| 2. Round | 29/07/2024 | Cherno More Varna | - | Septemvri Sofia | 2:0 | ||||
| 5. Round | 19/08/2024 | Botev Vratsa | - | Septemvri Sofia | 2:0 | ||||
| 6. Round | 26/08/2024 | Septemvri Sofia | - | Lokomotiv Plovdiv | 2:3 | ||||
| 7. Round | 31/08/2024 | FK Krumovgrad | - | Septemvri Sofia | 2:0 | ||||
| 10. Round | 30/09/2024 | Septemvri Sofia | - | Spartak Varna | 0:1 | ||||
| 8. Round | 20/10/2024 | Septemvri Sofia | - | PFC Ludogorets Razgrad | 0:2 | ||||
| 13. Round | 25/10/2024 | Arda Kardzhali | - | Septemvri Sofia | 2:1 | ||||
| 17. Round | 29/11/2024 | Septemvri Sofia | - | Cherno More Varna | 1:2 |  |
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| 19. Round | 08/12/2024 | Lokomotiv Sofia | - | Septemvri Sofia | 1:2 |  |
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| 20. Round | 08/02/2025 | Septemvri Sofia | - | Botev Vratsa | 2:2 | |
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| 21. Round | 16/02/2025 | Lokomotiv Plovdiv | - | Septemvri Sofia | 0:1 |
North Macedonia