English Community | Charity Shield Winners
| Year | Winner | Runner Up |
|---|---|---|
| 1908 | Manchester United | Queens Park Rangers |
| 1909 | Newcastle United | Northampton Town |
| 1910 | Brighton and Hove Albion | Aston Villa |
| 1911 | Manchester United | Swindon Town |
| 1912 | Blackburn Rovers | Queens Park Rangers |
| 1913 | Professionals | Amateurs |
| 1914 | WW1 | |
| 1920 | West Bromwich Albion | Tottenham Hotspur |
| 1921 | Tottenham Hotspur | Burnley |
| 1922 | Huddersfield Town | Liverpool |
| 1923 | Professionals | Amateurs |
| 1924 | Professionals | Amateurs |
| 1925 | Amateurs | Professionals |
| 1926 | Amateurs | Professionals |
| 1927 | Cardiff City | Corinthians |
| 1928 | Everton | Blackburn Rovers |
| 1929 | Professionals | Amateurs |
| 1930 | Arsenal | Sheffield Wednesday |
| 1931 | Arsenal | West Bromwich Albion |
| 1932 | Everton | Newcastle United |
| 1933 | Arsenal | Everton |
| 1934 | Arsenal | Manchester City |
| 1935 | Sheffield Wednesday | Arsenal |
| 1936 | Sunderland | Arsenal |
| 1937 | Manchester City | Sunderland |
| 1938 | Arsenal | Preston North End |
| 1939 | Portsmouth | Wolverhampton Wanderers |
| 1940 | WW2 | |
| 1946 | Derby | Charlton |
| 1947 | Charlton | Burnley |
| 1948 | Arsenal | Manchester United |
| 1949 | Portsmouth | Wolverhampton Wanderers |
| 1950 | World Cup Team | Canadian Touring Team |
| 1951 | Tottenham Hotspur | Newcastle United |
| 1952 | Manchester United | Newcastle United |
| 1953 | Arsenal | Blackpool |
| 1954 | Wolverhamton Wanderers | West Bromwich Albion |
| 1955 | Chelsea | Newcastle United |
| 1956 | Manchester United | Manchester City |
| 1957 | Manchester United | Aston Villa |
| 1958 | Bolton Wanderers | Wolverhampton Wanderers |
| 1959 | Wolverhampton Wanderers | Nottingham Forest |
| 1960 | Burnley | Wolverhampton Wanderers |
| 1961 | Tottenham Hotspur | F.A. XI |
| 1962 | Tottenham Hotspur | Ipswich Town |
| 1963 | Everton | Manchester United |
| 1964 | Liverpool | West Ham United |
| 1965 | Manchester United | Liverpool |
| 1966 | Liverpool | Everton |
| 1967 | Manchester United | Tottenham Hotspur |
| 1968 | Manchester City | West Bromwich Albion |
| 1969 | Leeds United | Manchester City |
| 1970 | Everton | Chelsea |
| 1971 | Leicester City | Liverpool |
| 1972 | Manchester City | Aston Villa |
| 1973 | Burnley | Manchester City |
| 1974 | Liverpool | Leeds United |
| 1975 | Derby County | West Ham United |
| 1976 | Liverpool | Southampton |
| 1977 | Liverpool | Manchester United |
| 1978 | Nottingham Forest | Ipswich Town |
| 1979 | Liverpool | Arsenal |
| 1980 | Liverpool | West Ham United |
| 1981 | Aston Villa | Tottenham Hotspur |
| 1982 | Liverpool | Tottenham Hotspur |
| 1983 | Manchester United | Liverpool |
| 1984 | Everton | Liverpool |
| 1985 | Everton | Manchester United |
| 1986 | Everton | Liverpool |
| 1987 | Everton | Coventry City |
| 1988 | Liverpool | Wimbledon |
| 1989 | Liverpool | Arsenal |
| 1990 | Liverpool | Manchester United |
| 1991 | Arsenal | Tottenham Hotspur |
| 1992 | Leeds United | Liverpool |
| 1993 | Manchester United | Arsenal |
| 1994 | Manchester United | Blackburn Rovers |
| 1995 | Everton | Blackburn Rovers |
| 1996 | Manchester United | Newcastle United |
| 1997 | Manchester United | Chelsea |
| 1998 | Arsenal | Manchester United |
| 1999 | Arsenal | Manchester United |
| 2000 | Chelsea | Manchester United |
| 2001 | Liverpool | Manchester United |
| 2002 | Arsenal | Liverpool |
| 2003 | Manchester United | Arsenal |
| 2004 | Arsenal | Manchester United |
| 2005 | Chelsea | Arsenal |
| 2006 | Liverpool | Chelsea |
| 2007 | Manchester United | Chelsea |
| 2008 | Manchester United | Portsmouth |
| 2009 | Chelsea | Manchester United |
| 2010 | Manchester United | Chelsea |
| 2011 | Manchester United | Manchester City |
| 2012 | Manchester City | Chelsea |
| 2013 | Manchester United | Wigan Athletic |
| 2014 | Arsenal | Manchester City |
| 2015 | Arsenal | Chelsea |
| 2016 | Manchester United | Leicester City |
| 2017 | Arsenal | Chelsea |
| 2018 | Manchester City | Chelsea |
| 2019 | Manchester City | Liverpool |
| 2020 | Arsenal | Liverpool |
