| 1. Round | 27/01/2008 | Universidad Católica | - | Santiago Morning | 8:2 |  |
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| 2. Round | 02/02/2008 | Deportes Concepción | - | Santiago Morning | 2:1 | ||||
| 3. Round | 10/02/2008 | Santiago Morning | - | Huachipato | 2:2 |  |
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| 10. Round | 11/03/2008 | Rangers | - | Santiago Morning | 1:4 |  |
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| 11. Round | 15/03/2008 | Santiago Morning | - | Colo-Colo | 1:3 | ||||
| 12. Round | 23/03/2008 | Santiago Morning | - | Everton | 1:4 | ||||
| 13. Round | 01/04/2008 | Universidad de Chile | - | Santiago Morning | 1:2 | ||||
| 14. Round | 06/04/2008 | Santiago Morning | - | Cobresal | 2:2 | |
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| 15. Round | 13/04/2008 | Cobreloa | - | Santiago Morning | 3:4 | |
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| 16. Round | 20/04/2008 | Santiago Morning | - | Provincial Osorno (old) | 2:1 | |
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| 17. Round | 27/04/2008 | Audax Italiano | - | Santiago Morning | 2:0 | ||||
| 18. Round | 01/05/2008 | Santiago Morning | - | Deportes Melipilla | 1:0 | ||||
| 19. Round | 04/05/2008 | La Serena | - | Santiago Morning | 5:1 |
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