| 1. Round | 15/07/2023 | Arda Kardzhali | - | Cherno More Varna | 3:3 | ||||
| 2. Round | 23/07/2023 | Cherno More Varna | - | Hebar Pazardzhik | 1:0 | ||||
| 3. Round | 28/07/2023 | FK Krumovgrad | - | Cherno More Varna | 1:3 |  |
|||
| 4. Round | 04/08/2023 | Cherno More Varna | - | Etar Veliko Tarnovo | 2:1 | ||||
| 6. Round | 20/08/2023 | Cherno More Varna | - | PFC Ludogorets Razgrad | 1:0 | ||||
| 8. Round | 01/09/2023 | Botev Vratsa | - | Cherno More Varna | 0:1 | ||||
| 9. Round | 15/09/2023 | Cherno More Varna | - | PFC Beroe | 2:0 | ||||
| 12. Round | 01/10/2023 | Lokomotiv Sofia | - | Cherno More Varna | 0:0 | ||||
| 17. Round | 11/11/2023 | Hebar Pazardzhik | - | Cherno More Varna | 1:1 | ||||
| 20. Round | 09/12/2023 | Cherno More Varna | - | Slavia Sofia | 3:0 | ||||
| 29. Round | 13/04/2024 | Cherno More Varna | - | Levski Sofia | 3:1 | ||||
| 30. Round | 20/04/2024 | Pirin Blagoevgrad | - | Cherno More Varna | 0:0 |
Bulgaria