| 2. Jornada | 29.06.2008 | Provincial Osorno (old) | - | Huachipato | 3:1 | ||||
| 3. Jornada | 06.07.2008 | Provincial Osorno (old) | - | Ñublense | 4:1 | ||||
| 4. Jornada | 13.07.2008 | Rangers | - | Provincial Osorno (old) | 1:0 | ||||
| 6. Jornada | 26.07.2008 | Universidad de Concepción | - | Provincial Osorno (old) | 4:1 | ||||
| 7. Jornada | 03.08.2008 | Deportes Melipilla | - | Provincial Osorno (old) | 3:1 |  |
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