1. Round | 09/08/2009 | PSFC Chernomorets | - | Cherno More Varna | 2:1 | ||||
2. Round | 17/08/2009 | PSFC Chernomorets | - | Lokomotiv Plovdiv | 2:1 | ||||
3. Round | 21/08/2009 | PFC Beroe | - | PSFC Chernomorets | 1:1 | ||||
4. Round | 29/08/2009 | PSFC Chernomorets | - | FK Sportist Svoge | 3:0 | ||||
5. Round | 12/09/2009 | Lokomotiv 2012 Mezdra | - | PSFC Chernomorets | 0:5 | ||||
6. Round | 19/09/2009 | PSFC Chernomorets | - | Pirin Blagoevgrad | 2:1 | ||||
13. Round | 22/11/2009 | Slavia Sofia | - | PSFC Chernomorets | 3:2 | ||||
14. Round | 29/11/2009 | PSFC Chernomorets | - | Lokomotiv Sofia | 0:2 | ||||
15. Round | 06/12/2009 | CSKA Sofia | - | PSFC Chernomorets | 0:0 | ||||
27. Round | 25/04/2010 | PFC Litex Lovech | - | PSFC Chernomorets | 2:0 |