| 1. Round | 27/01/2008 | Deportes Melipilla | - | Unión Española | 1:2 |  |
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| 2. Round | 02/02/2008 | Colo-Colo | - | Deportes Melipilla | 4:3 | |
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| 3. Round | 09/02/2008 | Deportes Melipilla | - | La Serena | 2:3 | |
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| 5. Round | 17/02/2008 | Ñublense | - | Deportes Melipilla | 2:0 |  |
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| 6. Round | 24/02/2008 | Deportes Melipilla | - | Universidad de Chile | 0:3 | ||||
| 4. Round | 27/02/2008 | Deportes Melipilla | - | Audax Italiano | 1:0 | ||||
| 7. Round | 01/03/2008 | Provincial Osorno (old) | - | Deportes Melipilla | 3:1 | ||||
| 8. Round | 05/03/2008 | Deportes Melipilla | - | Everton | 0:1 | ||||
| 9. Round | 08/03/2008 | O'Higgins | - | Deportes Melipilla | 1:1 |  |
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| 12. Round | 23/03/2008 | Deportes Melipilla | - | Cobreloa | 1:2 | |
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| 13. Round | 29/03/2008 | Universidad Católica | - | Deportes Melipilla | 2:0 | ||||
| 14. Round | 06/04/2008 | Rangers | - | Deportes Melipilla | 0:1 | ||||
| 15. Round | 13/04/2008 | Deportes Melipilla | - | Huachipato | 2:4 | |
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| 16. Round | 19/04/2008 | Palestino | - | Deportes Melipilla | 2:1 | |
Chile