| 3. Round | 14/08/2010 | PFC Litex Lovech | - | Pirin Blagoevgrad | 2:1 | ||||
| 6. Round | 11/09/2010 | Pirin Blagoevgrad | - | Lokomotiv Sofia | 2:1 | ||||
| 9. Round | 02/10/2010 | PFC Beroe | - | Pirin Blagoevgrad | 0:0 |  |
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| 13. Round | 08/11/2010 | Pirin Blagoevgrad | - | CSKA Sofia | 0:1 | ||||
| 16. Round | 26/02/2011 | Pirin Blagoevgrad | - | Cherno More Varna | 0:1 | ||||
| 23. Round | 25/04/2011 | Minyor Pernik | - | Pirin Blagoevgrad | 1:0 |
Bulgaria