| 1. Round | 25/02/2024 | Recoleta | - | Santiago Wanderers | 3:1 | ||||
| 2. Round | 04/03/2024 | Santiago Wanderers | - | Santa Cruz | 1:2 | ||||
| 3. Round | 09/03/2024 | La Serena | - | Santiago Wanderers | 1:2 |  |
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| 4. Round | 17/03/2024 | Unión San Felipe | - | Santiago Wanderers | 1:2 | |
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| 5. Round | 24/03/2024 | Santiago Wanderers | - | Deportes Temuco | 2:1 | ||||
| 6. Round | 31/03/2024 | Santiago Wanderers | - | CD Magallanes | 2:3 | |
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| 7. Round | 06/04/2024 | Rangers | - | Santiago Wanderers | 1:0 | |
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| 8. Round | 13/04/2024 | Santiago Wanderers | - | Barnechea | 1:1 |  |
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| 14. Round | 26/05/2024 | Santiago Wanderers | - | Antofagasta | 1:2 | ||||
| 15. Round | 01/06/2024 | Universidad de Concepción | - | Santiago Wanderers | 1:1 | ||||
| 29. Round | 13/10/2024 | Antofagasta | - | Santiago Wanderers | 1:2 |
Uruguay