1909 Jamaica College

1910 Jamaica College

1911 Potsdam College (Munro)

1912 St George’s College

1913 Jamaica College

1914 Potsdam College

1915 Jamaica College

1916 Jamaica College

1917 Jamaica College

1918 Jamaica College

1919 Jamaica College and Munro College

1920 St George’s College and Munro College

1921 Jamaica College

1922 Jamaica College

1923 Munro College

1924 Munro College

1925 Munro College

1926 Wolmer’s Boys

1927 Munro College

1928 St George’s College

1929 Cornwall College

1930 Cornwall College

1931 Cornwall College

1932 Munro College

1933 Munro College

1934 Munro College

1935 St George’s College

1936 Munro College

1937 St George’s College

1938 Wolmer’s Boys’ and Munro College

1939 Munro College

1940 Cornwall College

1941 Munro College

1942 Jamaica College

1943 Munro College

1944 no competition

1945 Munro College

1946 Jamaica College

1947 St George’s College

1948 St George’s College

1949 Kingston College

1950 Munro College

1951 Munro College

1952 Kingston College

1953 Cornwall College

1954 No Competition

1955 Cornwall College

1956 St George’s College

1957 Kingston College

1958 Cornwall College

1959 Cornwall College and St George’s College

1960 No competition

1961 Jamaica College

1962 Jamaica College

1963 Cornwall College

1964 Kingston College

1965 Kingston College

1966 No competition

1967 Vere Technical

1968 Vere Technical

1969 Vere Technical

1970 Vere Technical

1971 Wolmer’s Boys’

1972 No competition

1973 No competition

1974 Jamaica College

1975 Kingston College

1976 Camperdown and Vere Technical

1977 Clarendon College

1978 Clarendon College

1979 Camperdown

1980 Vere Technical

1981 Dinthill Technical

1982 Camperdown

1983 Cornwall College

1984 St George’s College

1985 Rusea’s and Kingston College

1986 Kingston College

1987 St Andrew Technical

1988 Charlie Smith

1989 Rusea’s

1990 Rusea’s and Charlie Smith

1991 Ardenne

1992 Rusea’s

1993 Rusea’s and Excelsior

1994 Wolmer’s

1995 Charlie Smith

1996 Norman Manley

1997 No Competition

1998 Clarendon College/Dunoon Technical

1999 STETHS

2000 Norman Manley

2001 Cornwall College

2002 Rusea’s High

2003 Excelsior

2004 Glenmuir High

2005 Calabar High

2006 Bridgeport 1-1 n/p Glenmuir High [trophy shared]

2007- Jamaica College

2008- St George’s College

2009- St George’s College

2010- Jamaica College

2011- St George’s College

2012- St George’s College

2013- Jamaica College

2014- Jamaica College

2015- Jamaica College

2016- Jamaica College

2017- Jamaica College

2018- Clarendon College

2019- Clarendon College

2020-No competition (COVID-19)

2021-22 – Kingston College