1. Round | 22/06/2008 | Huachipato | - | Cobreloa | 1:2 | ||||
2. Round | 29/06/2008 | Provincial Osorno (old) | - | Huachipato | 3:1 | ||||
3. Round | 06/07/2008 | Huachipato | - | Santiago Morning | 1:1 | ||||
4. Round | 13/07/2008 | Antofagasta | - | Huachipato | 0:2 | ||||
7. Round | 03/08/2008 | Huachipato | - | Rangers | 1:2 | ||||
8. Round | 10/08/2008 | Cobresal | - | Huachipato | 2:2 | ||||
10. Round | 23/08/2008 | Huachipato | - | Palestino | 1:2 | ||||
11. Round | 31/08/2008 | Huachipato | - | Everton | 2:1 | ||||
17. Round | 25/10/2008 | Ñublense | - | Huachipato | 0:1 | ||||
19. Round | 09/11/2008 | O'Higgins | - | Huachipato | 3:2 |