| 1. Ronde | 08.08.2009 | PFC Montana | - | OFC Sliven | 0:0 | ||||
| 2. Ronde | 15.08.2009 | Botev Plovdiv | - | PFC Montana | 2:3 | ||||
| 3. Ronde | 22.08.2009 | PFC Montana | - | Minyor Pernik | 0:0 | ||||
| 4. Ronde | 30.08.2009 | PFC Litex Lovech | - | PFC Montana | 3:0 | ||||
| 5. Ronde | 11.09.2009 | PFC Montana | - | Slavia Sofia | 2:0 |  |
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| 6. Ronde | 18.09.2009 | Lokomotiv Sofia | - | PFC Montana | 0:0 | ||||
| 7. Ronde | 26.09.2009 | PFC Montana | - | CSKA Sofia | 1:2 | ||||
| 8. Ronde | 03.10.2009 | PSFC Chernomorets | - | PFC Montana | 1:1 | ||||
| 9. Ronde | 17.10.2009 | PFC Montana | - | Lokomotiv Plovdiv | 2:3 | |
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| 10. Ronde | 23.10.2009 | PFC Beroe | - | PFC Montana | 0:0 | ||||
| 11. Ronde | 31.10.2009 | PFC Montana | - | FK Sportist Svoge | 1:0 | ||||
| 12. Ronde | 06.11.2009 | Lokomotiv 2012 Mezdra | - | PFC Montana | 0:2 | ||||
| 13. Ronde | 20.11.2009 | PFC Montana | - | Pirin Blagoevgrad | 0:3 |  |
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| 15. Ronde | 07.12.2009 | PFC Montana | - | Cherno More Varna | 1:2 | |
Bulgarije