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
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