| 1. Round | 14/07/2019 | Slavia Sofia | - | Vitosha Bistritsa | 3:2 | ||||
| 2. Round | 19/07/2019 | Lokomotiv Plovdiv | - | Slavia Sofia | 3:2 | ||||
| 3. Round | 28/07/2019 | Slavia Sofia | - | CSKA Sofia | 1:2 |  |
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| 4. Round | 02/08/2019 | Cherno More Varna | - | Slavia Sofia | 0:0 | |
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| 5. Round | 09/08/2019 | Slavia Sofia | - | Etar Veliko Tarnovo | 2:1 | ||||
| 6. Round | 16/08/2019 | Slavia Sofia | - | Botev Vratsa | 2:2 | ||||
| 7. Round | 25/08/2019 | PFC Ludogorets Razgrad | - | Slavia Sofia | 0:0 | ||||
| 17. Round | 23/11/2019 | Slavia Sofia | - | Cherno More Varna | 0:1 |  |
Bulgaria