| 2. Round | 20/07/2019 | PFC Beroe | - | PFC Ludogorets Razgrad | 2:4 | ||||
| 4. Round | 04/08/2019 | Lokomotiv Plovdiv | - | PFC Ludogorets Razgrad | 1:1 | ||||
| 5. Round | 11/08/2019 | PFC Ludogorets Razgrad | - | CSKA Sofia | 0:0 | ||||
| 6. Round | 18/08/2019 | Cherno More Varna | - | PFC Ludogorets Razgrad | 1:2 |  |
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| 7. Round | 25/08/2019 | PFC Ludogorets Razgrad | - | Slavia Sofia | 0:0 | |
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| 8. Round | 01/09/2019 | Botev Vratsa | - | PFC Ludogorets Razgrad | 0:1 | |
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| 9. Round | 14/09/2019 | PFC Ludogorets Razgrad | - | Etar Veliko Tarnovo | 2:0 | ||||
| 10. Round | 22/09/2019 | PFC Ludogorets Razgrad | - | Arda Kardzhali | 2:0 | ||||
| 11. Round | 29/09/2019 | FC Dunav Ruse | - | PFC Ludogorets Razgrad | 0:1 | |
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| 12. Round | 06/10/2019 | PFC Ludogorets Razgrad | - | Levski Sofia | 2:0 | |
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| 15. Round | 02/11/2019 | PFC Ludogorets Razgrad | - | PFC Beroe | 3:1 |
Poland