| 1. Round | 03/04/2021 | Puerto Montt | - | Deportes Copiapó | 1:0 | ||||
| 2. Round | 17/04/2021 | Unión San Felipe | - | Puerto Montt | 2:3 | ||||
| 3. Round | 26/04/2021 | Puerto Montt | - | San Luis | 2:1 | ||||
| 4. Round | 03/05/2021 | Santa Cruz | - | Puerto Montt | 1:0 | ||||
| 5. Round | 10/05/2021 | Puerto Montt | - | CD Magallanes | 1:1 | ||||
| 11. Round | 15/07/2021 | Puerto Montt | - | San Marcos | 2:2 | ||||
| 10. Round | 27/07/2021 | Coquimbo Unido | - | Puerto Montt | 0:0 | ||||
| 13. Round | 01/08/2021 | Puerto Montt | - | Fernández Vial | 1:0 | ||||
| 14. Round | 09/08/2021 | Santiago Morning | - | Puerto Montt | 1:1 | ||||
| 15. Round | 15/08/2021 | Puerto Montt | - | Deportes Iquique | 0:0 | ||||
| 22. Round | 28/09/2021 | Universidad de Concepción | - | Puerto Montt | 0:0 | ||||
| 27. Round | 28/10/2021 | Puerto Montt | - | Cobreloa | 0:0 | ||||
| 28. Round | 31/10/2021 | Fernández Vial | - | Puerto Montt | 2:3 |
Chile