| 5. Ronde | 12.09.2009 | Lokomotiv 2012 Mezdra | - | PSFC Chernomorets | 0:5 | ||||
| 6. Ronde | 19.09.2009 | PSFC Chernomorets | - | Pirin Blagoevgrad | 2:1 | ||||
| 7. Ronde | 27.09.2009 | Levski Sofia | - | PSFC Chernomorets | 0:1 | ||||
| 12. Ronde | 07.11.2009 | PSFC Chernomorets | - | PFC Litex Lovech | 1:2 | ||||
| 13. Ronde | 22.11.2009 | Slavia Sofia | - | PSFC Chernomorets | 3:2 |  |
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