Finals:

1993 Skopje Gradski Vardar – Pelister 1:0
1994 Skopje Gradski Sileks – Pelister 1:1 (4:2 pso)
1995 Skopje Gradski Vardar – Sileks 2:1
1996 Skopje Gradski Sloga Jugomagnat – Vardar 0:0 (5:3 pso)
1997 Kavadarci Gradski Sileks – Sloga Jugomagnat 4:1
1998 Skopje Gradski Vardar – Sloga Jugomagnat 2:0
1999 Skopje Gradski Vardar – Sloga Jugomagnat 2:0
2000 Prilep Goce Delchev Pobeda – Sloga Jugomagnat 0:6
2001 Skopje Gradski Pelister – Sloga Jugomagnat 2:1
2002 Strumica Mladost Pobeda – Cementarnica 55 3:1
2003 Skopje Gradski Cementarnica 55 – Sloga Jugomagnat 4:4 (3:2 pso)
2004 Skopje Gradski Sloga Jugomagnat – Napredok 1:0
2005 Skopje Gradski Bashkimi – Madjari Solidarnost 2:1
2006 Skopje Gradski Makedonija GjP – Shkendija 3:2
2007 Skopje Gradski Pobeda – Vardar 1:2
2008 Skopje Gradski Milano – Rabotnichki 0:2
2009 Skopje Gradski Makedonija GjP – Rabotnichki 1:1 (5:6 pso)
2010 Skopje Gradski Rabotnichki – Teteks 2:3
2011 Prilep Goce Delchev Metalurg – Teteks 2:0
2012 Shtip Gradski Rabotnichki – Renova 1:3
2013 Skopje Philip II of Macedon Teteks – Shkendija 1:1 (6:5 pso)
2014 Skopje Philip II of Macedon Rabotnichki – Metalurg 2:0
2015 Skopje Philip II of Macedon Teteks – Rabotnichki 1:2 match report
2016 Skopje Philip II of Macedon Rabotnichki – Shkendija 0:2 match report
2017 Strumica Mladost Shkendija – Pelister 0:0 (3:4 pso) match report
2018 Strumica Mladost Pelister – Shkendija 0:3 match report
2019

 

Titles:

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5 – Vardar
4 – Rabotnichki
3 – Sloga Jugomagnat
2 – Pelister, Shkendija, Sileks, Teteks
1 – Bashkimi, Cementarnica 55, Makedonija GjP, Metalurg, Pobeda, Renova

Finals played:

8 – Sloga Jugomagnat
7 – Rabotnichki
6 – Vardar
5 – Pelister, Shkendija
4 – Teteks
3 – Pobeda, Sileks
2 – Cementarnica 55, Makedonija GjP, Metalurg

Host cities:

19 – Skopje
3 – Strumica
2 – Prilep,
1 – Kavadarci, Shtip