| 2. Round | 17/08/2008 | PFC Litex Lovech | - | Minyor Pernik | 2:0 | ||||
| 3. Round | 23/08/2008 | FC Pirin | - | PFC Litex Lovech | 1:1 | ||||
| 4. Round | 31/08/2008 | PFC Litex Lovech | - | Vihren Sandanski | 2:0 | ||||
| 5. Round | 13/09/2008 | Botev Plovdiv | - | PFC Litex Lovech | 1:1 | ||||
| 6. Round | 21/09/2008 | PFC Litex Lovech | - | PSFC Chernomorets | 2:2 | ||||
| 7. Round | 27/09/2008 | Levski Sofia | - | PFC Litex Lovech | 2:0 | ||||
| 8. Round | 06/10/2008 | PFC Litex Lovech | - | Cherno More Varna | 1:0 | ||||
| 9. Round | 19/10/2008 | Lokomotiv Sofia | - | PFC Litex Lovech | 1:0 | ||||
| 10. Round | 26/10/2008 | Lokomotiv Plovdiv | - | PFC Litex Lovech | 1:3 | ||||
| 11. Round | 02/11/2008 | PFC Litex Lovech | - | Lokomotiv 2012 Mezdra | 2:1 |  |
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| 12. Round | 08/11/2008 | Belasitsa Petrich | - | PFC Litex Lovech | 1:1 | ||||
| 13. Round | 15/11/2008 | PFC Litex Lovech | - | OFC Sliven | 2:0 | ||||
| 14. Round | 23/11/2008 | CSKA Sofia | - | PFC Litex Lovech | 2:0 | ||||
| 15. Round | 30/11/2008 | PFC Litex Lovech | - | Spartak Varna | 2:1 |
Bosnia-Herzegovina