| 1. Round | 20/07/2018 | Cherno More Varna | - | Botev Vratsa | 2:1 | ||||
| 2. Round | 30/07/2018 | Levski Sofia | - | Cherno More Varna | 2:2 | ||||
| 10. Round | 29/09/2018 | PFC Ludogorets Razgrad | - | Cherno More Varna | 5:1 | ||||
| 14. Round | 04/11/2018 | Botev Vratsa | - | Cherno More Varna | 2:1 |  |
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| 15. Round | 10/11/2018 | Cherno More Varna | - | Levski Sofia | 1:0 | ||||
| 20. Round | 15/12/2018 | Vitosha Bistritsa | - | Cherno More Varna | 1:1 | ||||
| 24. Round | 01/03/2019 | FK Vereya | - | Cherno More Varna | 0:2 | ||||
| 26. Round | 17/03/2019 | FC Dunav Ruse | - | Cherno More Varna | 1:1 |
Bulgaria