Round 14
|
| Saturday, 4 October 2008 |
| Melipilla - Rangers |
| Universidad de Chile - Antofagasta |
| Universidad Católica - Palestino |
| Cobreloa - Osorno |
| Union Española - Universidad de Concepción |
| Cobresal - Santiago Morning |
| Deportes Concepción - Huachipato |
| Everton - Colo Colo |
| Audax Italiano - O'Higgins |
| La Serena - Ñublense |
Round 15
|
| Saturday, 18 October 2008 |
| Colo Colo - Universidad de Chile |
| Antofagasta - Audax Italiano |
| Palestino - Cobresal |
| O'Higgins - Everton |
| Huachipato - Melipilla |
| Santiago Morning - Cobreloa |
| Rangers - Deportes Concepción |
| Universidad de Concepción - Universidad Católica |
| Ñublense - Union Española |
| Osorno - La Serena |
Round 16
|
| Wednesday, 29 October 2008 |
| Melipilla - Palestino |
| Universidad Católica - Rangers |
| Cobreloa - Colo Colo |
| Union Española - Huachipato |
| Cobresal - Antofagasta |
| Everton - Deportes Concepción |
| Audax Italiano - Universidad de Chile |
| La Serena - O'Higgins |
| Universidad de Concepción - Ñublense |
| Osorno - Santiago Morning |
Primera División 2008