primera | 06/11/2019 | Boston River | - | Juventud de Las Piedras | 2:1 | ??? |
| Primera | 16/11/2019 | Boston River | - | Montevideo Wanderers | 1:3 | ??? |
| Primera | 05/12/2019 | Boston River | - | Danubio | 3:1 | ??? |
Uruguay