| 7. Journée | 27.03.2023 | Cobreloa | - | Santiago Wanderers | 2:0 | ||||
| 12. Journée | 16.05.2023 | Antofagasta | - | Santiago Wanderers | 0:1 | ||||
| 14. Journée | 27.05.2023 | Deportes Temuco | - | Santiago Wanderers | 2:1 | ||||
| 17. Journée | 08.07.2023 | Santiago Wanderers | - | La Serena | 2:1 |  |
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| 18. Journée | 15.07.2023 | Puerto Montt | - | Santiago Wanderers | 0:2 | ||||
| 19. Journée | 22.07.2023 | Recoleta | - | Santiago Wanderers | 4:1 | ||||
| 20. Journée | 30.07.2023 | Santiago Wanderers | - | San Luis | 0:0 | ||||
| 21. Journée | 05.08.2023 | Unión San Felipe | - | Santiago Wanderers | 0:1 | |
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| 22. Journée | 10.08.2023 | Santiago Wanderers | - | Cobreloa | 2:0 | ||||
| 24. Journée | 27.08.2023 | Santiago Wanderers | - | Universidad de Concepción | 1:1 | ||||
| 25. Journée | 01.09.2023 | Santiago Morning | - | Santiago Wanderers | 0:0 | |
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| 26. Journée | 11.09.2023 | San Marcos | - | Santiago Wanderers | 1:2 |  |
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| 23. Journée | 27.09.2023 | Rangers | - | Santiago Wanderers | 0:0 | ||||
| 28. Journée | 03.10.2023 | Barnechea | - | Santiago Wanderers | 0:1 | ||||
| 29. Journée | 09.10.2023 | Santiago Wanderers | - | Deportes Temuco | 1:0 | ||||
| 30. Journée | 15.10.2023 | Deportes Iquique | - | Santiago Wanderers | 3:2 | |
Chili