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Middlesbrough

Season1999/00

Premier League

History

Seasons

Every season we hold for Middlesbrough, newest first. Pos is where they finished in the table, P the matches played, W, D and L the wins, draws and losses, and Pts the points. A trophy marks a title.

Middlesbrough season by season
SeasonDivision#PWDLGFGAPts
2026-27So farChampionshipPromotion112741271725
2025-26ChampionshipPromotion - Premier League (Play Offs: Semi-finals)546221410724780
2024-25Championship1046181018645664
2023-24Championship84620917716269
2022-23ChampionshipPromotion - Premier League (Play Offs: Semi-finals)44622915845675
2021-22Championship746201016595070
2020-21Championship1046181018555364
2019-20Championship1746131419486153
Show all 29 seasons

Head-to-head

How Middlesbrough have done against each team in Premier League, across every match we hold between them, past seasons and cups included. W, D and L are wins, draws and losses. The teams they have met most come first; open one to see the last meetings.

  • DerbyMiddlesbrough: won 20, drew 9, lost 11 of 40 meetingsMiddlesbrough have won 20 of their 40 meetings with Derby

    Middlesbrough: won 20, drew 9, lost 11 of 40 meetings

    Goals: Middlesbrough 66, Derby 45

    The meetings we hold go back to November 17, 1996.

    Last meetings with Derby, results for Middlesbrough

    1. Lost
      Derby County FC 1, Middlesbrough FC 0Championship 2025-26
    2. Won
      Middlesbrough FC 2, Derby County FC 1Championship 2025-26
    3. Won
      Middlesbrough FC 1, Derby County FC 0Championship 2024-25
    4. Lost
      Derby County FC 1, Middlesbrough FC 0Championship 2024-25
    5. Won
      Middlesbrough FC 4, Derby County FC 1Championship 2021-22
    Go to the Derby team page
  • LeedsMiddlesbrough: won 8, drew 13, lost 18 of 39 meetingsLeeds have won 18 of their 39 meetings with Middlesbrough

    Middlesbrough: won 8, drew 13, lost 18 of 39 meetings

    Goals: Middlesbrough 39, Leeds 50

    The meetings we hold go back to August 22, 1992.

    Last meetings with Leeds, results for Middlesbrough

    1. Lost
      Middlesbrough FC 0, Leeds United FC 1Championship 2024-25
    2. Lost
      Leeds United FC 3, Middlesbrough FC 1Championship 2024-25
    3. Won
      Leeds United 0, Middlesbrough FC 3EFL Cup 2024-25
    4. Lost
      Middlesbrough FC 3, Leeds United FC 4Championship 2023-24
    5. Lost
      Leeds United FC 3, Middlesbrough FC 2Championship 2023-24
    Go to the Leeds team page
  • Sheffield WedMiddlesbrough: won 18, drew 5, lost 11 of 34 meetingsMiddlesbrough have won 18 of their 34 meetings with Sheffield Wed

    Middlesbrough: won 18, drew 5, lost 11 of 34 meetings

    Goals: Middlesbrough 53, Sheffield Wed 42

    The meetings we hold go back to October 24, 1992.

    Last meetings with Sheffield Wed, results for Middlesbrough

    1. Won
      Middlesbrough FC 1, Sheffield Wednesday FC 0Championship 2025-26
    2. Won
      Sheffield Wednesday FC 0, Middlesbrough FC 1Championship 2025-26
    3. Lost
      Sheffield Wednesday FC 2, Middlesbrough FC 1Championship 2024-25
    4. Drew
      Middlesbrough FC 3, Sheffield Wednesday FC 3Championship 2024-25
    5. Won
      Middlesbrough FC 2, Sheffield Wednesday FC 0Championship 2023-24
    Go to the Sheffield Wed team page
  • CoventryMiddlesbrough: won 10, drew 7, lost 15 of 32 meetingsCoventry have won 15 of their 32 meetings with Middlesbrough

    Middlesbrough: won 10, drew 7, lost 15 of 32 meetings

    Goals: Middlesbrough 35, Coventry 46

    The meetings we hold go back to August 15, 1992.

    Last meetings with Coventry, results for Middlesbrough

    1. Lost
      Coventry City FC 3, Middlesbrough FC 1Championship 2025-26
    2. Lost
      Middlesbrough FC 2, Coventry City FC 4Championship 2025-26
    3. Lost
      Coventry City FC 2, Middlesbrough FC 0Championship 2024-25
    4. Lost
      Middlesbrough FC 0, Coventry City FC 3Championship 2024-25
    5. Lost
      Middlesbrough FC 1, Coventry City FC 3Championship 2023-24
    Go to the Coventry team page
  • WatfordMiddlesbrough: won 9, drew 6, lost 13 of 28 meetingsWatford have won 13 of their 28 meetings with Middlesbrough

    Middlesbrough: won 9, drew 6, lost 13 of 28 meetings

    Goals: Middlesbrough 36, Watford 37

    The meetings we hold go back to October 24, 1999.

