| 1. Jornada | 21.06.2008 | Unión Española | - | Deportes Melipilla | 1:0 | ||||
| 9. Jornada | 21.08.2008 | Deportes Melipilla | - | O'Higgins | 2:1 | ||||
| 11. Jornada | 31.08.2008 | Deportes Melipilla | - | Cobresal | 1:2 | ||||
| 15. Jornada | 04.10.2008 | Huachipato | - | Deportes Melipilla | 2:1 | ||||
| 17. Jornada | 25.10.2008 | Antofagasta | - | Deportes Melipilla | 4:2 |
Chile