| an | vainqueur | Pays | ||
|---|---|---|---|---|
| 2025 |
|
Cavalier FC |
|
Jamaïque |
| 2024 |
|
Cavalier FC |
|
Jamaïque |
| 2023 |
|
Mount Pleasant Academy |
|
Jamaïque |
| 2022 |
|
Harbour View |
|
Jamaïque |
| 2021 |
|
Cavalier FC |
|
Jamaïque |
| 2020 |
|
No Champion |
|
|
| 2019 |
|
Portmore United |
|
Jamaïque |
| 2018 |
|
Portmore United |
|
Jamaïque |
| 2017 |
|
Arnett Gardens |
|
Jamaïque |
| 2016 |
|
Montego Bay United FC |
|
Jamaïque |
| 2015 |
|
Arnett Gardens |
|
Jamaïque |
| 2014 |
|
Montego Bay United FC |
|
Jamaïque |
| 2013 |
|
Harbour View |
|
Jamaïque |
| 2012 |
|
Portmore United |
|
Jamaïque |
| 2011 |
|
Tivoli Gardens |
|
Jamaïque |
| 2010 |
|
Harbour View |
|
Jamaïque |
| 2009 |
|
Tivoli Gardens |
|
Jamaïque |
| 2008 |
|
Portmore United |
|
Jamaïque |
| 2007 |
|
Harbour View |
|
Jamaïque |
| 2006 |
|
Waterhouse FC |
|
Jamaïque |
| 2005 |
|
Portmore United |
|
Jamaïque |
| 2004 |
|
Tivoli Gardens |
|
Jamaïque |
| 2003 |
|
Hazard United |
|
Jamaïque |
| 2002 |
|
Arnett Gardens |
|
Jamaïque |
| 2001 |
|
Arnett Gardens |
|
Jamaïque |
| 2000 |
|
Harbour View |
|
Jamaïque |
| 1999 |
|
Tivoli Gardens |
|
Jamaïque |
| 1998 |
|
Waterhouse FC |
|
Jamaïque |
| 1997 |
|
Seba United |
|
Jamaïque |
| 1996 |
|
Violet Kickers |
|
Jamaïque |
| 1995 |
|
Reno FC |
|
Jamaïque |
| 1994 |
|
Violet Kickers |
|
Jamaïque |
| 1993 |
|
Hazard United |
|
Jamaïque |
| 1992 |
|
Wadadah FC |
|
Jamaïque |
| 1991 |
|
Reno FC |
|
Jamaïque |
| 1990 |
|
Reno FC |
|
Jamaïque |
| 1989 |
|
Boys' Town |
|
Jamaïque |
| 1988 |
|
Wadadah FC |
|
Jamaïque |
| 1987 |
|
Seba United |
|
Jamaïque |
| 1986 |
|
Boys' Town |
|
Jamaïque |
| 1985 |
|
Defence Force |
|
Jamaïque |
| 1984 |
|
Boys' Town |
|
Jamaïque |
| 1983 |
|
Tivoli Gardens |
|
Jamaïque |
| 1981 |
|
Cavalier FC |
|
Jamaïque |
| 1980 |
|
Santos |
|
Jamaïque |
| 1978 |
|
Arnett Gardens |
|
Jamaïque |
| 1977 |
|
Santos |
|
Jamaïque |
| 1976 |
|
Santos |
|
Jamaïque |
| 1975 |
|
Santos |
|
Jamaïque |
| 1974 |
|
Santos |
|
Jamaïque |