1974/1975 - Santos

1975/1976 - Santos

1976/1977 - Santos

1977/1978 - Arnett Gardens

1979/1980 - Santos

1980/1981 - Cavaliers

1982/1983 - Tivoli Gardens

1983/1984 - Boys Town

1984/1985 - Jamaica Defence Force

1985/1986 - Boys Town

1986/1987 - Seba United

1987/1988 - Wadadah

1988/1989 - Seba United

1989/1990 - Reno

1990/1991 - Reno

1991/1992 - Wadadah

1992/1993 - Hazard United

1993/1994 - Violet Kickers

1994/1995 - Reno

1995/1996 - Violet Kickers

1996/1997 - Seba United

1997/1998 - Waterhouse

1998/1999 - Tivoli Gardens

1999/2000 - Harbour View

2000/2001 - Arnett Gardens

2001/2002 - Arnett Gardens

2002/2003 - Hazard United

2003/2004 - Tivoli Gardens

2004/2005 - Portmore United

2005/2006 - Waterhouse

2006/2007 - Harbour View

2007/2008 - Portmore United

2008/2009 - Tivoli Gardens

2009/2010 - Harbour View