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| (Previously Charity Shield until 2001/02) | ||||
| ◊ = Both Clubs held the shield for 6 months | ||||
| Season | Winners | Score | Runners Up | Venue |
| 2025/26 | Crystal Palace | 2-2 | Liverpool | Wembley Stadium, London |
| Crystal Palace Won 3-2 on Penalties | ||||
| 2024/25 | Manchester City | 1-1 | Manchester United | Wembley Stadium, London |
| Manchester City Won 7-6 on Penalties | ||||
| 2023/24 | Arsenal | 1-1 | Manchester City | Wembley Stadium, London |
| Arsenal Won 4-1 on Penalties | ||||
| 2022/23 | Liverpool | 3-1 | Manchester City | King Power Stadium, Leicester |
| 2021/22 | Leicester City | 1-0 | Manchester City | Wembley Stadium, London |
| 2020/21 | Arsenal | 1-1 | Liverpool | Wembley Stadium, London |
| Arsenal Won 5-4 on penalties | ||||
| 2019/20 | Manchester City | 1-1 | Liverpool | Wembley Stadium, London |
| Manchester City Won 5-4 on penalties | ||||
| 2018/19 | Manchester City | 2-0 | Chelsea | Wembley Stadium, London |
| 2017/18 | Arsenal | 1-1 | Chelsea | Wembley Stadium, London |
| Arsenal Won 4-1 on penalties | ||||
| 2016/17 | Manchester United | 2-1 | Leicester City | Wembley Stadium, London |
| 2015/16 | Arsenal | 1-0 | Chelsea | Wembley Stadium, London |
| 2014/15 | Arsenal | 3-0 | Manchester City | Wembley Stadium, London |
| 2013/14 | Manchester United | 2-0 | Wigan Athletic | Wembley Stadium, London |
| 2012/13 | Manchester City | 3-2 | Chelsea | Villa Park, Birmingham |
| 2011/12 | Manchester United | 3-2 | Manchester City | Wembley Stadium, London |
| 2010/11 | Manchester United | 3-1 | Chelsea | Wembley Stadium, London |
| 2009/10 | Chelsea | 2-2 | Manchester United | Wembley Stadium, London |
| Chelsea won 4-1 on penalties | ||||
| 2008/09 | Manchester United | 0-0 | Portsmouth | Wembley Stadium, London |
| Manchester United won 3-1 on penalties | ||||
| 2007/08 | Manchester United | 1-1 | Chelsea | Wembley Stadium, London |
| Manchester United won 3-0 on penalties | ||||
| 2006/07 | Liverpool | 2-1 | Chelsea | Millennium Stadium, Cardiff |
| 2005/06 | Chelsea | 2-1 | Arsenal | Millennium Stadium, Cardiff |
| 2004/05 | Arsenal | 3-1 | Manchester United | Millennium Stadium, Cardiff |
| 2003/04 | Manchester United | 1-1 | Arsenal | Millennium Stadium, Cardiff |
| Manchester United won 4-3 on penalties | ||||
| 2002/03 | Arsenal | 1-0 | Liverpool | Millennium Stadium, Cardiff |
| 2001/02 | Liverpool | 2-1 | Manchester United | Millennium Stadium, Cardiff |
| 2000/01 | Chelsea | 2-0 | Manchester United | Wembley Stadium, London |
| 1999/00 | Arsenal | 2-1 | Manchester United | Wembley Stadium, London |
| 1998/99 | Arsenal | 3-0 | Manchester United | Wembley Stadium, London |
| 1997/98 | Manchester United | 1-1 | Chelsea | Wembley Stadium, London |
| Manchester United won 4-2 on penalties | ||||
| 1996/97 | Manchester United | 4-0 | Newcastle United | Wembley Stadium, London |
