| 6. Round | 21/09/2008 | Lokomotiv Plovdiv | - | Cherno More Varna | 1:0 | ||||
| 7. Round | 26/09/2008 | Cherno More Varna | - | Lokomotiv Sofia | 1:0 | ||||
| 26. Round | 10/05/2009 | OFC Sliven | - | Cherno More Varna | 0:1 | ||||
| 28. Round | 23/05/2009 | Spartak Varna | - | Cherno More Varna | 0:1 | ||||
| 30. Round | 13/06/2009 | Minyor Pernik | - | Cherno More Varna | 2:2 |
Bulgaria