| 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 | ||||
| 11. Round | 15/07/2021 | Puerto Montt | - | San Marcos | 2:2 | ||||
| 12. Round | 21/07/2021 | Cobreloa | - | Puerto Montt | 2:0 | ||||
| 13. Round | 01/08/2021 | Puerto Montt | - | Fernández Vial | 1:0 |  |
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| 21. Round | 22/09/2021 | Puerto Montt | - | Barnechea | 1:0 | ||||
| 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 | ||||
| 28. Round | 31/10/2021 | Fernández Vial | - | Puerto Montt | 2:3 | ||||
| 30. Round | 13/11/2021 | Deportes Iquique | - | Puerto Montt | 4:2 |
Chile