| 1995/96 | Everton | 1-0 | Blackburn Rovers | Wembley Stadium, London |
| 1994/95 | Manchester United | 2-0 | Blackburn Rovers | Wembley Stadium, London |
| 1993/94 | Manchester United | 1-1 | Arsenal | Wembley Stadium, London |
| Manchester United won 5-4 on penalties | ||||
| 1992/93 | Leeds United | 4-3 | Liverpool | Wembley Stadium, London |
| 1991/92 | Arsenal | 0-0◊ | Tottenham Hotspur | Wembley Stadium, London |
| 1990/91 | Liverpool | 1-1◊ | Manchester United | Wembley Stadium, London |
| 1989/90 | Liverpool | 1-0 | Arsenal | Wembley Stadium, London |
| 1988/89 | Liverpool | 2-1 | Wimbledon | Wembley Stadium, London |
| 1987/88 | Everton | 1-0 | Coventry City | Wembley Stadium, London |
| 1986/87 | Everton | 1-1◊ | Liverpool | Wembley Stadium, London |
| 1985/86 | Everton | 2-0 | Manchester United | Wembley Stadium, London |
| 1984/85 | Everton | 1-0 | Liverpool | Wembley Stadium, London |
| 1983/84 | Manchester United | 2-0 | Liverpool | Wembley Stadium, London |
| 1982/83 | Liverpool | 1-0 | Tottenham Hotspur | Wembley Stadium, London |
| 1981/82 | Aston Villa | 2-2◊ | Tottenham Hotspur | Wembley Stadium, London |
| 1980/81 | Liverpool | 1-0 | West Ham United | Wembley Stadium, London |
| 1979/80 | Liverpool | 3-1 | Arsenal | Wembley Stadium, London |
| 1978/79 | Nottingham Forest | 5-0 | Ipswich Town | Wembley Stadium, London |
| 1977/78 | Liverpool | 0-0◊ | Manchester United | Wembley Stadium, London |
| 1976/77 | Liverpool | 1-0 | Southampton | Wembley Stadium, London |
| 1975/76 | Derby County | 2-0 | West Ham United | Wembley Stadium, London |
| 1974/75 | Liverpool | 1-1 | Leeds United | Wembley Stadium, London |
| Liverpool won 6-5 on penalties | ||||
| 1973/74 | Burnley | 1-0 | Manchester City | Maine Road, Manchester |
| 1972/73 | Manchester City | 1-0 | Aston Villa | Villa Park, Birmingham |
| 1971/72 | Leicester City | 1-0 | Liverpool | Filbert Street, Leicester |
| 1970/71 | Everton | 2-1 | Chelsea | Stamford Bridge, Chelsea |
| 1969/70 | Leeds United | 2-1 | Manchester City | Elland Road, Leeds |
| 1968/69 | Manchester City | 6-1 | West Bromwich Albion | Maine Road, Manchester |
| 1967/68 | Manchester United | 3-3◊ | Tottenham Hotspur | Old Trafford, Manchester |
| 1966/67 | Liverpool | 1-0 | Everton | Goodison Park, Everton |
| 1965/66 | Manchester United | 2-2◊ | Liverpool | Old Trafford, Manchester |
| 1964/65 | Liverpool | 2-2◊ | West Ham United | Anfield, Liverpool |
| 1963/64 | Everton | 4-0 | Manchester United | Goodison Park, Everton |
| 1962/63 | Tottenham Hotspur | 5-1 | Ipswich Town | Portman Road, Ipswich |
| 1961/62 | Tottenham Hotspur | 3-2 | FA XI | White Hart Lane, Tottenham |
| 1960/61 | Burnley | 2-2◊ | Wolverhampton | Turf Moor, Burnley |
| 1959/60 | Wolverhampton | 3-1 | Nottingham Forest | Molineux, Wolverhampton |
| 1958/59 | Bolton Wanderers | 4-1 | Wolverhampton | Burnden Park, Bolton |
| 1957/58 | Manchester United | 4-0 | Aston Villa | Old Trafford, Manchester |
