This page lists the head-to-head record of Middlesbrough vs Man Utd including biggest victories and defeats between the two sides, and H2H stats in all competitions.
Overall H2H Record - Summary
| Total | Man Utd | Middlesbrough | Draws |
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| Total Matches | 102 | 52 | 26 | 24 |
| At Old Trafford | 49 | 21 | 16 | 12 |
| At Riverside Stadium | 53 | 31 | 10 | 12 |
| FA Cup Matches | 4 | 2 | 0 | 2 |
| Carling Cup Matches | 2 | 1 | 0 | 1 |
| Premier League Matches | 96 | 49 | 26 | 21 |
| Total Goals Scored | 328 | 184 | 144 | |
Last 50 Man Utd vs Middlesbrough Matches
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| 2022 4 February | | FA Cup | Manchester United | 1 - 1 | Middlesbrough |
| 2017 19 March | | Premier League | Middlesbrough | 1 - 3 | Manchester United |
| 2016 31 December | | Premier League | Manchester United | 2 - 1 | Middlesbrough |
| 2015 28 October | | Carling Cup | Manchester United | 0 - 0 | Middlesbrough |
| 2009 2 May | | Premier League | Middlesbrough | 0 - 2 | Manchester United |
| 2008 29 December | | Premier League | Manchester United | 1 - 0 | Middlesbrough |
| 2008 23 September | | Carling Cup | Manchester United | 3 - 1 | Middlesbrough |
| 2008 6 April | | Premier League | Middlesbrough | 2 - 2 | Manchester United |
| 2007 27 October | | Premier League | Manchester United | 4 - 1 | Middlesbrough |
| 2007 21 April | | Premier League | Manchester United | 1 - 1 | Middlesbrough |
| 2007 19 March | | FA Cup | Manchester United | 1 - 0 | Middlesbrough |
| 2007 10 March | | FA Cup | Middlesbrough | 2 - 2 | Manchester United |
| 2006 2 December | | Premier League | Middlesbrough | 1 - 2 | Manchester United |
| 2006 30 April | | Premier League | Manchester United | 0 - 0 | Middlesbrough |
| 2005 28 October | | Premier League | Middlesbrough | 4 - 1 | Manchester United |
| 2005 28 January | | FA Cup | Manchester United | 3 - 0 | Middlesbrough |
| 2004 31 December | | Premier League | Middlesbrough | 0 - 2 | Manchester United |
| 2004 2 October | | Premier League | Manchester United | 1 - 1 | Middlesbrough |
| 2004 10 February | | Premier League | Manchester United | 2 - 3 | Middlesbrough |
| 2003 27 December | | Premier League | Middlesbrough | 0 - 1 | Manchester United |
| 2002 25 December | | Premier League | Middlesbrough | 3 - 1 | Manchester United |
| 2002 2 September | | Premier League | Manchester United | 1 - 0 | Middlesbrough |
| 2002 22 March | | Premier League | Manchester United | 0 - 1 | Middlesbrough |
| 2001 14 December | | Premier League | Middlesbrough | 0 - 1 | Manchester United |
| 2001 27 April | | Premier League | Middlesbrough | 0 - 2 | Manchester United |
| 2000 10 November | | Premier League | Manchester United | 2 - 1 | Middlesbrough |
| 2000 9 April | | Premier League | Middlesbrough | 3 - 4 | Manchester United |
| 2000 28 January | | Premier League | Manchester United | 1 - 0 | Middlesbrough |
| 1999 8 May | | Premier League | Middlesbrough | 0 - 1 | Manchester United |
| 1998 18 December | | Premier League | Manchester United | 2 - 3 | Middlesbrough |
| 1997 4 May | | Premier League | Manchester United | 3 - 3 | Middlesbrough |
| 1996 22 November | | Premier League | Middlesbrough | 2 - 2 | Manchester United |
| 1996 3 May | | Premier League | Middlesbrough | 0 - 3 | Manchester United |
| 1995 27 October | | Premier League | Manchester United | 2 - 0 | Middlesbrough |
| 1993 26 February | | Premier League | Manchester United | 3 - 0 | Middlesbrough |
| 1992 2 October | | Premier League | Middlesbrough | 1 - 1 | Manchester United |
| 1989 1 January | | Premier League | Middlesbrough | 1 - 0 | Manchester United |
