| 1. Round | 01/02/2009 | Municipal Iquique | - | Universidad Católica | 0:4 | ||||
| 2. Round | 08/02/2009 | Municipal Iquique | - | Curicó Unido | 1:0 | ||||
| 3. Round | 13/02/2009 | Everton | - | Municipal Iquique | 1:0 | ||||
| 4. Round | 22/02/2009 | Municipal Iquique | - | Palestino | 3:0 | ||||
| 5. Round | 25/02/2009 | Unión Española | - | Municipal Iquique | 2:0 | ||||
| 6. Round | 28/02/2009 | Universidad de Chile | - | Municipal Iquique | 0:0 |  |
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| 7. Round | 08/03/2009 | Municipal Iquique | - | Santiago Morning | 2:2 |
Chile