    Last meetings with Watford, results for Middlesbrough

    1. Won
      Middlesbrough FC 5, Watford FC 1Championship 2025-26
    2. Lost
      Watford FC 3, Middlesbrough FC 0Championship 2025-26
    3. Lost
      Middlesbrough FC 0, Watford FC 1Championship 2024-25
    4. Lost
      Watford FC 2, Middlesbrough FC 1Championship 2024-25
    5. Won
      Middlesbrough FC 3, Watford FC 1Championship 2023-24
    Go to the Watford team page
  • ChelseaMiddlesbrough: won 5, drew 5, lost 17 of 27 meetingsChelsea have won 17 of their 27 meetings with Middlesbrough

    Middlesbrough: won 5, drew 5, lost 17 of 27 meetings

    Goals: Middlesbrough 13, Chelsea 48

    The meetings we hold go back to December 11, 1992.

    Last meetings with Chelsea, results for Middlesbrough

    1. Lost
      Chelsea FC 6, Middlesbrough FC 1EFL Cup 2023-24
    2. Won
      Middlesbrough FC 1, Chelsea FC 0EFL Cup 2023-24
    3. Lost
      Middlesbrough FC 0, Chelsea FC 2FA Cup 2021-22
    4. Lost
      Chelsea FC 3, Middlesbrough FC 0Premier League 2016-17
    5. Lost
      Middlesbrough FC 0, Chelsea FC 1Premier League 2016-17
    Go to the Chelsea team page
  • TottenhamMiddlesbrough: won 8, drew 9, lost 10 of 27 meetingsTottenham have won 10 of their 27 meetings with Middlesbrough

    Middlesbrough: won 8, drew 9, lost 10 of 27 meetings

    Goals: Middlesbrough 36, Tottenham 34

    The meetings we hold go back to October 17, 1992.

    Last meetings with Tottenham, results for Middlesbrough

    1. Won
      Middlesbrough FC 1, Tottenham Hotspur 0FA Cup 2021-22
    2. Lost
      Tottenham Hotspur 2, Middlesbrough FC 1FA Cup 2019-20
    3. Drew
      Middlesbrough FC 1, Tottenham Hotspur 1FA Cup 2019-20
    4. Lost
      Tottenham Hotspur 1, Middlesbrough FC 0Premier League 2016-17
    5. Lost
      Middlesbrough FC 1, Tottenham Hotspur 2Premier League 2016-17
    Go to the Tottenham team page
  • SouthamptonMiddlesbrough: won 7, drew 9, lost 10 of 26 meetingsSouthampton have won 10 of their 26 meetings with Middlesbrough

    Middlesbrough: won 7, drew 9, lost 10 of 26 meetings

    Goals: Middlesbrough 33, Southampton 36

    The meetings we hold go back to August 29, 1992.

    Last meetings with Southampton, results for Middlesbrough

    1. Lost
      Southampton FC 2, Middlesbrough FC 1Championship 2025-26
    2. Drew
      Middlesbrough FC 0, Southampton FC 0Championship 2025-26
    3. Won
      Middlesbrough FC 4, Southampton FC 0Championship 2025-26
    4. Drew
      Southampton FC 1, Middlesbrough FC 1Championship 2025-26
    5. Drew
      Southampton FC 1, Middlesbrough FC 1Championship 2023-24
    Go to the Southampton team page
Show all 19 teams
  • LeicesterMiddlesbrough: won 7, drew 9, lost 10 of 26 meetingsLeicester have won 10 of their 26 meetings with Middlesbrough

    Middlesbrough: won 7, drew 9, lost 10 of 26 meetings

    Goals: Middlesbrough 25, Leicester 32

    The meetings we hold go back to December 3, 1996.

    Last meetings with Leicester, results for Middlesbrough

    1. Drew
      Middlesbrough FC 1, Leicester City FC 1Championship 2025-26
    2. Drew
      Leicester City FC 1, Middlesbrough FC 1Championship 2025-26
    3. Won
      Leicester City FC 1, Middlesbrough FC 2Championship 2023-24
    4. Won
      Middlesbrough FC 1, Leicester City FC 0Championship 2023-24
    5. Drew
      Middlesbrough FC 0, Leicester City 0Premier League 2016-17
    Go to the Leicester team page
  • Aston VillaMiddlesbrough: won 3, drew 9, lost 14 of 26 meetingsAston Villa have won 14 of their 26 meetings with Middlesbrough

    Middlesbrough: won 3, drew 9, lost 14 of 26 meetings

    Goals: Middlesbrough 19, Aston Villa 47

    The meetings we hold go back to September 26, 1992.

