This list of champion high schools is based on the annual winners of the various football competitions held in Jamaica.
The following table shows the lists of winners in the contested finals for the various competitions held.
| Legend | |
|---|---|
| Colour | Description |
| Corporate Area | Olivier Shield is held by a corporate area school. |
| Rural | Olivier Shield is held by a rural area school. |
| Shared | Olivier Shield is shared. |
| no competition | No competition was contested (see Notes). |
| Year | Manning Cup | Walker Cup (since 1961) | DaCosta Cup | Ben Francis Cup (since 1982) | Olivier Shield |
|---|---|---|---|---|---|
| 1909 | Jamaica College | Jamaica College | |||
| 1910 | Jamaica College | Jamaica College | |||
| 1911 | no competition | Munro College (was Potsdam College) | |||
| 1912 | St. George’s College | St. George’s College | |||
| 1913 | Jamaica College | Jamaica College | |||
| 1914 | Jamaica College | Munro College (was Potsdam College) | |||
| 1915 | Jamaica College | Jamaica College | |||
| 1916 | Jamaica College | Jamaica College | |||
| 1917 | Jamaica College | Jamaica College | |||
| 1918 | Jamaica College | Jamaica College | |||
| 1919 | Jamaica College | Munro College | Jamaica College & Munro College | ||
| 1920 | St. George's College | Munro College | St. George's College & Munro College | ||
| 1921 | Jamaica College | Munro College | Jamaica College | ||
| 1922 | Jamaica College | Jamaica College | |||
| 1923 | Wolmer's Boys | Munro College | Munro College | ||
| 1924 | Wolmer’s Boys | Munro College | Munro College | ||
| 1925 | Wolmer’s Boys | Munro College | Munro College | ||
| 1926 | Wolmer’s Boys | Wolmer’s Boys | |||
| 1927 | St. George’s College | Munro College | Munro College | ||
| 1928 | St. George’s College | St. George’s College | |||
| 1929 | St. George’s College | Cornwall College | Cornwall College | ||
| 1930 | Wolmer’s Boys | Cornwall College | Cornwall College | ||
| 1931 | Wolmer’s Boys | Cornwall College | Cornwall College | ||
| 1932 | St. George’s College | Munro College | Munro College | ||
| 1933 | Jamaica College | Munro College | Munro College | ||
| 1934 | Jamaica College | Munro College | Munro College | ||
| 1935 | St. George’s College | St. George’s College | |||
| 1936 | St. George’s College | Munro College | Munro College | ||
| 1937 | St. George’s College | St. George’s College | |||
| 1938 | Wolmer’s Boys | Wolmer’s Boys and Munro College | |||
| 1939 | Wolmer’s Boys | Munro College | Munro College | ||
| 1940 | Jamaica College | Cornwall College | Cornwall College | ||
| 1941 | Jamaica College | Munro College | Munro College | ||
| 1942 | Jamaica College | Jamaica College | |||
| 1943 | Calabar High | Munro College | Munro College | ||
| 1944a[›] | no competition | no competition | no competition | ||
| 1945 | St. George’s College | Munro College | Munro College | ||
| 1946 | Jamaica College | Jamaica College | |||
| 1947 | St. George’s College | St. George’s College | |||
| 1948 | St. George’s College | St. George’s College | |||
| 1949 | Kingston College | Kingston College | |||
| 1950 | Kingston College | Munro College | Munro College | ||
| 1951 | Kingston College | Munro College | Munro College | ||
| 1952 | Kingston College | Munro College | Kingston College | ||
| 1953 | Excelsior | Cornwall College | Cornwall College | ||
| 1954b[›] | no competition | no competition | no competition | ||
| 1955 | St. George’s College | Cornwall College | Cornwall College | ||
| 1956 | St. George’s College | Cornwall College | St. George’s College | ||
| 1957 | Kingston College | Munro College | Kingston College | ||
| 1958 | Kingston College | Cornwall College | Cornwall College | ||
| 1959 | St. George’s College | Cornwall College | St. George’s College & Cornwall College | ||
| 1960c[›] | no competition | no competition | no competition | ||
| 1961 | Jamaica College | St. George’s College | Munro College | Jamaica College | |
| 1962 | Jamaica College | K.T.H.S. | Munro College | Jamaica College | |
| 1963 | Jamaica College | Kingston College | Cornwall College | Cornwall College | |
| 1964 | Kingston College | Kingston College | Munro College | Kingston College | |
| 1965 | Kingston College | Kingston College | Vere Technical | Kingston College | |
