| 1. Round | 30/03/2019 | CSKA Sofia | - | Cherno More Varna | 1:0 | ||||
| 2. Round | 07/04/2019 | Cherno More Varna | - | Levski Sofia | 0:1 | ||||
| 3. Round | 13/04/2019 | Botev Plovdiv | - | Cherno More Varna | 0:2 | ||||
| 4. Round | 21/04/2019 | PFC Beroe | - | Cherno More Varna | 2:0 | ||||
| 5. Round | 26/04/2019 | Cherno More Varna | - | PFC Ludogorets Razgrad | 2:1 | ||||
| 6. Round | 04/05/2019 | Cherno More Varna | - | CSKA Sofia | 1:3 |  |
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| 7. Round | 12/05/2019 | Levski Sofia | - | Cherno More Varna | 5:1 | ||||
| 8. Round | 18/05/2019 | Cherno More Varna | - | Botev Plovdiv | 1:0 | ||||
| 9. Round | 21/05/2019 | Cherno More Varna | - | PFC Beroe | 0:0 |  |
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| 10. Round | 24/05/2019 | PFC Ludogorets Razgrad | - | Cherno More Varna | 4:1 |
Bulgaria