    Last meetings with Aston Villa, results for Middlesbrough

    1. Lost
      Aston Villa 3, Middlesbrough FC 0Championship 2018-19
    2. Lost
      Middlesbrough FC 0, Aston Villa 3Championship 2018-19
    3. Lost
      Middlesbrough FC 0, Aston Villa 1Championship 2017-18
    4. Drew
      Aston Villa 0, Middlesbrough FC 0Championship 2017-18
    5. Drew
      Middlesbrough FC 1, Aston Villa 1Premier League 2008-09
    Go to the Aston Villa team page
  • Manchester UnitedMiddlesbrough: won 3, drew 6, lost 16 of 25 meetingsManchester United have won 16 of their 25 meetings with Middlesbrough

    Middlesbrough: won 3, drew 6, lost 16 of 25 meetings

    Goals: Middlesbrough 25, Manchester United 47

    The meetings we hold go back to October 3, 1992.

    Last meetings with Manchester United, results for Middlesbrough

    1. Drew
      Manchester United 1, Middlesbrough FC 1Middlesbrough FC won 8-7 on penalties, which counts as a drawFA Cup 2021-22
    2. Lost
      Middlesbrough FC 1, Manchester United 3Premier League 2016-17
    3. Lost
      Manchester United 2, Middlesbrough FC 1Premier League 2016-17
    4. Lost
      Middlesbrough FC 0, Manchester United 2Premier League 2008-09
    5. Lost
      Manchester United 1, Middlesbrough FC 0Premier League 2008-09
    Go to the Manchester United team page
  • SunderlandMiddlesbrough: won 9, drew 8, lost 7 of 24 meetingsMiddlesbrough have won 9 of their 24 meetings with Sunderland

    Middlesbrough: won 9, drew 8, lost 7 of 24 meetings

    Goals: Middlesbrough 33, Sunderland 26

    The meetings we hold go back to October 14, 1996.

    Last meetings with Sunderland, results for Middlesbrough

    1. Lost
      Middlesbrough FC 2, Sunderland AFC 3Championship 2024-25
    2. Lost
      Sunderland AFC 1, Middlesbrough FC 0Championship 2024-25
    3. Drew
      Middlesbrough FC 1, Sunderland AFC 1Championship 2023-24
    4. Won
      Sunderland AFC 0, Middlesbrough FC 4Championship 2023-24
    5. Lost
      Sunderland AFC 2, Middlesbrough FC 0Championship 2022-23
    Go to the Sunderland team page
  • LiverpoolMiddlesbrough: won 5, drew 6, lost 13 of 24 meetingsLiverpool have won 13 of their 24 meetings with Middlesbrough

    Middlesbrough: won 5, drew 6, lost 13 of 24 meetings

    Goals: Middlesbrough 21, Liverpool 41

    The meetings we hold go back to November 7, 1992.

    Last meetings with Liverpool, results for Middlesbrough

    1. Lost
      Liverpool FC 3, Middlesbrough FC 0Premier League 2016-17
    2. Lost
      Middlesbrough FC 0, Liverpool FC 3Premier League 2016-17
    3. Won
      Middlesbrough FC 2, Liverpool FC 0Premier League 2008-09
    4. Lost
      Liverpool FC 2, Middlesbrough FC 1Premier League 2008-09
    5. Lost
      Liverpool FC 3, Middlesbrough FC 2Premier League 2007-08
    Go to the Liverpool team page
  • ArsenalMiddlesbrough: won 4, drew 8, lost 12 of 24 meetingsArsenal have won 12 of their 24 meetings with Middlesbrough

    Middlesbrough: won 4, drew 8, lost 12 of 24 meetings

    Goals: Middlesbrough 21, Arsenal 42

    The meetings we hold go back to December 19, 1992.

    Last meetings with Arsenal, results for Middlesbrough

    1. Lost
      Middlesbrough FC 1, Arsenal FC 2Premier League 2016-17
    2. Drew
      Arsenal FC 0, Middlesbrough FC 0Premier League 2016-17
    3. Lost
      Arsenal FC 2, Middlesbrough FC 0Premier League 2008-09
    4. Drew
      Middlesbrough FC 1, Arsenal FC 1Premier League 2008-09
    5. Drew
      Arsenal FC 1, Middlesbrough FC 1Premier League 2007-08
    Go to the Arsenal team page
  • EvertonMiddlesbrough: won 6, drew 7, lost 11 of 24 meetingsEverton have won 11 of their 24 meetings with Middlesbrough

    Middlesbrough: won 6, drew 7, lost 11 of 24 meetings

    Goals: Middlesbrough 25, Everton 40

    The meetings we hold go back to December 26, 1992.

