| 2. Round | 20/09/2019 | Montevideo Wanderers | - | Nacional | 0:1 | ||||
| 3. Round | 22/09/2019 | Fénix | - | Montevideo Wanderers | 3:3 |  |
|||
| 5. Round | 11/10/2019 | Peñarol | - | Montevideo Wanderers | 1:0 | ||||
| 6. Round | 17/10/2019 | Montevideo Wanderers | - | Defensor Sporting | 2:0 | ||||
| 7. Round | 20/10/2019 | Rampla Juniors | - | Montevideo Wanderers | 1:1 | ||||
| 9. Round | 03/11/2019 | Liverpool | - | Montevideo Wanderers | 2:2 | ||||
| 10. Round | 07/11/2019 | Cerro Largo | - | Montevideo Wanderers | 0:2 | ||||
| 11. Round | 10/11/2019 | Montevideo Wanderers | - | Racing | 0:2 | ||||
| 12. Round | 16/11/2019 | Boston River | - | Montevideo Wanderers | 1:3 |  |
|||
| 13. Round | 21/11/2019 | Montevideo Wanderers | - | Danubio | 2:1 | ||||
| 14. Round | 27/11/2019 | Plaza Colonia | - | Montevideo Wanderers | 0:0 | ||||
| 15. Round | 05/12/2019 | Montevideo Wanderers | - | CA Cerro | 0:2 |
Uruguay