| 8. Round | 15/04/2023 | Antofagasta | - | Santa Cruz | 1:0 | ||||
| 9. Round | 23/04/2023 | Santa Cruz | - | Cobreloa | 1:1 |  |
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| 10. Round | 28/04/2023 | Recoleta | - | Santa Cruz | 2:1 | ||||
| 11. Round | 13/05/2023 | Santa Cruz | - | Unión San Felipe | 0:2 | ||||
| 12. Round | 16/05/2023 | San Luis | - | Santa Cruz | 4:1 | ||||
| 15. Round | 05/06/2023 | Santa Cruz | - | Deportes Temuco | 1:1 | ||||
| 16. Round | 17/06/2023 | Santa Cruz | - | Santiago Wanderers | 1:2 | ||||
| 17. Round | 09/07/2023 | Rangers | - | Santa Cruz | 2:1 | ||||
| 20. Round | 30/07/2023 | Barnechea | - | Santa Cruz | 1:0 |
Chile