| 17. Round | 08/07/2023 | Puerto Montt | - | Universidad de Concepción | 1:2 |  |
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| 18. Round | 15/07/2023 | Puerto Montt | - | Santiago Wanderers | 0:2 | ||||
| 19. Round | 23/07/2023 | Cobreloa | - | Puerto Montt | 1:0 | ||||
| 20. Round | 29/07/2023 | Puerto Montt | - | Deportes Iquique | 2:2 | |
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| 21. Round | 05/08/2023 | Santa Cruz | - | Puerto Montt | 1:0 | ||||
| 22. Round | 13/08/2023 | Puerto Montt | - | Recoleta | 2:1 | ||||
| 24. Round | 27/08/2023 | La Serena | - | Puerto Montt | 1:2 | ||||
| 25. Round | 02/09/2023 | Rangers | - | Puerto Montt | 3:1 | ||||
| 26. Round | 08/09/2023 | Santiago Morning | - | Puerto Montt | 2:2 | ||||
| 27. Round | 24/09/2023 | Puerto Montt | - | San Marcos | 1:1 | ||||
| 28. Round | 01/10/2023 | Antofagasta | - | Puerto Montt | 1:1 | ||||
| 29. Round | 09/10/2023 | Puerto Montt | - | Barnechea | 0:3 | ||||
| 30. Round | 14/10/2023 | Unión San Felipe | - | Puerto Montt | 0:1 |
Venezuela