| 2. Jornada | 29.06.2008 | Deportes Melipilla | - | Colo-Colo | 0:2 | ||||
| 3. Jornada | 06.07.2008 | La Serena | - | Deportes Melipilla | 1:0 | ||||
| 4. Jornada | 13.07.2008 | Audax Italiano | - | Deportes Melipilla | 2:2 | ||||
| 5. Jornada | 20.07.2008 | Deportes Melipilla | - | Ñublense | 1:1 | ||||
| 6. Jornada | 27.07.2008 | Universidad de Chile | - | Deportes Melipilla | 4:1 | ||||
| 7. Jornada | 03.08.2008 | Deportes Melipilla | - | Provincial Osorno (old) | 3:1 |  |
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| 8. Jornada | 10.08.2008 | Everton | - | Deportes Melipilla | 2:1 | ||||
| 11. Jornada | 31.08.2008 | Deportes Melipilla | - | Cobresal | 1:2 |
Argentina