1. Round
16/08/2017 16:00 SSK Nova Dračevo - Akademija Pandev 0:6 (0:3)
16/08/2017 16:00 FK Borec - FK Vlazrimi FK Vlazrimi 4:0 (2:0)
16/08/2017 16:00 FK Kožuf - FK Novaci 2005 FK Novaci 2005 6:5 (0:0, 1:1) pso
16/08/2017 16:00 Vardar Negotino - FK Gorno Lisiče FK Gorno Lisiče 3:5 (0:2)
16/08/2017 16:00 FK Belasica FK Belasica - FK Pelister FK Pelister 1:3 (0:2)
16/08/2017 16:00 FK Plačkovica FK Plačkovica - FK Pobeda FK Pobeda 0:4 (0:2)
16/08/2017 16:00 FK Osogovo FK Osogovo - FK Bregalnica Štip FK Bregalnica Štip 1:2 (1:2)
16/08/2017 16:00 FK Mogila - Sileks Kratovo Sileks Kratovo 0:6 (0:2)
16/08/2017 16:00 FC Struga - Makedonija GP Makedonija GP 1:0 (1:0)
16/08/2017 16:00 FK Ohrid FK Ohrid - FK Skopje FK Skopje 0:3
16/08/2017 16:00 Zajazi Zajas - KF Shkupi KF Shkupi 2:4 (2:1)
16/08/2017 16:00 FK Teteks FK Teteks - FK Turnovo FK Turnovo 2:1 (1:0)
16/08/2017 16:00 GFK Tikveš GFK Tikveš - FK Renova FK Renova 0:1 (0:0)
30/08/2017 16:00 Lokomotiva Skopje Lokomotiva Skopje - Vardar Skopje Vardar Skopje -:-
30/08/2017 16:00 FK Gostivar FK Gostivar - KF Shkëndija 79 KF Shkëndija 79 -:-