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GMT 01:00
| 19.11.2025 | ||||
| 13:00 | Cup Round 2 | Shkendija'79 | 2-0 | Tikves Kavadarci |
| 22.10.2025 | ||||
| 14:00 | Cup Round 2 | Vardar Skopje | 3-1 | Novaci |
| 21.10.2025 | ||||
| 14:00 | Cup Round 2 | Bashkimi Kumanovo | 1-2 | Sileks Kratovo |
| 14:00 | Cup Round 2 | Makedonija GP | 0-5 | FC Struga |
| 14:00 | Cup Round 2 | Rabotnicki Skopje | 1-1/p.4-3 | Bregalnica Stip |
| 14:00 | Cup Round 2 | Shkendija'77 | 1-0 | Pelister Bitola |
| 24.09.2025 | ||||
| 15:00 | Cup Round 2 | Belasica Strumica | 0-1 | Detonit Plačkovica |
| 15:00 | Cup Round 2 | Ohrid Lihnidos | 3-0 | Shkupi |
| 10.09.2025 | ||||
| 15:30 | Cup Round 1 | FK Jeni Maale | 0-9 | Shkendija'79 |
| 15:30 | Cup Round 1 | FK Kozuf | 0-2 | Shkupi |
| 15:30 | Cup Round 1 | FK Skopje | 0-1 | Tikves Kavadarci |
| 09.09.2025 | ||||
| 15:30 | Cup Round 1 | Pobeda Prilep | 0-4 | Bashkimi Kumanovo |
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