1. Ronde | 09.08.2008 | FC Pirin | - | Cherno More Varna | 1:2 | ![]() |
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3. Ronde | 23.08.2008 | FC Pirin | - | PFC Litex Lovech | 1:1 | ||||
4. Ronde | 30.08.2008 | Lokomotiv 2012 Mezdra | - | FC Pirin | 4:0 | ![]() |
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7. Ronde | 27.09.2008 | FC Pirin | - | CSKA Sofia | 2:2 | ||||
14. Ronde | 23.11.2008 | FC Pirin | - | PSFC Chernomorets | 2:1 | ||||
18. Ronde | 19.03.2009 | PFC Litex Lovech | - | Pirin Blagoevgrad | 3:0 | ||||
19. Ronde | 23.03.2009 | Pirin Blagoevgrad | - | Lokomotiv 2012 Mezdra | 1:2 | ||||
20. Ronde | 05.04.2009 | Belasitsa Petrich | - | Pirin Blagoevgrad | 1:4 | ||||
21. Ronde | 12.04.2009 | Pirin Blagoevgrad | - | OFC Sliven | 3:1 | ||||
23. Ronde | 22.04.2009 | Pirin Blagoevgrad | - | Spartak Varna | 0:0 | ||||
28. Ronde | 23.05.2009 | Pirin Blagoevgrad | - | Botev Plovdiv | 0:3 |