| 06.07.2008 | |||
| 21:00 | CD Huachipato | 1-1 | Santiago Morning |
| 01:00 | La Serena | 1-0 | Deportes Melipilla |
| 00:06 | Everton Viña del Mar | 2-1 | Univ de Concepcion |
| 00:00 | O'Higgins | 1-0 | Cobreloa |
| 05.07.2008 | |||
| 21:30 | Unión Española | 1-4 | Universidad Católica |
| 30.06.2008 | |||
| 00:00 | Univ de Chile | 2-1 | Ñublense |
| 29.06.2008 | |||
| 22:03 | Cobreloa | 1-1 | Cobresal |
| 21:33 | Deportes Melipilla | 0-2 | Colo Colo |
| 21:00 | Rangers Talca | 2-1 | La Serena |
| 01:00 | Audax Italiano | 0-0 | Unión Española |
| 00:57 | Provincial Osorno | 3-1 | CD Huachipato |
| 00:01 | Univ de Concepcion | 3-1 | Antofagasta |
| 28.06.2008 | |||
| 22:30 | Universidad Católica | 0-1 | Everton Viña del Mar |
| 21:31 | CD Palestino | 2-3 | O'Higgins |
| 22.06.2008 | |||
| 22:00 | Antofagasta | 0-3 | CD Palestino |
| 21:30 | O'Higgins | 3-3 | Univ de Concepcion |
| 21:00 | CD Huachipato | 1-2 | Cobreloa |
| 21:00 | Ñublense | 2-2 | Rangers Talca |
| 21:00 | Santiago Morning | 1-0 | Universidad Católica |
| 00:00 | La Serena | 1-1 | Audax Italiano |
| 21.06.2008 | |||
| 22:00 | Unión Española | 1-0 | Deportes Melipilla |
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