1. Round
19/08/2014 16:00 11 Oktomvri - KF Shkupi 0:9 (0:4)
20/08/2014 16:00 FK Fortuna - FK Turnovo 0:8 (0:0)
16:00 Rabotnik Djumajlija - Sileks Kratovo 0:3 dec.
16:00 FK Miravci - Makedonija GP 2:1
16:00 FK Goblen - FK Teteks 0:3 (0:1)
16:00 FK Novaci 2005 - KF Gostivari 0:5 (0:2)
16:00 Bregalnica Delcevo - FK Drita 1:4
16:00 FK Belasica - Napredok Kičevo 2:4 (1:1, 1:1) pso
16:00 Kamenica Sasa - FK Renova 0:2
16:00 FK Vlaznimi - Vardar Skopje 1:9 (0:2)
16:00 Mladost Carev Dvor - FK Bregalnica Štip 0:1
16:00 FK Viktorija - Metalurg Skopje 3:2
21/08/2014 16:00 FK Vulkan - FK Pelister 0:2 (0:0)
Round of 16
24/09/2014 14:30 KF Shkëndija 79 - Vardar Skopje 2:1
14:30 FK Miravci - Napredok Kičevo 0:0
14:30 FK Pelister - FK Rabotnički 0:0
14:30 KF Gostivari - FK Renova 1:4 (1:2)
14:30 FK Viktorija - FK Drita 1:0
14:30 FK Turnovo - FK Bregalnica Štip 0:0
14:30 Sileks Kratovo - FK Gorno Lisiče 1:1
14:30 KF Shkupi - FK Teteks 1:1
14/10/2014 11:00 FK Renova - KF Gostivari 1:0 (1:0)
14:00 Napredok Kičevo - FK Miravci 1:5 (0:2)
14:00 FK Drita - FK Viktorija 3:1 (0:0, 1:1) pso
14:00 FK Bregalnica Štip - FK Turnovo 3:4 (0:0, 0:0) pso
14:00 FK Gorno Lisiče - Sileks Kratovo 0:0 (0:0)
14:00 FK Teteks - KF Shkupi 1:0 (1:0)
21/10/2014 13:30 FK Rabotnički - FK Pelister 3:1 (1:0)
22/10/2014 14:00 Vardar Skopje - KF Shkëndija 79 3:0 (3:0)
Quarter-finals
18/11/2014 12:00 Vardar Skopje - FK Renova 3:1 (1:1)
12:00 FK Turnovo - FK Drita 5:0 (2:0)
12:00 FK Miravci - FK Teteks 1:0 (0:0)
26/11/2014 12:00 FK Gorno Lisiče - FK Rabotnički 3:2 (1:2)
04/12/2014 12:00 FK Drita - FK Turnovo 0:1 (0:0)
12:00 FK Teteks - FK Miravci 5:0 (1:0)
06/12/2014 12:00 FK Renova - Vardar Skopje 2:0
12:00 FK Rabotnički - FK Gorno Lisiče 3:1
Semi-finals
18/03/2015 13:00 FK Rabotnički - FK Renova 2:1 (1:0)
13:00 FK Teteks - FK Turnovo 2:1 (1:0)
15/04/2015 15:00 FK Renova - FK Rabotnički 1:1 (0:0)
15:00 FK Turnovo - FK Teteks 2:4 (0:1, 2:1) pso
Final
20/05/2015 19:00 FK Rabotnički - FK Teteks 2:1 (0:1)
Kup na Makedonija
Kup na Makedonija