The Manning Cup is an annual football competition played between high schools located in the Kingston, St Andrew and and St Catherine parishes of Jamaica. It is a highly anticipated event sparking intense rivalry between the schools. The competition is named after William Henry Manning, who served as Governor of Jamaica between from 1913 to 1918. The first games were played in 1909. It was won by Jamaica College, Jamaica's third oldest school, established in 1789. The school has since won the most cups since the competition began.
| Year | Winner | Year | Winner | Year | Winner |
|---|---|---|---|---|---|
| 2023 | Mona High | 2022 | Jamaica College | ||
| 2021 | Kingston College | 2020 | No competition | 2019 | Jamaica College |
| 2018 | Kingston College | 2017 | Jamaica College | 2016 | Jamaica College |
| 2015 | Jamaica College | 2014 | Jamaica College | 2013 | Jamaica College |
| 2012 | St George's College | 2011 | St George's College | 2010 | Jamaica College |
| 2009 | St George's College | 2008 | St George's College | 2007 | Jamaica College |
| 2006 | Bridgeport | 2005 | Calabar High | 2004 | Excelsior High |
| 2003 | Excelsior High | 2002 | Norman Manley | 2001 | Bridgeport |
| 2000 | Norman Manley | 1999 | Tivoli Gardens High | 1998 | Dunoon |
| 1997 | No competition | 1996 | Norman Manley | 1995 | Charlie Smith |
| 1994 | Wolmer's Boys | 1993 | Excelsior High | 1992 | St George's College |
| 1991 | Ardenne | 1990 | Charlie Smith | 1989 | Excelsior High |
| 1988 | Charlie Smith | 1987 | STATHS | 1986 | Kingston College |
| 1985 | Kingston College | 1984 | St George's College | 1983 | St George's College |
| 1982 | Camperdown High | 1981 | Kingston College | 1980 | Excelsior High |
| 1979 | Camperdown High | 1978 | Camperdown High | 1977 | Calabar High |
| 1976 | Tivoli Gardens High | 1975 | Kingston College | 1974 | Jamaica College |
| 1973 | No competition | 1972 | No competition | 1971 | Wolmer's Boys |
| 1970 | Kingston College | 1969 | Excelsior High | 1968 | Jamaica College |
| 1967 | Kingston College | 1966 | No competition | 1965 | Kingston College |
| 1964 | Kingston College | 1963 | Jamaica College | 1962 | Jamaica College |
| Year | Winner | Year | Winner | Year | Winner |
|---|---|---|---|---|---|
| 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 High |
| 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 |