| 1. Jornada | 01.02.2009 | Santiago Morning | - | Cobreloa | 2:0 |  |
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| 2. Jornada | 08.02.2009 | Audax Italiano | - | Santiago Morning | 1:1 |  |
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| 4. Jornada | 21.02.2009 | Santiago Morning | - | Huachipato | 5:0 | ||||
| 5. Jornada | 26.02.2009 | Colo-Colo | - | Santiago Morning | 4:2 | ||||
| 9. Jornada | 22.03.2009 | Santiago Morning | - | Palestino | 5:1 | ||||
| 11. Jornada | 28.03.2009 | Santiago Morning | - | Curicó Unido | 0:1 | |
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| 10. Jornada | 05.04.2009 | Everton | - | Santiago Morning | 1:3 | ||||
| 12. Jornada | 12.04.2009 | Universidad de Chile | - | Santiago Morning | 1:3 | ||||
| 13. Jornada | 19.04.2009 | Santiago Morning | - | Unión Española | 1:3 | |
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| 14. Jornada | 26.04.2009 | La Serena | - | Santiago Morning | 1:4 |  |
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| 15. Jornada | 03.05.2009 | Santiago Morning | - | Universidad Católica | 0:1 | ||||
| 16. Jornada | 09.05.2009 | Santiago Morning | - | Rangers | 2:1 | |
Argentina
Polonia