| 4. Jornada | 05.02.2016 | Santiago Wanderers | - | O'Higgins | 3:1 | ||||
| 7. Jornada | 29.02.2016 | Unión La Calera | - | Santiago Wanderers | 3:3 |  |
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| 8. Jornada | 06.03.2016 | Santiago Wanderers | - | Cobresal | 3:1 | ||||
| 9. Jornada | 12.03.2016 | Deportes Iquique | - | Santiago Wanderers | 1:2 | ||||
| 10. Jornada | 02.04.2016 | Santiago Wanderers | - | Universidad de Chile | 5:4 | ||||
| 11. Jornada | 07.04.2016 | Santiago Wanderers | - | Audax Italiano | 2:2 | |
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| 12. Jornada | 12.04.2016 | Universidad de Concepción | - | Santiago Wanderers | 1:0 | ||||
| 13. Jornada | 17.04.2016 | Unión Española | - | Santiago Wanderers | 2:2 | |
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| 14. Jornada | 24.04.2016 | Santiago Wanderers | - | Antofagasta | 1:1 | ||||
| 15. Jornada | 30.04.2016 | Colo-Colo | - | Santiago Wanderers | 2:1 |
Paraguay
Chile