| 1. Round | 14/07/2019 | Slavia Sofia | - | Vitosha Bistritsa | 3:2 |  |
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| 2. Round | 19/07/2019 | Lokomotiv Plovdiv | - | Slavia Sofia | 3:2 | ||||
| 3. Round | 28/07/2019 | Slavia Sofia | - | CSKA Sofia | 1:2 | ||||
| 5. Round | 09/08/2019 | Slavia Sofia | - | Etar Veliko Tarnovo | 2:1 |  |
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| 6. Round | 16/08/2019 | Slavia Sofia | - | Botev Vratsa | 2:2 | ||||
| 7. Round | 25/08/2019 | PFC Ludogorets Razgrad | - | Slavia Sofia | 0:0 | ||||
| 8. Round | 30/08/2019 | Slavia Sofia | - | Arda Kardzhali | 2:3 | |
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| 9. Round | 15/09/2019 | FC Dunav Ruse | - | Slavia Sofia | 0:0 | ||||
| 11. Round | 29/09/2019 | Botev Plovdiv | - | Slavia Sofia | 0:1 | ||||
| 12. Round | 04/10/2019 | Slavia Sofia | - | Tsarsko Selo Sofia | 1:0 | ||||
| 13. Round | 21/10/2019 | PFC Beroe | - | Slavia Sofia | 1:2 | ||||
| 16. Round | 09/11/2019 | CSKA Sofia | - | Slavia Sofia | 1:0 | ||||
| 18. Round | 29/11/2019 | Etar Veliko Tarnovo | - | Slavia Sofia | 0:2 | ||||
| 19. Round | 08/12/2019 | Botev Vratsa | - | Slavia Sofia | 0:2 |
Bulgaria