| 1956/57 | Manchester United | 1-0 | Manchester City | Maine Road, Manchester |
| 1955/56 | Chelsea | 3-0 | Newcastle United | Stamford Bridge, Chelsea |
| 1954/55 | Wolverhampton | 4-4◊ | West Bromwich Albion | Molineux, Wolverhampton |
| 1953/54 | Arsenal | 3-1 | Blackpool | Highbury, London |
| 1952/53 | Manchester United | 4-2 | Newcastle United | Old Trafford, Manchester |
| 1951/52 | Tottenham Hotspur | 2-1 | Newcastle United | White Hart Lane, Tottenham |
| 1950/51 | English World Cup XI | 4-2 | FA Canadian Tour XI | Stamford Bridge, Chelsea |
| 1949/50 | Portsmouth | 1-1◊ | Wolverhampton | Highbury, Arsenal |
| 1948/49 | Arsenal | 4-3 | Manchester United | Highbury, Arsenal |
| Suspended due to outbreak of World War 2 | ||||
| 1938/39 | Arsenal | 2-1 | Preston North End | Highbury, Arsenal |
| 1937/38 | Manchester City | 2-0 | Sunderland | Maine Road, Manchester |
| 1936/37 | Sunderland | 2-1 | Arsenal | Roker Park, Sunderland |
| 1935/36 | Sheffield Wednesday | 1-0 | Arsenal | Highbury, Arsenal |
| 1934/35 | Arsenal | 4-0 | Manchester City | Highbury, Arsenal |
| 1933/34 | Arsenal | 3-0 | Everton | Goodison Park, Everton |
| 1932/33 | Everton | 5-3 | Newcastle United | St James Park, Newcastle |
| 1931/32 | Arsenal | 1-0 | West Bromwich Albion | Villa Park, Birmingham |
| 1930/31 | Arsenal | 2-1 | Sheffield Wednesday | Stamford Bridge, Chelsea |
| 1929/30 | Professionals | 3-0 | Amateurs | The Den, Millwall |
| 1928/29 | Everton | 2-1 | Blackburn Rovers | Old Trafford, Manchester |
| 1927/28 | Cardiff City | 2-1 | Corinthians | Stamford Bridge, Chelsea |
| 1926/27 | Amateurs | 6-3 | Professionals | Maine Road, Manchester |
| 1925/26 | Amateurs | 6-1 | Professionals | White Hart Lane, Tottenham |
| 1924/25 | Professionals | 3-1 | Amateurs | Highbury, Arsenal |
| 1923/24 | Professionals | 2-0 | Amateurs | Stamford Bridge, Chelsea |
| 1922/23 |
Not Played |
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| 1921/22 | Huddersfield Town | 1-0 | Liverpool | Old Trafford, Manchester |
| 1920/21 | Tottenham Hotspur | 2-0 | Burnley | White Hart Lane, Tottenham |
| 1919/20 | West Bromwich Albion | 2-0 | Tottenham Hotspur | White Hart Lane, Tottenham |
| Suspended due to outbreak of World War 1 | ||||
| 1913/14 | Professionals | 7-2 | Amateurs | The Den, Millwall |
| 1912/13 |
Not Played |
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| 1911/12 | Blackburn Rovers | 2-1 | Queens Park Rangers | White Hart Lane, Tottenham |
| 1910/11 | Manchester United | 8-4 | Swindon Town | Stamford Bridge, Chelsea |
| 1909/10 | Brighton & Hove Albion | 1-0 | Aston Villa | Stamford Bridge, Chelsea |
| 1908/09 | Newcastle United | 2-0 | Northampton Town | Stamford Bridge, Chelsea |
| 1907/08 | Manchester United | 0-0 | Queens Park Rangers | Stamford Bridge, Chelsea |
| Replay | Manchester United | 4-0 | Queens Park Rangers | Stamford Bridge, Chelsea |