1. Round | 10/08/2008 | CSKA Sofia | - | Belasitsa Petrich | 1:0 | ||||
3. Round | 24/08/2008 | CSKA Sofia | - | Lokomotiv Plovdiv | 2:0 | ||||
4. Round | 30/08/2008 | CSKA Sofia | - | Spartak Varna | 3:0 | ||||
9. Round | 19/10/2008 | Botev Plovdiv | - | CSKA Sofia | 0:2 | ||||
10. Round | 25/10/2008 | CSKA Sofia | - | PSFC Chernomorets | 2:1 | ||||
13. Round | 15/11/2008 | Lokomotiv Sofia | - | CSKA Sofia | 1:1 |