| 2. Round | 15/08/2008 | OFC Sliven | - | CSKA Sofia | 3:1 |  |
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| 3. Round | 24/08/2008 | CSKA Sofia | - | Lokomotiv Plovdiv | 2:0 | ||||
| 4. Round | 30/08/2008 | CSKA Sofia | - | Spartak Varna | 3:0 | ||||
| 5. Round | 14/09/2008 | Slavia Sofia | - | CSKA Sofia | 1:2 |  |
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| 6. Round | 19/09/2008 | CSKA Sofia | - | Minyor Pernik | 2:0 | ||||
| 7. Round | 27/09/2008 | FC Pirin | - | CSKA Sofia | 2:2 | ||||
| 8. Round | 04/10/2008 | CSKA Sofia | - | Vihren Sandanski | 2:0 | ||||
| 14. Round | 23/11/2008 | CSKA Sofia | - | PFC Litex Lovech | 2:0 | |
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| 15. Round | 28/11/2008 | Lokomotiv 2012 Mezdra | - | CSKA Sofia | 2:2 | ||||
| 16. Round | 07/03/2009 | Belasitsa Petrich | - | CSKA Sofia | 0:3 | ||||
| 18. Round | 18/03/2009 | Lokomotiv Plovdiv | - | CSKA Sofia | 1:3 | ||||
| 19. Round | 21/03/2009 | Spartak Varna | - | CSKA Sofia | 0:2 | ||||
| 22. Round | 18/04/2009 | CSKA Sofia | - | Pirin Blagoevgrad | 4:1 | ||||
| 29. Round | 31/05/2009 | PFC Litex Lovech | - | CSKA Sofia | 1:0 |  |
Brazil