| 3. Jornada | 15.02.2009 | Ñublense | - | Santiago Morning | 2:1 | ||||
| 6. Jornada | 01.03.2009 | Santiago Morning | - | Universidad de Concepción | 5:4 |  |
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| 7. Jornada | 08.03.2009 | Municipal Iquique | - | Santiago Morning | 2:2 | |
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| 8. Jornada | 15.03.2009 | Santiago Morning | - | Cobresal | 3:3 | ||||
| 9. Jornada | 22.03.2009 | Santiago Morning | - | Palestino | 5:1 | ||||
| 11. Jornada | 28.03.2009 | Santiago Morning | - | Curicó Unido | 0:1 | ||||
| 14. Jornada | 26.04.2009 | La Serena | - | Santiago Morning | 1:4 |
Chile