| 7. Jornada | 25.08.2023 | Pirin Blagoevgrad | - | Botev Vratsa | 0:1 |  |
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| 6. Jornada | 14.09.2023 | Levski Sofia | - | Pirin Blagoevgrad | 2:0 | ||||
| 9. Jornada | 18.09.2023 | Hebar Pazardzhik | - | Pirin Blagoevgrad | 1:2 | ||||
| 10. Jornada | 24.09.2023 | Pirin Blagoevgrad | - | FK Krumovgrad | 1:0 | ||||
| 11. Jornada | 28.09.2023 | Etar Veliko Tarnovo | - | Pirin Blagoevgrad | 0:2 | ||||
| 12. Jornada | 02.10.2023 | Pirin Blagoevgrad | - | Slavia Sofia | 1:1 | ||||
| 13. Jornada | 08.10.2023 | PFC Ludogorets Razgrad | - | Pirin Blagoevgrad | 4:0 | ||||
| 14. Jornada | 21.10.2023 | Pirin Blagoevgrad | - | CSKA Sofia | 1:2 | ||||
| 15. Jornada | 26.10.2023 | Cherno More Varna | - | Pirin Blagoevgrad | 2:1 | ||||
| 16. Jornada | 03.11.2023 | PFC Beroe | - | Pirin Blagoevgrad | 0:0 | ||||
| 17. Jornada | 11.11.2023 | Pirin Blagoevgrad | - | CSKA 1948 Sofia | 2:1 |  |
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| 18. Jornada | 25.11.2023 | Botev Plovdiv | - | Pirin Blagoevgrad | 3:1 | ||||
| 19. Jornada | 03.12.2023 | Pirin Blagoevgrad | - | Lokomotiv Sofia | 1:1 | |
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| 20. Jornada | 11.12.2023 | Lokomotiv Plovdiv | - | Pirin Blagoevgrad | 3:0 | ||||
| 21. Jornada | 17.02.2024 | Pirin Blagoevgrad | - | Levski Sofia | 1:2 | ||||
| 22. Jornada | 23.02.2024 | Botev Vratsa | - | Pirin Blagoevgrad | 1:2 |  |
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