| 3. Ronde | 15.02.2009 | O'Higgins | - | Rangers | 1:0 |  |
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| 2. Ronde | 18.02.2009 | Rangers | - | Universidad de Chile | 0:4 | ||||
| 4. Ronde | 22.02.2009 | Everton | - | Rangers | 3:2 | |
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| 8. Ronde | 15.03.2009 | Curicó Unido | - | Rangers | 2:1 | |
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| 9. Ronde | 22.03.2009 | Rangers | - | Huachipato | 1:1 | ||||
| 11. Ronde | 28.03.2009 | Rangers | - | Unión Española | 1:3 | |
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| 10. Ronde | 05.04.2009 | Ñublense | - | Rangers | 1:1 | |
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| 12. Ronde | 12.04.2009 | Municipal Iquique | - | Rangers | 1:1 | ||||
| 13. Ronde | 18.04.2009 | Rangers | - | Universidad Católica | 2:1 |  |
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| 15. Ronde | 03.05.2009 | Rangers | - | Audax Italiano | 0:1 | |
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| 16. Ronde | 09.05.2009 | Santiago Morning | - | Rangers | 2:1 | ||||
| 17. Ronde | 17.05.2009 | Rangers | - | Cobreloa | 4:1 |
Chili