| 1. Ronde | 09.08.2009 | PSFC Chernomorets | - | Cherno More Varna | 2:1 |  |
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| 3. Ronde | 21.08.2009 | PFC Beroe | - | PSFC Chernomorets | 1:1 | ||||
| 4. Ronde | 29.08.2009 | PSFC Chernomorets | - | FK Sportist Svoge | 3:0 |  |
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| 5. Ronde | 12.09.2009 | Lokomotiv 2012 Mezdra | - | PSFC Chernomorets | 0:5 | ||||
| 6. Ronde | 19.09.2009 | PSFC Chernomorets | - | Pirin Blagoevgrad | 2:1 | |
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| 8. Ronde | 03.10.2009 | PSFC Chernomorets | - | PFC Montana | 1:1 | ||||
| 13. Ronde | 22.11.2009 | Slavia Sofia | - | PSFC Chernomorets | 3:2 | ||||
| 14. Ronde | 29.11.2009 | PSFC Chernomorets | - | Lokomotiv Sofia | 0:2 |  |
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| 19. Ronde | 20.03.2010 | FK Sportist Svoge | - | PSFC Chernomorets | 0:0 | ||||
| 27. Ronde | 25.04.2010 | PFC Litex Lovech | - | PSFC Chernomorets | 2:0 |
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