Quarts de finale
07.11.2018 13:00 KF Shkëndija 79 KF Shkëndija 79 - FK Pobeda FK Pobeda 0:1 (0:1)
07.11.2018 13:00 Sileks Kratovo Sileks Kratovo - FK Belasica FK Belasica 0:2 (0:0)
07.11.2018 13:00 Akademija Pandev Akademija Pandev - KF Korabi 3:1 (2:1)
07.11.2018 13:00 Makedonija GP Makedonija GP - FK Rabotnički FK Rabotnički 1:0 (0:0)
05.12.2018 13:00 FK Pobeda FK Pobeda - KF Shkëndija 79 KF Shkëndija 79 -:-
05.12.2018 13:00 FK Belasica FK Belasica - Sileks Kratovo Sileks Kratovo -:-
05.12.2018 13:00 KF Korabi - Akademija Pandev Akademija Pandev -:-
05.12.2018 13:00 FK Rabotnički FK Rabotnički - Makedonija GP Makedonija GP -:-