| 1. Round | 11/08/2024 | FK Rabotnički | - | Sileks Kratovo | 1:0 | ||||
| 14. Round | 09/11/2024 | Sileks Kratovo | - | FK Pelister | 1:0 | ||||
| 22. Round | 05/03/2025 | KF Besa Dobërdoll | - | Sileks Kratovo | 0:5 | ||||
| 24. Round | 15/03/2025 | FK AP Brera Strumica | - | Sileks Kratovo | 0:2 | ||||
| 27. Round | 13/04/2025 | Sileks Kratovo | - | KF Besa Dobërdoll | 5:0 | ||||
| 30. Round | 04/05/2025 | FK Rabotnički | - | Sileks Kratovo | 0:0 |
North Macedonia