| 1. Round | 16/07/2023 | Hebar Pazardzhik | - | CSKA Sofia | 0:0 |  |
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| 2. Round | 23/07/2023 | Cherno More Varna | - | Hebar Pazardzhik | 1:0 | ||||
| 3. Round | 29/07/2023 | Hebar Pazardzhik | - | PFC Beroe | 1:0 |  |
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| 4. Round | 07/08/2023 | CSKA 1948 Sofia | - | Hebar Pazardzhik | 1:1 | ||||
| 5. Round | 12/08/2023 | Hebar Pazardzhik | - | Botev Plovdiv | 1:0 | ||||
| 6. Round | 18/08/2023 | Lokomotiv Sofia | - | Hebar Pazardzhik | 0:1 | ||||
| 7. Round | 25/08/2023 | Hebar Pazardzhik | - | Lokomotiv Plovdiv | 3:4 | |
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| 8. Round | 03/09/2023 | Levski Sofia | - | Hebar Pazardzhik | 1:0 | |
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| 9. Round | 18/09/2023 | Hebar Pazardzhik | - | Pirin Blagoevgrad | 1:2 | ||||
| 10. Round | 23/09/2023 | Arda Kardzhali | - | Hebar Pazardzhik | 3:1 | |
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| 11. Round | 27/09/2023 | Hebar Pazardzhik | - | Botev Vratsa | 1:1 | ||||
| 12. Round | 02/10/2023 | Hebar Pazardzhik | - | FK Krumovgrad | 0:0 | ||||
| 13. Round | 08/10/2023 | Etar Veliko Tarnovo | - | Hebar Pazardzhik | 2:5 | |
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| 17. Round | 11/11/2023 | Hebar Pazardzhik | - | Cherno More Varna | 1:1 | ||||
| 18. Round | 24/11/2023 | PFC Beroe | - | Hebar Pazardzhik | 2:1 | ||||
| 19. Round | 02/12/2023 | Hebar Pazardzhik | - | CSKA 1948 Sofia | 1:3 | |
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| 20. Round | 10/12/2023 | Botev Plovdiv | - | Hebar Pazardzhik | 1:0 |
Bulgaria