| 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 | ||||
| 4. Round | 31/08/2024 | Sileks Kratovo | - | KF Shkupi | 2:1 | |
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| 5. Round | 15/09/2024 | FK Voska Sport | - | Sileks Kratovo | 0:3 | |
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| 6. Round | 22/09/2024 | Sileks Kratovo | - | KF Gostivari | 1:2 | |
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| 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 | |
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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 |
North Macedonia