| 3. Round | 04/08/2018 | Cherno More Varna | - | Septemvri Sofia | 1:5 | ||||
| 11. Round | 06/10/2018 | Septemvri Sofia | - | CSKA Sofia | 0:3 | ||||
| 12. Round | 20/10/2018 | Slavia Sofia | - | Septemvri Sofia | 3:1 | ||||
| 22. Round | 20/02/2019 | Lokomotiv Plovdiv | - | Septemvri Sofia | 0:2 | ||||
| 25. Round | 10/03/2019 | Septemvri Sofia | - | Slavia Sofia | 1:2 | ||||
| 26. Round | 16/03/2019 | PFC Ludogorets Razgrad | - | Septemvri Sofia | 6:0 |
Bulgaria