Round of 16
13/09/2017 14:30 FK Renova FK Renova - FC Struga 3:2 (0:2)
13/09/2017 14:30 FK Rabotnički FK Rabotnički - KF Shkëndija 79 KF Shkëndija 79 1:1 (0:1)
13/09/2017 14:30 FK Bregalnica Štip FK Bregalnica Štip - FK Pobeda Junior FK Pobeda Junior 2:3 (1:0)
13/09/2017 14:30 FK Pelister FK Pelister - FK Borec 4:2 (0:0)
13/09/2017 14:30 FK Skopje FK Skopje - FK Gorno Lisiče FK Gorno Lisiče 3:0 (0:0)
13/09/2017 14:30 Sileks Kratovo Sileks Kratovo - Akademija Pandev Akademija Pandev 1:0 (1:0)
13/09/2017 14:30 FK Kožuf - FK Teteks FK Teteks 2:2 (0:1)
30/11/2017 12:00 Vardar Skopje Vardar Skopje - KF Shkupi KF Shkupi
17/10/2017 13:30 FK Teteks FK Teteks - FK Kožuf 3:2 (2:1)
18/10/2017 13:30 FC Struga - FK Renova FK Renova 2:2 (0:1)
18/10/2017 13:30 KF Shkëndija 79 KF Shkëndija 79 - FK Rabotnički FK Rabotnički 3:2 (1:0, 1:1) pso
18/10/2017 13:30 FK Pobeda Junior FK Pobeda Junior - FK Bregalnica Štip FK Bregalnica Štip 5:1 (1:0)
18/10/2017 13:30 FK Borec - FK Pelister FK Pelister 1:3 (0:0)
18/10/2017 13:30 FK Gorno Lisiče FK Gorno Lisiče - FK Skopje FK Skopje 0:3 (0:1)
18/10/2017 13:30 Akademija Pandev Akademija Pandev - Sileks Kratovo Sileks Kratovo 5:0 (1:0)
17/12/2017 12:00 KF Shkupi KF Shkupi - Vardar Skopje Vardar Skopje -:-
Quarter-finals
08/11/2017 12:00 FK Teteks FK Teteks - Akademija Pandev Akademija Pandev 0:2 (0:1)
08/11/2017 12:00 FK Renova FK Renova - FK Skopje FK Skopje 2:0 (0:0)
08/11/2017 12:00 FK Pelister FK Pelister - FK Pobeda Junior FK Pobeda Junior 5:2 (2:2)
17/12/2017 12:00 Shkupi / Vardar - KF Shkëndija 79 KF Shkëndija 79 -:-
29/11/2017 12:00 Akademija Pandev Akademija Pandev - FK Teteks FK Teteks 4:1 (2:0)
29/11/2017 12:00 FK Skopje FK Skopje - FK Renova FK Renova 1:2 (0:0)
29/11/2017 12:00 FK Pobeda Junior FK Pobeda Junior - FK Pelister FK Pelister 2:2 (1:1)
21/02/2018 12:00 KF Shkëndija 79 KF Shkëndija 79 - Shkupi / Vardar -:-
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