| 1. Round | 11/08/2024 | FK Rabotnički | - | Sileks Kratovo | 1:0 | ||||
| 2. Round | 18/08/2024 | Sileks Kratovo | - | FK AP Brera Strumica | 4:0 |  |
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| 3. Round | 25/08/2024 | FK Pelister | - | Sileks Kratovo | 1:0 | ||||
| 10. Round | 20/10/2024 | FC Struga | - | Sileks Kratovo | 1:4 |  |
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| 11. Round | 27/10/2024 | Sileks Kratovo | - | KF Besa Dobërdoll | 2:0 | ||||
| 12. Round | 30/10/2024 | Sileks Kratovo | - | FK Rabotnički | 1:1 | ||||
| 13. Round | 03/11/2024 | FK AP Brera Strumica | - | Sileks Kratovo | 0:1 | ||||
| 14. Round | 09/11/2024 | Sileks Kratovo | - | FK Pelister | 1:0 | ||||
| 15. Round | 24/11/2024 | KF Shkupi | - | Sileks Kratovo | 0:2 | ||||
| 16. Round | 27/11/2024 | Sileks Kratovo | - | FK Voska Sport | 4:1 | |
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| 17. Round | 03/12/2024 | KF Gostivari | - | Sileks Kratovo | 0:0 | ||||
| 18. Round | 08/12/2024 | Sileks Kratovo | - | Vardar Skopje | 1:0 | ||||
| 21. Round | 02/03/2025 | Sileks Kratovo | - | FC Struga | 3:1 |
North Macedonia