| 1. Round | 03/08/2008 | Bolívar | - | Club San José | 3:2 | ||||
| 2. Round | 12/08/2008 | Club San José | - | Real Potosí | 1:2 | ||||
| 3. Round | 17/08/2008 | La Paz FC | - | Club San José | 1:1 |  |
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| 4. Round | 24/08/2008 | Club San José | - | Universitario de Sucre | 0:1 | ||||
| 5. Round | 31/08/2008 | The Strongest | - | Club San José | 2:1 |  |
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| 8. Round | 25/09/2008 | Club San José | - | La Paz FC | 3:0 | ||||
| 9. Round | 28/09/2008 | Real Potosí | - | Club San José | 1:1 | ||||
| 10. Round | 02/10/2008 | Club San José | - | Bolívar | 4:1 |
Bolivia