| 1. Round | 03/08/2008 | Bolívar | - | Club San José | 3:2 |  |
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| 3. Round | 17/08/2008 | Bolívar | - | Real Potosí | 0:1 | ||||
| 6. Round | 14/09/2008 | Bolívar | - | La Paz FC | 1:3 | ||||
| 7. Round | 21/09/2008 | Bolívar | - | The Strongest | 3:3 | |
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| 8. Round | 25/09/2008 | Real Potosí | - | Bolívar | 1:2 | |
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| 9. Round | 27/09/2008 | Bolívar | - | Universitario de Sucre | 3:1 | |
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| 10. Round | 02/10/2008 | Club San José | - | Bolívar | 4:1 |
Chile