| 1. Journée | 21.06.2008 | Unión Española | - | Deportes Melipilla | 1:0 | ||||
| 2. Journée | 29.06.2008 | Deportes Melipilla | - | Colo-Colo | 0:2 | ||||
| 6. Journée | 27.07.2008 | Universidad de Chile | - | Deportes Melipilla | 4:1 |  |
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| 7. Journée | 03.08.2008 | Deportes Melipilla | - | Provincial Osorno (old) | 3:1 | ||||
| 8. Journée | 10.08.2008 | Everton | - | Deportes Melipilla | 2:1 | ||||
| 9. Journée | 21.08.2008 | Deportes Melipilla | - | O'Higgins | 2:1 | ||||
| 11. Journée | 31.08.2008 | Deportes Melipilla | - | Cobresal | 1:2 | |
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| 12. Journée | 14.09.2008 | Cobreloa | - | Deportes Melipilla | 2:0 | ||||
| 13. Journée | 21.09.2008 | Deportes Melipilla | - | Universidad Católica | 3:5 | ||||
| 14. Journée | 28.09.2008 | Deportes Melipilla | - | Rangers | 0:1 | ||||
| 15. Journée | 04.10.2008 | Huachipato | - | Deportes Melipilla | 2:1 | ||||
| 16. Journée | 19.10.2008 | Deportes Melipilla | - | Palestino | 0:2 | ||||
| 17. Journée | 25.10.2008 | Antofagasta | - | Deportes Melipilla | 4:2 | ||||
| 18. Journée | 01.11.2008 | Deportes Melipilla | - | Santiago Morning | 1:5 | |
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| 19. Journée | 08.11.2008 | Universidad de Concepción | - | Deportes Melipilla | 0:1 |
Chili