| 2. Jornada | 15.02.2009 | Real Potosí | - | Club San José | 2:1 |  |
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| 5. Jornada | 15.03.2009 | Club San José | - | Blooming | 2:1 | ||||
| 6. Jornada | 22.03.2009 | The Strongest | - | Club San José | 2:1 |  |
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| 10. Jornada | 26.04.2009 | Jorge Wilstermann | - | Club San José | 0:3 |  |
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| 11. Jornada | 03.05.2009 | Club San José | - | Oriente Petrolero | 6:1 | ||||
| 12. Jornada | 10.05.2009 | Club San José | - | Bolívar | 2:2 | |
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| 14. Jornada | 17.05.2009 | Real Mamoré | - | Club San José | 2:3 | ||||
| 15. Jornada | 24.05.2009 | Club San José | - | Club Aurora | 3:0 | ||||
| 16. Jornada | 29.05.2009 | Oriente Petrolero | - | Club San José | 3:1 | ||||
| 18. Jornada | 31.05.2009 | Club San José | - | The Strongest | 5:1 | ||||
| 19. Jornada | 14.06.2009 | Universitario de Sucre | - | Club San José | 1:0 | ||||
| 20. Jornada | 20.06.2009 | Club San José | - | Nacional Potosí | 2:2 |
Argentina