| 16. Jornada | 08.03.2009 | Cherno More Varna | - | Pirin Blagoevgrad | 1:0 |  |
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| 17. Jornada | 13.03.2009 | Pirin Blagoevgrad | - | Lokomotiv Sofia | 0:4 | ||||
| 18. Jornada | 19.03.2009 | PFC Litex Lovech | - | Pirin Blagoevgrad | 3:0 | ||||
| 19. Jornada | 23.03.2009 | Pirin Blagoevgrad | - | Lokomotiv 2012 Mezdra | 1:2 | ||||
| 20. Jornada | 05.04.2009 | Belasitsa Petrich | - | Pirin Blagoevgrad | 1:4 |  |
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| 21. Jornada | 12.04.2009 | Pirin Blagoevgrad | - | OFC Sliven | 3:1 | ||||
| 22. Jornada | 18.04.2009 | CSKA Sofia | - | Pirin Blagoevgrad | 4:1 | ||||
| 23. Jornada | 22.04.2009 | Pirin Blagoevgrad | - | Spartak Varna | 0:0 | ||||
| 24. Jornada | 25.04.2009 | Slavia Sofia | - | Pirin Blagoevgrad | 2:3 | |
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| 26. Jornada | 11.05.2009 | Lokomotiv Plovdiv | - | Pirin Blagoevgrad | 3:2 | |
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| 29. Jornada | 31.05.2009 | PSFC Chernomorets | - | Pirin Blagoevgrad | 3:1 | ||||
| 30. Jornada | 13.06.2009 | Pirin Blagoevgrad | - | Levski Sofia | 1:1 |
Bulgaria