| 5. Round | 15/09/2024 | FK Voska Sport | - | Sileks Kratovo | 0:3 | ||||
| 7. Round | 25/09/2024 | Vardar Skopje | - | Sileks Kratovo | 0:1 | ||||
| 8. Round | 29/09/2024 | GFK Tikvesh | - | Sileks Kratovo | 0:0 | ||||
| 9. Round | 05/10/2024 | Sileks Kratovo | - | KF Shkëndija 79 | 0:0 | ||||
| 10. Round | 20/10/2024 | FC Struga | - | Sileks Kratovo | 1:4 | ||||
| 11. Round | 27/10/2024 | Sileks Kratovo | - | KF Besa Dobërdoll | 2:0 | ||||
| 13. Round | 03/11/2024 | FK AP Brera Strumica | - | Sileks Kratovo | 0:1 | ||||
| 15. Round | 24/11/2024 | KF Shkupi | - | Sileks Kratovo | 0:2 | ||||
| 18. Round | 08/12/2024 | Sileks Kratovo | - | Vardar Skopje | 1:0 | ||||
| 19. Round | 16/02/2025 | Sileks Kratovo | - | GFK Tikvesh | 1:1 |  |
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| 24. Round | 15/03/2025 | FK AP Brera Strumica | - | Sileks Kratovo | 0:2 | ||||
| 28. Round | 19/04/2025 | KF Shkupi | - | Sileks Kratovo | 1:2 | ||||
| 29. Round | 27/04/2025 | Sileks Kratovo | - | FC Struga | 0:0 | ||||
| 32. Round | 11/05/2025 | Sileks Kratovo | - | FK Pelister | 0:0 |
North Macedonia