    Last meetings with Everton, results for Middlesbrough

    1. Drew
      Middlesbrough FC 0, Everton FC 0Premier League 2016-17
    2. Lost
      Everton FC 3, Middlesbrough FC 1Premier League 2016-17
    3. Lost
      Middlesbrough FC 0, Everton FC 1Premier League 2008-09
    4. Drew
      Everton FC 1, Middlesbrough FC 1Premier League 2008-09
    5. Lost
      Middlesbrough FC 0, Everton FC 2Premier League 2007-08
    Go to the Everton team page
  • West HamMiddlesbrough: won 8, drew 5, lost 11 of 24 meetingsWest Ham have won 11 of their 24 meetings with Middlesbrough

    Middlesbrough: won 8, drew 5, lost 11 of 24 meetings

    Goals: Middlesbrough 25, West Ham 32

    The meetings we hold go back to December 23, 1995.

    Last meetings with West Ham, results for Middlesbrough

    1. Lost
      Middlesbrough FC 1, West Ham United 3Premier League 2016-17
    2. Drew
      West Ham United 1, Middlesbrough FC 1Premier League 2016-17
    3. Drew
      West Ham United 1, Middlesbrough FC 1Championship 2011-12
    4. Lost
      Middlesbrough FC 0, West Ham United 2Championship 2011-12
    5. Lost
      West Ham United 2, Middlesbrough FC 1Premier League 2008-09
    Go to the West Ham team page
  • Newcastle UtdMiddlesbrough: won 3, drew 8, lost 11 of 22 meetingsNewcastle Utd have won 11 of their 22 meetings with Middlesbrough

    Middlesbrough: won 3, drew 8, lost 11 of 22 meetings

    Goals: Middlesbrough 20, Newcastle Utd 37

    The meetings we hold go back to August 30, 1995.

    Last meetings with Newcastle Utd, results for Middlesbrough

    1. Drew
      Middlesbrough FC 2, Newcastle United 2Championship 2009-10
    2. Lost
      Newcastle United 2, Middlesbrough FC 0Championship 2009-10
    3. Lost
      Newcastle United 3, Middlesbrough FC 1Premier League 2008-09
    4. Drew
      Middlesbrough FC 0, Newcastle United 0Premier League 2008-09
    5. Drew
      Newcastle United 1, Middlesbrough FC 1Premier League 2007-08
    Go to the Newcastle Utd team page
  • Wimbledon FCMiddlesbrough: won 3, drew 5, lost 2 of 10 meetingsMiddlesbrough have won 3 of their 10 meetings with Wimbledon FC

    Middlesbrough: won 3, drew 5, lost 2 of 10 meetings

    Goals: Middlesbrough 12, Wimbledon FC 10

    The meetings we hold go back to November 21, 1992.

    Last meetings with Wimbledon FC, results for Middlesbrough

    1. Drew
      Middlesbrough 0, Wimbledon FC 0Premier League 1999-00
    2. Won
      Wimbledon FC 2, Middlesbrough 3Premier League 1999-00
    3. Won
      Middlesbrough FC 3, Wimbledon FC 1Premier League 1998-99
    4. Drew
      Wimbledon FC 2, Middlesbrough FC 2Premier League 1998-99
    5. Drew
      Wimbledon FC 1, Middlesbrough FC 1Premier League 1996-97
    Go to the Wimbledon FC team page
  • BradfordMiddlesbrough: won 1, drew 3, lost 1 of 5 meetingsMiddlesbrough and Bradford have won 1 each in 5 meetings

    Middlesbrough: won 1, drew 3, lost 1 of 5 meetings

    Goals: Middlesbrough 6, Bradford 5

    The meetings we hold go back to August 7, 1999.

    Last meetings with Bradford, results for Middlesbrough

    1. Won
      Bradford City 0, Middlesbrough FC 2EFL Cup 2023-24
    2. Drew
      Bradford City 1, Middlesbrough FC 1Premier League 2000-01
    3. Drew
      Middlesbrough FC 2, Bradford City 2Premier League 2000-01
    4. Drew
      Bradford 1, Middlesbrough 1Premier League 1999-00
    5. Lost
      Middlesbrough 0, Bradford 1Premier League 1999-00
    Go to the Bradford team page