| 1. Round | 03/04/2021 | Puerto Montt | - | Deportes Copiapó | 1:0 | ||||
| 10. Round | 27/07/2021 | Coquimbo Unido | - | Puerto Montt | 0:0 | ||||
| 15. Round | 15/08/2021 | Puerto Montt | - | Deportes Iquique | 0:0 | ||||
| 16. Round | 24/08/2021 | Deportes Copiapó | - | Puerto Montt | 2:2 | ||||
| 18. Round | 01/09/2021 | San Luis | - | Puerto Montt | 0:1 | ||||
| 19. Round | 05/09/2021 | Puerto Montt | - | Santa Cruz | 2:2 | ||||
| 21. Round | 22/09/2021 | Puerto Montt | - | Barnechea | 1:0 | ||||
| 22. Round | 28/09/2021 | Universidad de Concepción | - | Puerto Montt | 0:0 | ||||
| 23. Round | 04/10/2021 | Puerto Montt | - | Rangers | 3:1 |  |
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| 24. Round | 08/10/2021 | Deportes Temuco | - | Puerto Montt | 1:1 | ||||
| 25. Round | 13/10/2021 | Puerto Montt | - | Coquimbo Unido | 1:3 | ||||
| 26. Round | 22/10/2021 | San Marcos | - | Puerto Montt | 1:2 | |
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| 27. Round | 28/10/2021 | Puerto Montt | - | Cobreloa | 0:0 | |
Chile