1. Round | 09/08/2008 | OFC Sliven | - | Lokomotiv Plovdiv | 1:1 | ||||
3. Round | 23/08/2008 | Spartak Varna | - | OFC Sliven | 2:2 | ![]() |
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6. Round | 20/09/2008 | OFC Sliven | - | FC Pirin | 2:1 | ||||
7. Round | 29/09/2008 | Vihren Sandanski | - | OFC Sliven | 0:2 | ||||
8. Round | 04/10/2008 | OFC Sliven | - | Botev Plovdiv | 3:1 | ||||
9. Round | 20/10/2008 | PSFC Chernomorets | - | OFC Sliven | 1:1 | ||||
12. Round | 08/11/2008 | OFC Sliven | - | Lokomotiv Sofia | 0:0 | ||||
13. Round | 15/11/2008 | PFC Litex Lovech | - | OFC Sliven | 2:0 | ||||
14. Round | 22/11/2008 | OFC Sliven | - | Lokomotiv 2012 Mezdra | 2:0 | ||||
15. Round | 29/11/2008 | Belasitsa Petrich | - | OFC Sliven | 2:1 | ||||
17. Round | 14/03/2009 | CSKA Sofia | - | OFC Sliven | 3:0 | ||||
20. Round | 06/04/2009 | OFC Sliven | - | Minyor Pernik | 0:1 | ||||
24. Round | 27/04/2009 | OFC Sliven | - | PSFC Chernomorets | 0:0 | ||||
25. Round | 03/05/2009 | Levski Sofia | - | OFC Sliven | 1:0 | ||||
26. Round | 10/05/2009 | OFC Sliven | - | Cherno More Varna | 0:1 | ||||
27. Round | 16/05/2009 | Lokomotiv Sofia | - | OFC Sliven | 3:2 | ||||
30. Round | 13/06/2009 | OFC Sliven | - | Belasitsa Petrich | 0:2 |