| 2. Round | 02/03/2025 | Unión San Felipe | - | Santiago Wanderers | 0:1 |  |
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| 3. Round | 10/03/2025 | Santiago Wanderers | - | Antofagasta | 4:0 | ||||
| 4. Round | 16/03/2025 | San Marcos | - | Santiago Wanderers | 1:2 | ||||
| 5. Round | 01/04/2025 | Deportes Copiapó | - | Santiago Wanderers | 3:0 | ||||
| 6. Round | 13/04/2025 | Santiago Wanderers | - | Deportes Temuco | 2:1 |  |
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| 7. Round | 18/04/2025 | Santiago Wanderers | - | Recoleta | 1:1 | ||||
| 8. Round | 26/04/2025 | Rangers | - | Santiago Wanderers | 3:3 | |
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| 9. Round | 04/05/2025 | Santiago Wanderers | - | San Luis | 0:1 | |
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| 10. Round | 18/05/2025 | Santa Cruz | - | Santiago Wanderers | 2:2 | |
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| 11. Round | 25/05/2025 | Santiago Wanderers | - | Santiago Morning | 2:3 | |
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| 14. Round | 14/06/2025 | Santiago Wanderers | - | Cobreloa | 5:1 | ||||
| 15. Round | 21/06/2025 | CD Magallanes | - | Santiago Wanderers | 0:0 |
Uruguay