| 1. Jornada | 20.07.2014 | Santiago Wanderers | - | Barnechea | 3:0 | ||||
| 2. Jornada | 27.07.2014 | Cobreloa | - | Santiago Wanderers | 1:2 |  |
 |
||
| 3. Jornada | 02.08.2014 | Universidad de Chile | - | Santiago Wanderers | 3:2 | ||||
| 4. Jornada | 10.08.2014 | Santiago Wanderers | - | Deportes Iquique | 2:0 | ||||
| 5. Jornada | 18.08.2014 | Universidad Católica | - | Santiago Wanderers | 0:1 | ||||
| 6. Jornada | 23.08.2014 | Santiago Wanderers | - | Audax Italiano | 2:2 | ||||
| 7. Jornada | 31.08.2014 | Huachipato | - | Santiago Wanderers | 4:0 | ||||
| 8. Jornada | 13.09.2014 | Santiago Wanderers | - | Cobresal | 4:1 | ||||
| 9. Jornada | 27.09.2014 | Universidad de Concepción | - | Santiago Wanderers | 1:3 | ||||
| 10. Jornada | 12.10.2014 | Santiago Wanderers | - | Unión Española | 1:0 | ||||
| 11. Jornada | 18.10.2014 | Palestino | - | Santiago Wanderers | 0:1 | ||||
| 13. Jornada | 31.10.2014 | Santiago Wanderers | - | O'Higgins | 1:0 | ||||
| 14. Jornada | 09.11.2014 | Antofagasta | - | Santiago Wanderers | 0:2 | |
|||
| 15. Jornada | 22.11.2014 | Santiago Wanderers | - | Ñublense | 2:1 | ||||
| 17. Jornada | 06.12.2014 | Santiago Wanderers | - | Colo-Colo | 2:0 | |
Uruguay