| 8. Round | 13/04/2019 | Unión San Felipe | - | Deportes Melipilla | 2:0 | ||||
| 17. Round | 03/08/2019 | Barnechea | - | Deportes Melipilla | 0:1 | ||||
| 24. Round | 29/09/2019 | Deportes Melipilla | - | Santa Cruz | 2:2 | ||||
| 25. Round | 06/10/2019 | Deportes Melipilla | - | Unión San Felipe | 0:2 |  |
|||
| 26. Round | 12/10/2019 | Puerto Montt | - | Deportes Melipilla | 1:3 |
Chile