| 1. Jornada | 20.07.2014 | Santiago Wanderers | - | Barnechea | 3:0 |  |
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| 2. Jornada | 27.07.2014 | Cobreloa | - | Santiago Wanderers | 1:2 |  |
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| 3. Jornada | 02.08.2014 | Universidad de Chile | - | Santiago Wanderers | 3:2 | |
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| 6. Jornada | 23.08.2014 | Santiago Wanderers | - | Audax Italiano | 2:2 | |
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| 7. Jornada | 31.08.2014 | Huachipato | - | Santiago Wanderers | 4:0 | ||||
| 8. Jornada | 13.09.2014 | Santiago Wanderers | - | Cobresal | 4:1 | |
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| 9. Jornada | 27.09.2014 | Universidad de Concepción | - | Santiago Wanderers | 1:3 | |
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| 10. Jornada | 12.10.2014 | Santiago Wanderers | - | Unión Española | 1:0 | ||||
| 11. Jornada | 18.10.2014 | Palestino | - | Santiago Wanderers | 0:1 | ||||
| 12. Jornada | 25.10.2014 | Santiago Wanderers | - | San Marcos | 2:1 | |
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| 14. Jornada | 09.11.2014 | Antofagasta | - | Santiago Wanderers | 0:2 | ||||
| 15. Jornada | 22.11.2014 | Santiago Wanderers | - | Ñublense | 2:1 | |
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| 16. Jornada | 30.11.2014 | Unión La Calera | - | Santiago Wanderers | 0:1 | |
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| 17. Jornada | 06.12.2014 | Santiago Wanderers | - | Colo-Colo | 2:0 |
Chile