11. Round | 31/10/2008 | PSFC Chernomorets | - | Spartak Varna | 2:0 | ||||
14. Round | 23/11/2008 | FC Pirin | - | PSFC Chernomorets | 2:1 | ||||
15. Round | 29/11/2008 | PSFC Chernomorets | - | Vihren Sandanski | 1:3 | ||||
20. Round | 04/04/2009 | Lokomotiv Sofia | - | PSFC Chernomorets | 2:0 |