| 6. Jornada | 27.07.2008 | Universidad de Chile | - | Deportes Melipilla | 4:1 | ||||
| 8. Jornada | 10.08.2008 | Everton | - | Deportes Melipilla | 2:1 | ||||
| 13. Jornada | 21.09.2008 | Deportes Melipilla | - | Universidad Católica | 3:5 | ||||
| 14. Jornada | 28.09.2008 | Deportes Melipilla | - | Rangers | 0:1 |  |
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| 15. Jornada | 04.10.2008 | Huachipato | - | Deportes Melipilla | 2:1 | ||||
| 17. Jornada | 25.10.2008 | Antofagasta | - | Deportes Melipilla | 4:2 | ||||
| 18. Jornada | 01.11.2008 | Deportes Melipilla | - | Santiago Morning | 1:5 |
Chile