| 4. Round | 30/08/2009 | Cherno More Varna | - | Botev Plovdiv | 3:0 | ||||
| 8. Round | 03/10/2009 | Cherno More Varna | - | PFC Litex Lovech | 0:0 | ||||
| 9. Round | 18/10/2009 | Lokomotiv 2012 Mezdra | - | Cherno More Varna | 1:2 | ||||
| 10. Round | 26/10/2009 | Cherno More Varna | - | Slavia Sofia | 1:1 | ||||
| 11. Round | 30/10/2009 | Pirin Blagoevgrad | - | Cherno More Varna | 1:0 | ||||
| 12. Round | 07/11/2009 | Cherno More Varna | - | Lokomotiv Sofia | 4:2 | ||||
| 14. Round | 28/11/2009 | Cherno More Varna | - | CSKA Sofia | 0:0 | ||||
| 16. Round | 01/03/2010 | Cherno More Varna | - | PSFC Chernomorets | 2:0 | ||||
| 17. Round | 08/03/2010 | OFC Sliven | - | Cherno More Varna | 0:0 | ||||
| 18. Round | 14/03/2010 | Cherno More Varna | - | Lokomotiv Plovdiv | 3:2 | ||||
| 21. Round | 28/03/2010 | Minyor Pernik | - | Cherno More Varna | 1:0 |  |
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| 22. Round | 04/04/2010 | Cherno More Varna | - | FK Sportist Svoge | 3:0 |  |
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| 23. Round | 11/04/2010 | PFC Litex Lovech | - | Cherno More Varna | 4:0 | ||||
| 24. Round | 14/04/2010 | Cherno More Varna | - | Lokomotiv 2012 Mezdra | 2:0 | ||||
| 26. Round | 21/04/2010 | Cherno More Varna | - | Pirin Blagoevgrad | 1:1 | ||||
| 30. Round | 16/05/2010 | Cherno More Varna | - | PFC Montana | 2:1 | |
Bulgaria