Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 24.02.2014 |  | Matchday 24 | PSFC Chernomorets - CSKA Sofia | - SOF | 1:2 | 1.600 |
| 09.03.2014 | | Matchday 26 | PSFC Chernomorets - Beroe | - BER | 1:3 | 450 |
| 16.03.2014 | | Matchday 1 | PSFC Chernomorets - Lyubimetz 2007 | - | 5:0 | 120 |
| 25.03.2014 | | Matchday 3 | PSFC Chernomorets - FK Neftochimik | - FK | 4:0 | 950 |
| 05.04.2014 | | Matchday 5 | PSFC Chernomorets - PFC Slavia | - SOF | 2:1 | 340 |
| 26.04.2014 | | Matchday 9 | PSFC Chernomorets - PFC Pirin Gotse Delchev | - | 4:0 | 180 |
| 30.04.2014 | | Matchday 10 | FK Neftochimik - PSFC Chernomorets | FK - | 2:3 | 1.200 |
| 04.05.2014 | | Matchday 11 | PSFC Chernomorets - Beroe | - BER | 0:5 | 200 |
| 12.05.2014 | | Matchday 13 | PSFC Chernomorets - Lokomotiv Sf | - LSO | 1:2 | 80 |
| 03.07.2014 |  | 1. Round First leg | Botev Plovdiv - AC Libertas | BOT - AC | 4:0 | 2.400 |
| 17.07.2014 | | 2. Round First leg | Botev Plovdiv - SKN St. Pölten | BOT - SKN | 2:1 | 2.200 |
| 13.08.2014 |  | Final | Ludogorets - Botev Plovdiv | LUD - BOT | 3:1 |