| 1. Round | 08/08/2009 | PFC Montana | - | OFC Sliven | 0:0 | ||||
| 3. Round | 22/08/2009 | PFC Montana | - | Minyor Pernik | 0:0 | ||||
| 4. Round | 30/08/2009 | PFC Litex Lovech | - | PFC Montana | 3:0 | ||||
| 18. Round | 12/03/2010 | Minyor Pernik | - | PFC Montana | 1:1 | ||||
| 22. Round | 04/04/2010 | CSKA Sofia | - | PFC Montana | 1:1 |  |
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| 25. Round | 18/04/2010 | PFC Montana | - | PFC Beroe | 2:1 | |
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| 30. Round | 16/05/2010 | Cherno More Varna | - | PFC Montana | 2:1 |
Bulgaria