| 1. Round | 27/01/2008 | Deportes Melipilla | - | Unión Española | 1:2 | ||||
| 3. Round | 09/02/2008 | Deportes Melipilla | - | La Serena | 2:3 | ||||
| 5. Round | 17/02/2008 | Ñublense | - | Deportes Melipilla | 2:0 | ||||
| 4. Round | 27/02/2008 | Deportes Melipilla | - | Audax Italiano | 1:0 | ||||
| 8. Round | 05/03/2008 | Deportes Melipilla | - | Everton | 0:1 | ||||
| 9. Round | 08/03/2008 | O'Higgins | - | Deportes Melipilla | 1:1 | ||||
| 17. Round | 27/04/2008 | Deportes Melipilla | - | Antofagasta | 0:1 | ||||
| 18. Round | 01/05/2008 | Santiago Morning | - | Deportes Melipilla | 1:0 | ||||
| 19. Round | 04/05/2008 | Deportes Melipilla | - | Universidad de Concepción | 3:1 |  |
Chile