| 3. Round | 22/09/2019 | Plaza Colonia | - | Cerro Largo | 1:0 |  |
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| 4. Round | 05/10/2019 | Cerro Largo | - | Rampla Juniors | 5:1 | ||||
| 5. Round | 10/10/2019 | CA Cerro | - | Cerro Largo | 0:2 | ||||
| 7. Round | 20/10/2019 | River Plate | - | Cerro Largo | 3:2 | ||||
| 8. Round | 25/10/2019 | Cerro Largo | - | Liverpool | 1:1 | ||||
| 9. Round | 03/11/2019 | Nacional | - | Cerro Largo | 0:1 | ||||
| 10. Round | 07/11/2019 | Cerro Largo | - | Montevideo Wanderers | 0:2 | ||||
| 11. Round | 10/11/2019 | Fénix | - | Cerro Largo | 1:1 | ||||
| 12. Round | 16/11/2019 | Cerro Largo | - | Racing | 2:1 | ||||
| 14. Round | 27/11/2019 | Cerro Largo | - | Boston River | 1:0 | ||||
| 15. Round | 05/12/2019 | Peñarol | - | Cerro Largo | 2:1 | |
Uruguay