Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 07.03.2009 |  | Matchday 16 | PSFC Chernomorets - Botev Plovdiv | - BOT | 2:1 | 3.000 |
| 15.03.2009 | | Matchday 17 | PSFC Chernomorets - Lok Plovdiv | - LOK | 1:3 | |
| 21.03.2009 | | Matchday 19 | PSFC Chernomorets - Cherno Mo. | - CHE | 0:0 | |
| 12.04.2009 | | Matchday 21 | PSFC Chernomorets - Litex | - LOV | 3:1 | |
| 23.04.2009 | | Matchday 23 | PSFC Chernomorets - Bel. Petrich | - Bel | 2:0 | |
| 02.05.2009 | | Matchday 25 | PSFC Chernomorets - CSKA Sofia | - SOF | 0:1 | 7.000 |
| 16.05.2009 | | Matchday 27 | PSFC Chernomorets - PFC Slavia | - SOF | 2:1 | |
| 31.05.2009 | | Matchday 29 | PSFC Chernomorets - Pirin | - PIR | 3:1 |