| 歴代チャリティ・シールド優勝チーム |
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| ２０世紀 |
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| 年 | 優勝 | 準優勝 | スコア |
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| 1908 | Manchester United | Queens Park Rangers | 1-1, 4-0 |
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| 1909 | Newcastle United | Northampton Town | 2-0 |
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| 1910 | Brighton and Hove Albion | Aston Villa | 1-0 |
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| 1911 | Manchester United | Swindon Town | 8-4 |
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| 1912 | Blackburn Rovers | Queens Park Rangers | 2-1 |
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| 1913 | Professionals | Amateurs | 7-2 |
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| 1914 - 1919 第一次世界大戦により中断 |
| 1920 | West Bromwich Albion | Tottenham Hotspur | 2-0 |
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| 1921 | Tottenham Hotspur | Burnley | 2-0 |
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| 1922 | Huddersfield Town | Liverpool | 1-0 |
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| 1923 | Professionals | Amateurs | 2-0 |
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| 1924 | Professionals | Amateurs | 3-1 |
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| 1925 | Amateurs | Professionals | 6-1 |
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| 1926 | Amateurs | Professionals | 6-3 |
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| 1927 | Cardiff City | Corinthians | 2-1 |
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| 1928 | Everton | Blackburn Rovers | 2-1 |
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| 1929 | Professionals | Amateurs | 3-0 |
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| 1930 | Arsenal | Sheffield Wednesday | 2-1 |
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| 1931 | Arsenal | West Bromwich Albion | 1-0 |
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| 1932 | Everton | Newcastle United | 5-3 |
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| 1933 | Arsenal | Everton | 3-0 |
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| 1934 | Arsenal | Manchester City | 4-0 |
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| 1935 | Sheffield Wednesday | Arsenal | 1-0 |
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| 1936 | Sunderland | Arsenal | 2-1 |
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| 1937 | Manchester City | Sunderland | 2-0 |
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| 1938 | Arsenal | Preston North End | 2-1 |
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| 1939 - 1947 第二次世界大戦により中断 |
| 1948 | Arsenal | Manchester United | 4-3 |
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| 1949 | Portsmouth | Wolverhampton Wanderers | 1-1* |
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| 1950 | World Cup Team | Canadian Touring Team | 4-2 |
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| 1951 | Tottenham Hotspur | Newcastle United | 2-1 |
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| 1952 | Manchester United | Newcastle United | 4-2 |
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| 1953 | Arsenal | Blackpool | 3-1 |
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| 1954 | Wolverhamton Wanderers | West Bromwich Albion | 4-4* |
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| 1955 | Chelsea | Newcastle United | 3-0 |
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| 1956 | Manchester United | Manchester City | 1-0 |
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| 1957 | Manchester United | Aston Villa | 4-0 |
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| 1958 | Bolton Wanderers | Wolverhampton Wanderers | 4-1 |
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| 1959 | Wolverhampton Wanderers | Nottingham Forest | 3-1 |
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| 1960 | Burnley | Wolverhampton Wanderers | 2-2* |
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| 1961 | Tottenham Hotspur | F.A. XI | 3-2 |
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| 1962 | Tottenham Hotspur | Ipswich Town | 5-1 |
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| 1963 | Everton | Manchester United | 4-0 |
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| 1964 | Liverpool | West Ham United | 2-2* |
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| 1965 | Manchester United | Liverpool | 2-2* |
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| 1966 | Liverpool | Everton | 1-0 |
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| 1967 | Manchester United | Tottenham Hotspur | 3-3* |
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| 1968 | Manchester City | West Bromwich Albion | 6-1 |
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| 1969 | Leeds United | Manchester City | 2-1 |
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| 1970 | Everton | Chelsea | 2-1 |
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| 1971 | Leicester City | Liverpool | 1-0 |
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| 1972 | Manchester City | Aston Villa | 1-0 |
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| 1973 | Burnley | Manchester City | 1-0 |
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| 1974 | Liverpool | Leeds United | 1-1 [6PK5] |
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| 1975 | Derby County | West Ham United | 2-0 |
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| 1976 | Liverpool | Southampton | 1-0 |
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| 1977 | Liverpool | Manchester United | 0-0* |
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| 1978 | Nottingham Forest | Ipswich Town | 5-0 |
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| 1979 | Liverpool | Arsenal | 3-1 |
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| 1980 | Liverpool | West Ham United | 1-0 |
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| 1981 | Aston Villa | Tottenham Hotspur | 2-2* |
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| 1982 | Liverpool | Tottenham Hotspur | 1-0 |
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| 1983 | Manchester United | Liverpool | 2-0 |
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| 1984 | Everton | Liverpool | 1-0 |
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| 1985 | Everton | Manchester United | 2-0 |
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| 1986 | Everton | Liverpool | 1-1* |
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| 1987 | Everton | Coventry City | 1-0 |
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| 1988 | Liverpool | Wimbledon | 2-1 |
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| 1989 | Liverpool | Arsenal | 1-0 |
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| 1990 | Liverpool | Manchester United | 1-1* |
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| 1991 | Arsenal | Tottenham Hotspur | 0-0* |
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| 1992 | Leeds United | Liverpool | 4-3 |
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| 1993 | Manchester United | Arsenal | 1-1 [5PK4] |
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| 1994 | Manchester United | Blackburn Rovers | 2-0 |
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| 1995 | Everton | Blackburn Rovers | 1-0 |
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| 1996 | Manchester United | Newcastle United | 4-0 |
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| 1997 | Manchester United | Chelsea | 1-1 [4PK2] |
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| 1998 | Arsenal | Manchester United | 3-0 |
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| 1999 | Arsenal | Manchester United | 2-1 |
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| 2000 | Chelsea | Manchester United | 2-0 |
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| ２１世紀 |
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| 2001 | Liverpool | Manchester United | 2-1 |
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| 2002 | Arsenal | Liverpool | 1-0 |
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| 2003 | Manchester United | Arsenal | 1-1 [4PK3] |
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| 2004 | Arsenal | Manchester United | 3-1 |
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| 2005 | Chelsea | Arsenal | 2-1 |
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| 2006 | Chelsea | Liverpool | 1-2 |
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| 2007 | Manchester United | Chelsea | 1-1 [3PK0] |
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| 2008 | Manchester United | Portsmouth | 0-0 [3PK1] |
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※* 印は同点で両者優勝とし、六ヶ月づつ楯を保持したシーズン
※[-PK-]はPK戦による決着で左右の数字はスコア
※スコアが２つある場合は、左が１試合目で、右が再試合のスコア
※2003年からは英国マクドナルドがスポンサーについて、コミュニティ・シールドと名前が変わっている。
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