1. Round
20/08/2014 FK Fortuna - FK Turnovo FK Turnovo -:-
20/08/2014 Rabotnik Djumajlija - Sileks Kratovo Sileks Kratovo -:-
20/08/2014 Miravci / Pobeda - Makedonija GP Makedonija GP -:-
20/08/2014 FK Vulkan - FK Pelister FK Pelister -:-
20/08/2014 FK Goblen - FK Teteks FK Teteks -:-
20/08/2014 FK Novaci 2005 FK Novaci 2005 - FK Gostivar FK Gostivar -:-
20/08/2014 11 Oktomvri 11 Oktomvri - KF Shkupi KF Shkupi -:-
20/08/2014 Bregalnica Delcevo - FK Drita FK Drita -:-
20/08/2014 FK Belasica FK Belasica - Napredok Kičevo Napredok Kičevo -:-
20/08/2014 Kamenica Sasa Kamenica Sasa - FK Renova FK Renova -:-
20/08/2014 FK Vlazrimi FK Vlazrimi - Vardar Skopje Vardar Skopje -:-
20/08/2014 Mladost Carev Dvor - FK Bregalnica Štip FK Bregalnica Štip -:-
20/08/2014 Pobeda / Krivogaštani - Metalurg Skopje Metalurg Skopje -:-