| 1. Round | 25/01/2008 | Provincial Osorno (old) | - | Colo-Colo | 0:3 | ||||
| 3. Round | 10/02/2008 | Ñublense | - | Provincial Osorno (old) | 2:0 | ||||
| 4. Round | 13/02/2008 | Provincial Osorno (old) | - | Rangers | 2:1 | ||||
| 5. Round | 16/02/2008 | Universidad Católica | - | Provincial Osorno (old) | 2:0 | ||||
| 13. Round | 29/03/2008 | O'Higgins | - | Provincial Osorno (old) | 4:1 | ||||
| 17. Round | 26/04/2008 | Provincial Osorno (old) | - | Palestino | 1:0 | ||||
| 19. Round | 03/05/2008 | Unión Española | - | Provincial Osorno (old) | 2:0 |  |
Chile