1/8 finale
- 21 Oct
- KF Shkendija Haracine1
- Pelister Bitola0
- 21 Oct
- Makedonija Gjorce Petrov0
- FC Struga Trim Lum5
- 21 Oct
- Rabotnicki Skopje1
- BREGALNICA 2008 SKOPJE1
- 21 Oct
- Bashkimi Kumanovo1
- Sileks Kratovo2
- 24 Sep
- Belasica0
- FK Detonit Plackovica1
- 24 Sep
- GFK Ohrid3
- Shkupi Cair0