| Jamaica - 1ª Divisão |
| Ano | Campeão | Vice |
| 2011 | Tivoli Gardens | Boys ' Town |
| 2010 | Harbour View | Tivoli Gardens |
| 2009 | Tivoli Gardens | Portmore United |
| 2008 | Portmore United | Tivoli Gardens |
| 2007 | Harbour View | Portmore United |
| 2006 | Waterhouse | Harbour View |
| 2005 | Portmore United | Tivoli Gardens |
| 2004 | Tivoli Gardens | Harbour View |
| 2003 | Hazard United | Arnett Gardens |
| 2002 | Arnett Gardens FC | Hazard United |
| 2001 | Arnett Gardens FC | Waterhouse |
| 2000 | Harbour View | Waterhouse |
| 1999 | Tivoli Gardens | Harbour View |
| 1998 | Waterhouse | Seba United |
| 1997 | Seba United | Arnett Gardens |
| 1996 | Violet Kickers | Reno FC |
| 1995 | Reno FC | Constant Spring |
| 1994 | Violet Kickers | Seba United |
| 1993 | Hazard United | Arnett Gardens |
| 1992 | Wadadah | Reno FC |
| 1991 | Reno FC | Arnett Gardens |
| 1990 | Reno FC | Black Lions |
| 1989 | Boys Town | Seba United |
| 1988 | Wadadah | Reno FC |
| 1987 | Seba United | Boys Town |
| 1986 | Boys Town | Harbour View |
| 1985 | Jamaica Defence Force | Seba United |
| 1984 | Boys Town | Tivoli Gardens |
| 1983 | Tivoli Gardens | Santos |
| 1982 | não houve disputa | -- |
| 1981 | Cavalier FC | Thunderbolts FC |
| 1980 | Santos | Cavalier |
| 1979 | não finalizado | -- |
| 1978 | Arnett Gardens FC | Harbour View |
| 1977 | Santos | Cavalier |
| 1976 | Santos | Cavalier |
| 1975 | Santos | Boys Town |
| 1974 | Santos | Boys Town |
