Winner of the Cup of Macedonia

	1992/93	Vardar
	1993/94	Sileks
	1994/95	Vardar
	1995/96	Sloga
	1996/97	Sileks
	1997/98	Vardar
	1998/99	Vardar
	1999/00	Sloga J.
	2000/01	Pelister
	2001/02	Pobeda
	2002/03	Cementarnica 55
	2003/04	Sloga J.
	2004/05	Bashkimi
	2005/06	Makedonija Gj. P.
	2006/07	Vardar
	2007/08	Rabotnicki Kometal

16-final	date
	17.09.2008
Fortuna Pobeda
Ohrid 2004 Bashkimi
Bregalnica Horizont-Turnovo
Vardino M.Acev Milano
Karaorman Belasica
Gostivar Miravci
Teteks Makedonija Gj.P.
Lokomotiva Rabotnichki Kometal
Nov Milenium Cementarnica 55
Kravari Shkendija HB
Babuna Vardar
Sloga Jugomagnat Renova
11 Oktomvri Metalurg
Vlazrimi Sileks
Kozhuv Pelister
Drita Napredok

8-final	date	date

4-final	date	date

semifinal	date	date

final	date