1. Round | 09/08/2008 | FC Pirin | - | Cherno More Varna | 1:2 | ||||
2. Round | 17/08/2008 | Cherno More Varna | - | Vihren Sandanski | 2:0 | ||||
3. Round | 23/08/2008 | Botev Plovdiv | - | Cherno More Varna | 2:2 | ||||
4. Round | 31/08/2008 | Cherno More Varna | - | PSFC Chernomorets | 0:1 | ||||
5. Round | 12/09/2008 | Levski Sofia | - | Cherno More Varna | 3:0 | ||||
8. Round | 06/10/2008 | PFC Litex Lovech | - | Cherno More Varna | 1:0 | ||||
9. Round | 19/10/2008 | Cherno More Varna | - | Lokomotiv 2012 Mezdra | 2:0 | ||||
10. Round | 26/10/2008 | Belasitsa Petrich | - | Cherno More Varna | 2:0 | ||||
11. Round | 01/11/2008 | Cherno More Varna | - | OFC Sliven | 3:0 | ||||
12. Round | 08/11/2008 | CSKA Sofia | - | Cherno More Varna | 1:1 | ||||
13. Round | 14/11/2008 | Cherno More Varna | - | Spartak Varna | 5:0 | ||||
15. Round | 29/11/2008 | Cherno More Varna | - | Minyor Pernik | 4:0 |