| 1. Round | 27/01/2008 | Deportes Melipilla | - | Unión Española | 1:2 |  |
|||
| 5. Round | 17/02/2008 | Ñublense | - | Deportes Melipilla | 2:0 | ||||
| 7. Round | 01/03/2008 | Provincial Osorno (old) | - | Deportes Melipilla | 3:1 | ||||
| 9. Round | 08/03/2008 | O'Higgins | - | Deportes Melipilla | 1:1 | ||||
| 10. Round | 12/03/2008 | Deportes Melipilla | - | Deportes Concepción | 3:4 | ||||
| 11. Round | 16/03/2008 | Cobresal | - | Deportes Melipilla | 4:2 | ||||
| 12. Round | 23/03/2008 | Deportes Melipilla | - | Cobreloa | 1:2 | ||||
| 14. Round | 06/04/2008 | Rangers | - | Deportes Melipilla | 0:1 |
Chile