2. Round | 16/08/2008 | Lokomotiv Plovdiv | - | PSFC Chernomorets | 1:1 | ||||
3. Round | 24/08/2008 | CSKA Sofia | - | Lokomotiv Plovdiv | 2:0 | ||||
4. Round | 31/08/2008 | Lokomotiv Plovdiv | - | Levski Sofia | 2:3 | ||||
12. Round | 08/11/2008 | Lokomotiv Plovdiv | - | Lokomotiv 2012 Mezdra | 0:2 | ||||
14. Round | 22/11/2008 | Lokomotiv Plovdiv | - | Belasitsa Petrich | 1:1 | ||||
17. Round | 15/03/2009 | PSFC Chernomorets | - | Lokomotiv Plovdiv | 1:3 | ||||
21. Round | 13/04/2009 | Cherno More Varna | - | Lokomotiv Plovdiv | 2:1 |