| 1966d[›] | no competition | no competition | no competition | no competition | |
| 1967 | Kingston College | Excelsior | Vere Technical | Vere Technical | |
| 1968 | Jamaica College | Excelsior | Vere Technical | Vere Technical | |
| 1969 | Excelsior | Trench Town | Vere Technical | Vere Technical | |
| 1970 | Kingston College | Kingston College | Vere Technical | Vere Technical | |
| 1971 | Wolmer’s Boys | Wolmer’s Boys | Vere Technical | Wolmer’s Boys | |
| 1972e[›] | no competition | no competition | no competition | no competition | |
| 1973d[›] | no competition | no competition | no competition | no competition | |
| 1974 | Jamaica College | Calabar High | ST.E.T.H.S. | Jamaica College | |
| 1975 | Kingston College | Kingston College | Vere Technical | Kingston College | |
| 1976 | Tivoli | Wolmer's | Vere Technical | Vere Technical | |
| 1977 | Calabar High | Kingston College | Clarendon College | Clarendon College | |
| 1978 | Camperdown | Tivoli | Clarendon College | Clarendon College | |
| 1979 | Camperdown | Excelsior | Dinthill | Camperdown | |
| 1980 | Excelsior | Excelsior | Vere Technical | Vere Technical | |
| 1981 | Kingston College | K.T.H.S. | Dinthill | Kingston College & Dinthill | |
| 1982 | Camperdown | Camperdown | Cornwall College | Vere Technical | Camperdown |
| 1983 | St. George’s College | St. George’s College | Cornwall College | Cornwall College | Cornwall College |
| 1984 | St. George’s College | St. George’s College | Rusea’s | Cornwall College | St. George’s College |
| 1985 | Kingston College | St. George’s College | Rusea’s | Rusea’s | Kingston College & Rusea’s |
| 1986 | Kingston College | Meadowbrook | Herbert Morrison | Herbert Morrison | Kingston College |
| 1987 | ST.A.T.H.S. | Kingston College | Rusea’s | Rusea’s | ST.A.T.H.S. |
| 1988 | Charlie Smith | Camperdown | Herbert Morrison | Herbert Morrison | Charlie Smith |
| 1989 | Excelsior | Meadowbrook | Rusea’s | Clarendon College | Rusea’s |
| 1990 | Charlie Smith | Excelsior | Rusea’s | Clarendon College | Charlie Smith & Rusea’s |
| 1991 | Ardenne | St. George’s College | Clarendon College | Cornwall College | Ardenne |
| 1992 | St. George’s College | St. George’s College | Rusea’s | Rusea’s | Rusea’s |
| 1993 | Excelsior | St. George’s College | Rusea’s | Glenmuir High | Excelsior & Rusea’s |
| 1994 | Wolmer’s Boys | Tivoli | Clarendon College | Glenmuir High | Wolmer’s Boys |
| 1995 | Charlie Smith | Charlie Smith | Cornwall College | Cornwall College | Charlie Smith |
| 1996 | Norman Manley | Tivoli | Clarendon College | Rusea’s | Norman Manley |
| 1997c[›] | no competition | no competition | no competition | no competition | no competition |
| 1998 | Dunoon | Dunoon | Clarendon College | Clarendon College | Clarendon College & Dunoon |
| 1999 | Tivoli | Jonathan Grant | ST.E.T.H.S. | Glenmuir High | ST.E.T.H.S. |
| 2000 | Norman Manley | Kingston College | Cornwall College | Cornwall College | Norman Manley |
| 2001 | Bridgeport | Bridgeport | Cornwall College | Cornwall College | Cornwall College |
| 2002 | Norman Manley | Charlie Smith | Rusea’s | Old Harbour | Rusea’s |
| 2003 | Excelsior | St. Jago | Frome | Cornwall College | Excelsior |
| 2004 | Excelsior | Excelsior | Glenmuir High | Glenmuir High | Glenmuir High |
| 2005 | Calabar High | Tivoli | Godfrey Stewart | Glenmuir High | Calabar High |
| 2006 | Bridgeport | Eltham | Glenmuir High | Frome | Bridgeport & Glenmuir High |
| 2007 | Jamaica College | Calabar High | Garvey Maceo High | Garvey Maceo High | Jamaica College |
| 2008 | St. George’s College | Excelsior | St. James High | St. James High | St. George’s College |
| 2009 | St. George’s College | Jamaica College | ST.E.T.H.S. | Glenmuir High | St. George’s College |
| 2010 | Jamaica College | Jamaica College | Rusea’s | ST.E.T.H.S. | Jamaica College |
| 2011 | St. George’s College | St. George’s College | Rusea's | ST.E.T.H.S. | St. George’s College |
| Year | Manning Cup | Walker Cup (since 1961) | DaCosta Cup | Ben Francis Cup (since 1982) | Olivier Shield |
^ a: No competition due to World War II
^ b: Abandoned due to Polio outbreak)
^ c: Abandoned due to school violence
^ d: No competition
^ e: Abandoned due to shooting incident in Montego Bay