| 5. Round | 19/07/2008 | Everton | - | Palestino | 0:1 |  |
|||
| 8. Round | 10/08/2008 | Everton | - | Deportes Melipilla | 2:1 | ||||
| 9. Round | 17/08/2008 | Rangers | - | Everton | 2:0 |  |
|||
| 10. Round | 24/08/2008 | Everton | - | Unión Española | 2:0 | ||||
| 11. Round | 31/08/2008 | Huachipato | - | Everton | 2:1 | ||||
| 14. Round | 28/09/2008 | Everton | - | Colo-Colo | 3:1 | ||||
| 17. Round | 25/10/2008 | Cobreloa | - | Everton | 2:0 |
Chile