| 1. Journée | 21.06.2008 | Unión Española | - | Deportes Melipilla | 1:0 |  |
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| 2. Journée | 29.06.2008 | Deportes Melipilla | - | Colo-Colo | 0:2 | ||||
| 4. Journée | 13.07.2008 | Audax Italiano | - | Deportes Melipilla | 2:2 | ||||
| 5. Journée | 20.07.2008 | Deportes Melipilla | - | Ñublense | 1:1 | ||||
| 6. Journée | 27.07.2008 | Universidad de Chile | - | Deportes Melipilla | 4:1 | ||||
| 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 | ||||
| 12. Journée | 14.09.2008 | Cobreloa | - | Deportes Melipilla | 2:0 |
Chili