| 16. Round | 07/03/2009 | Belasitsa Petrich | - | CSKA Sofia | 0:3 | ||||
| 22. Round | 17/04/2009 | Belasitsa Petrich | - | Botev Plovdiv | 0:2 | ||||
| 23. Round | 23/04/2009 | PSFC Chernomorets | - | Belasitsa Petrich | 2:0 | ||||
| 24. Round | 26/04/2009 | Belasitsa Petrich | - | Levski Sofia | 1:7 | ||||
| 25. Round | 01/05/2009 | Cherno More Varna | - | Belasitsa Petrich | 6:0 | ||||
| 26. Round | 10/05/2009 | Belasitsa Petrich | - | Lokomotiv Sofia | 2:4 | ||||
| 30. Round | 13/06/2009 | OFC Sliven | - | Belasitsa Petrich | 0:2 |
Bulgaria