1909 – Jamaica College

1910 – Jamaica College

1911 – No competition

1912 – St George’s College

1913 – Jamaica College

1914 – Jamaica College

1915 – Jamaica College

1916 – Jamaica College

1917 – Jamaica College

1918 – Jamaica College

1919 – Jamaica College

1920 – St George’s College

1921 – Jamaica College

1922 – Jamaica College

1923 – Wolmer’s Boys’

1924 – Wolmer’s Boys’

1925 – Wolmer’s Boys’

1926 – Wolmer’s Boys’

1927 – St George’s College

1928 – St George’s College

1929 – St George’s College

1930 – Wolmer’s Boys

1931 – Wolmer’s Boys

1932 – St George’s College

1933 – Jamaica College

1934 – Jamaica College

1935 – St George’s College

1936 – St George’s College

1937 – St George’s College

1938 – Wolmer’s Boys’

1939 – Wolmer’s Boys’

1940 – Jamaica College

1941 – Jamaica College

1942 – Jamaica College

1943 – Calabar High

1944 – No competition

1945 – St George’s College

1946 – Jamaica College

1947 – St George’s College

1948 – St George’s College

1949 – Kingston College

1950 – Kingston College

1951 – Kingston College

1952 – Kingston College

1953 – Excelsior

1954 – No competition

1955 – St George’s College

1956 – St George’s College

1957 – Kingston College

1958 – Kingston College

1959 – St George’s College

1960 – No competition

1961 – Jamaica College

1962 – Jamaica College

1963 – Jamaica College

1964 – Kingston College

1965 – Kingston College

1966 – No competition

1967 – Kingston College

1968 – Jamaica College

1969 – Excelsior

1970 – Kingston College

1971 – Wolmer’s Boys’

1972 – No competition

1973 – No competition

1974 – Jamaica College

1975 – Kingston College

1976 – Tivoli

1977 – Calabar High

1978 – Camperdown

1979 – Camperdown

1980 – Excelsior

1981 – Kingston College

1982 – Camperdown

1983 – St George’s College

1984 – St George’s College

1985 – Kingston College

1986 – Kingston College

1987 – STATHS

1988 – Charlie Smith

1989 – Excelsior

1990 – Charlie Smith

1991 – Ardenne

1992 – St George’s College

1993 – Excelsior

1994 – Wolmer’s Boys’

1995 – Charlie Smith

1996 – Norman Manley

1997 – No competition

1998 – Dunoon

1999 – Tivoli Gardens Comprehensive

2000 – Norman Manley

2001 – Bridgeport

2002 – Norman Manley

2003 – Excelsior

2004 – Excelsior

2005 – Calabar High

2006 – Bridgeport

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 – ??