| 1. Round | 08/02/2009 | Jorge Wilstermann | - | Real Mamoré | 2:0 | ||||
| 2. Round | 15/02/2009 | Club Aurora | - | Jorge Wilstermann | 3:0 | ||||
| 3. Round | 01/03/2009 | Jorge Wilstermann | - | Blooming | 0:0 | ||||
| 4. Round | 08/03/2009 | The Strongest | - | Jorge Wilstermann | 1:1 |  |
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| 5. Round | 15/03/2009 | Jorge Wilstermann | - | Universitario de Sucre | 2:2 | ||||
| 6. Round | 22/03/2009 | Nacional Potosí | - | Jorge Wilstermann | 3:3 | ||||
| 7. Round | 05/04/2009 | Jorge Wilstermann | - | La Paz FC | 1:2 | ||||
| 8. Round | 12/04/2009 | Jorge Wilstermann | - | Bolívar | 0:2 | ||||
| 9. Round | 18/04/2009 | Oriente Petrolero | - | Jorge Wilstermann | 2:1 | ||||
| 10. Round | 26/04/2009 | Jorge Wilstermann | - | Club San José | 0:3 | ||||
| 16. Round | 29/05/2009 | Jorge Wilstermann | - | Real Potosí | 2:1 | ||||
| 18. Round | 31/05/2009 | Jorge Wilstermann | - | Nacional Potosí | 3:1 |  |
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| 19. Round | 14/06/2009 | La Paz FC | - | Jorge Wilstermann | 2:2 | ||||
| 20. Round | 21/06/2009 | Bolívar | - | Jorge Wilstermann | 0:0 | |
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| 21. Round | 26/06/2009 | Jorge Wilstermann | - | Oriente Petrolero | 1:1 | ||||
| 22. Round | 28/06/2009 | Club San José | - | Jorge Wilstermann | 2:1 |
Bolivia