RANK

MANAGERS

TROPHIES

WINNING YEARS

1

Arsène Wenger

7

Arsenal (1998, 2002, 2003, 2005, 2014, 2015, 2017)

2

George Ramsay

6

Aston Villa (1887, 1895, 1897, 1905, 1913, 1920)

3

Alex Ferguson

5

Manchester United (1990, 1994, 1996, 1999, 2004)

4

John Nicholson

4

Sheffield United (1899, 1902, 1915, 1925)

5

James Fielding

3

Blackburn Rovers (1884, 1885, 1886)

6

Charles Foweraker

3

Bolton Wanderers (1923, 1926, 1929)

7

Bill Nicholson

3

Tottenham Hotspur (1961, 1962, 1967)

8

Thomas Mitchell

2

Blackburn Rovers (1890, 1891)

9

Jack Addenbrooke

2

Wolverhampton Wanderers (1893, 1908)

10

Arthur Dickinson

2

The Wednesday (1896, 1907)

11

Harry Spencer Hamer

2

Bury (1900, 1903)

12

Frank Watt

2

Newcastle United (1910, 1924)

13

Herbert Chapman

2

Huddersfield Town (1922), Arsenal (1930)

14

Billy Walker

2

Sheffield Wednesday (1935), Nottingham Forest (1959)

15

Matt Busby

2

Manchester United (1948, 1963)

16

Stan Cullis

2

Wolverhampton Wanderers (1949, 1960)

17

Stan Seymour

2

Newcastle United (1951, 1952)

18

Bill Shankly

2

Liverpool (1965, 1974)

19

John Lyall

2

West Ham United (1975, 1980)

20

Keith Burkinshaw

2

Tottenham Hotspur (1981, 1982)

21

Ron Atkinson

2

Manchester United (1983, 1985)

22

Kenny Dalglish

2

Liverpool (1986, 1989)

23

Pep Guardiola

2

Manchester City (2019, 2023)