| 4. Ronde | 29.08.2009 | PSFC Chernomorets | - | FK Sportist Svoge | 3:0 | ||||
| 5. Ronde | 12.09.2009 | Lokomotiv 2012 Mezdra | - | PSFC Chernomorets | 0:5 | ||||
| 7. Ronde | 27.09.2009 | Levski Sofia | - | PSFC Chernomorets | 0:1 | ||||
| 8. Ronde | 03.10.2009 | PSFC Chernomorets | - | PFC Montana | 1:1 | ||||
| 10. Ronde | 24.10.2009 | PSFC Chernomorets | - | Botev Plovdiv | 2:0 | ||||
| 11. Ronde | 31.10.2009 | Minyor Pernik | - | PSFC Chernomorets | 2:0 |
Bulgarije