Third Round
| October 16, 2008 | |||
| Unión Española | 4-3 | Santiago Morning | |
| October 23, 2008 | |||
| Santiago Wanderers | 2-2 | Audax Italiano | |
| October 28, 2008 | |||
| Huachipato | 2-1 | O'Higgins | |
| Deportes Melipilla | 2-1 | Rangers | |
| October 29, 2008 | |||
| Cobreloa | 0-0 | Deportes Antofagasta | |
| Provincial Osorno | 1-1 | Universidad de Concepción | |
| Deportes Ovalle | 1-1 | Cobresal | |
| October 30, 2008 | |||
| Union La Calera | 3-3 | Colo-Colo |
Read more about this topic: 2008 Copa Chile
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