| Season | Winner |
| 2016/2017 | Manchester Utd |
| 2015/2016 | Arsenal |
| 2014/2015 | Arsenal |
| 2013/2014 | Manchester Utd |
| 2012/2013 | Manchester City |
| 2011/2012 | Manchester Utd |
| 2010/2011 | Manchester Utd |
| 2009/2010 | Chelsea |
| 2008/2009 | Manchester Utd |
| 2007/2008 | Manchester Utd |
| 2006/2007 | Liverpool |
| 2005/2006 | Chelsea |
| 2004/2005 | Arsenal |
| 2003/2004 | Manchester Utd |
| 2002/2003 | Arsenal |
| Previously Knows As The English Charity Shield | |
| 2001/2002 | Liverpool |
| 2000/2001 | Chelsea |
| 1999/2000 | Arsenal |
| 1998/1999 | Arsenal |
| 1997/1998 | Manchester Utd |
| 1996/1997 | Manchester Utd |
| 1995/1996 | Everton |
| 1994/1995 | Manchester Utd |
| 1993/1994 | Manchester Utd |
| 1992/1993 | Leeds Utd |
| 1991/1992 | Arsenal/ |
| 1990/1991 | Liverpool/ |
| 1989/1990 | Liverpool |
| 1988/1989 | Liverpool |
| 1987/1988 | Everton |
| 1986/1987 | Everton/ |
| 1985/1986 | Everton |
| 1984/1985 | Everton |
| 1983/1984 | Manchester Utd |
| 1982/1983 | Liverpool |
| 1981/1982 | Aston Villa/ |
| 1980/1981 | Liverpool/ |
| 1979/1980 | Liverpool |
| 1978/1979 | Nottingham For |
| 1977/1978 | Liverpool/ |
| 1976/1977 | Liverpool |
| 1975/1976 | Derby Co |
| 1974/1975 | Liverpool |
| 1973/1974 | Burnley |
| 1972/1973 | Manchester City |
| 1971/1972 | Leicester City |
| 1970/1971 | Everton |
| 1969/1970 | Leeds Utd |
| 1968/1969 | Manchester City |
| 1967/1968 | Manchester Utd/ |
| 1966/1967 | Liverpool |
| 1965/1966 | Manchester Utd/ |
| 1964/1965 | Liverpool/ |
| 1963/1964 | Everton |
| 1962/1963 | Tottenham H |
| 1961/1962 | Tottenham H |
| 1960/1961 | Burnley/ |
| 1959/1960 | Wolverhampton W |
| 1958/1959 | Bolton Wan |
| 1957/1958 | Manchester Utd |
| 1956/1957 | Manchester Utd |
| 1955/1956 | Chelsea |
| 1954/1955 | Wolverhampton W/ |
| 1953/1954 | Arsenal |
| 1952/1953 | Manchester Utd |
| 1951/1952 | Tottenham H |
| 1950/1951 | England XI |
| 1949/1950 | Portsmouth/ |
| 1948/1949 | Arsenal |
| 1947/1948 | ) |
| 1946/1947 | ) |
| 1945/1946 | ) |
| 1944/1945 | ) |
| 1943/1944 | ) No Games |
| 1942/1943 | ) |
| 1941/1942 | ) |
| 1940/1941 | ) |
| 1939/1940 | ) |
| 1938/1939 | Arsenal |
| 1937/1938 | Manchester City |
| 1936/1937 | Sunderland |
| 1935/1936 | Sheffield Wed |
| 1934/1935 | Arsenal |
| 1933/1934 | Arsenal |
| 1932/1933 | Everton |
| 1931/1932 | Arsenal |
| 1930/1931 | Arsenal |
| 1929/1930 | Professionals |
| 1928/1929 | Everton |
| 1927/1928 | Cardiff City |
| 1926/1927 | Amateurs |
| 1925/1926 | Amateurs |
| 1924/1925 | Professionals |
| 1923/1924 | Professionals |
| 1922/1923 | Huddersfield T |
| 1921/1922 | Tottenham H |
| 1920/1921 | West Brom Alb |
| 1919/1920 | ) |
| 1918/1919 | ) |
| 1917/1918 | ) No Games |
| 1916/1917 | ) |
| 1915/1916 | ) |
| 1914/1915 | ) |
| 1913/1914 | Professionals |
| 1912/1913 | Blackburn Rov |
| 1911/1912 | Manchester Utd |
| 1910/1911 | Brighton & HA |
| 1909/1910 | Newcastle Utd |
| 1908/1909 | Manchester Utd |