| 1. MFL | 13.08.23 | Vardar Skopje | - | KF Shkupi | 0:1 |  |
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| 1. MFL | 20.08.23 | KF Shkupi | - | Sileks Kratovo | 1:1 |  |
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| 1. MFL | 07.10.23 | GFK Tikvesh | - | KF Shkupi | 1:1 | |
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| Kup | 02.04.24 | KF Shkupi | - | GFK Tikvesh | 0:0 | ||||
| 1. MFL | 31.08.24 | Sileks Kratovo | - | KF Shkupi | 2:1 | ||||
| 1. MFL | 24.11.24 | KF Shkupi | - | Sileks Kratovo | 0:2 |
Slowakije