14. Round | 28/09/2008 | Cobreloa | - | Provincial Osorno (old) | 4:0 | ||||
15. Round | 05/10/2008 | Provincial Osorno (old) | - | La Serena | 1:2 | ||||
16. Round | 19/10/2008 | Provincial Osorno (old) | - | Santiago Morning | 0:1 | ||||
17. Round | 25/10/2008 | Palestino | - | Provincial Osorno (old) | 1:0 | ||||
18. Round | 01/11/2008 | Everton | - | Provincial Osorno (old) | 3:1 | ||||
19. Round | 09/11/2008 | Provincial Osorno (old) | - | Unión Española | 1:2 |