| 1. Round | 13/02/2023 | Santiago Wanderers | - | Santa Cruz | 0:0 | ||||
| 2. Round | 20/02/2023 | Santa Cruz | - | Rangers | 2:2 | ||||
| 3. Round | 27/02/2023 | Santa Cruz | - | La Serena | 0:3 | ||||
| 5. Round | 14/03/2023 | Santa Cruz | - | Barnechea | 1:0 | ||||
| 6. Round | 20/03/2023 | Puerto Montt | - | Santa Cruz | 1:2 | ||||
| 19. Round | 24/07/2023 | Santa Cruz | - | Universidad de Concepción | 1:1 | ||||
| 20. Round | 30/07/2023 | Barnechea | - | Santa Cruz | 1:0 | ||||
| 22. Round | 12/08/2023 | Santiago Morning | - | Santa Cruz | 0:1 |
Chile