| 1. Round | 16/02/2019 | Puerto Montt | - | Ñublense | 2:2 | ||||
| 2. Round | 22/02/2019 | Barnechea | - | Puerto Montt | 2:1 | ||||
| 3. Round | 02/03/2019 | Puerto Montt | - | Santa Cruz | 0:0 | ||||
| 7. Round | 07/04/2019 | Cobreloa | - | Puerto Montt | 2:1 | ||||
| 21. Round | 31/08/2019 | Unión San Felipe | - | Puerto Montt | 2:1 | ||||
| 22. Round | 08/09/2019 | Puerto Montt | - | Cobreloa | 1:1 | ||||
| 24. Round | 28/09/2019 | Puerto Montt | - | CD Magallanes | 1:1 | ||||
| 25. Round | 05/10/2019 | Santa Cruz | - | Puerto Montt | 2:0 |
Chile