| 1988 9 September | | Premier League | Manchester United | 1 - 0 | Middlesbrough |
| 1981 20 October | | Premier League | Manchester United | 1 - 0 | Middlesbrough |
| 1981 21 September | | Premier League | Middlesbrough | 0 - 2 | Manchester United |
| 1980 14 November | | Premier League | Middlesbrough | 1 - 1 | Manchester United |
| 1980 15 August | | Premier League | Manchester United | 3 - 0 | Middlesbrough |
| 1980 11 January | | Premier League | Middlesbrough | 1 - 1 | Manchester United |
| 1979 31 August | | Premier League | Manchester United | 2 - 1 | Middlesbrough |
| 1979 26 March | | Premier League | Middlesbrough | 2 - 2 | Manchester United |
| 1978 6 October | | Premier League | Manchester United | 3 - 2 | Middlesbrough |
| 1978 3 March | | Premier League | Manchester United | 0 - 0 | Middlesbrough |
| 1977 7 October | | Premier League | Middlesbrough | 2 - 1 | Manchester United |
| 1977 25 April | | Premier League | Middlesbrough | 3 - 0 | Manchester United |
| 1976 17 September | | Premier League | Manchester United | 2 - 0 | Middlesbrough |
Biggest Man Utd Victory vs Middlesbrough
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| 1951 28 August | | Premier League | Middlesbrough | 1 - 4 | Manchester United |
Biggest Middlesbrough Victory vs Man Utd
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| 1953 24 April | | Premier League | Middlesbrough | 5 - 0 | Manchester United |
Biggest Man Utd Defeat vs Middlesbrough
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| 1953 24 April | | Premier League | Middlesbrough | 5 - 0 | Manchester United |
Biggest Middlesbrough Defeat vs Man Utd
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| 1951 28 August | | Premier League | Middlesbrough | 1 - 4 | Manchester United |
Last 5 Man Utd Home Matches
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| 2025 23 January | | UEFA Europa League | Manchester United | 2 - 1 | Rangers |
| 2025 19 January | | Premier League | Manchester United | 1 - 3 | Brighton & Hove Albion |
| 2025 16 January | | Premier League | Manchester United | 3 - 1 | Southampton |
| 2024 30 December | | Premier League | Manchester United | 0 - 2 | Newcastle United |
| 2024 22 December | | Premier League | Manchester United | 0 - 3 | AFC Bournemouth |
Last 5 Middlesbrough Home Matches
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| 2025 21 January | | Championship | Middlesbrough | 2 - 0 | West Bromwich Albion |
| 2025 11 January | | FA Cup | Middlesbrough | 0 - 1 | Blackburn Rovers |
| 2025 4 January | | Championship | Middlesbrough | 1 - 1 | Cardiff City |
| 2024 29 December | | Championship | Middlesbrough | 0 - 0 | Burnley |
| 2024 26 December | | Championship | Middlesbrough | 3 - 3 | Sheffield Wednesday |
Last 5 Man Utd Away Matches
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| 2025 26 January | | Premier League | Fulham | 0 - 1 | Manchester United |
| 2025 12 January | | FA Cup | Arsenal | 1 - 1 | Manchester United |
| 2025 5 January | | Premier League | Liverpool | 2 - 2 | Manchester United |
| 2024 26 December | | Premier League | Wolverhampton Wanderers | 2 - 0 | Manchester United |
| 2024 19 December | | Carling Cup | Tottenham Hotspur | 4 - 3 | Manchester United |
Last 5 Middlesbrough Away Matches
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| 2025 25 January | | Championship | Preston North End | 2 - 1 | Middlesbrough |
| 2025 18 January | | Championship | Portsmouth | 2 - 1 | Middlesbrough |
| 2025 1 January | | Championship | Hull City | 0 - 1 | Middlesbrough |
| 2024 21 December | | Championship | Plymouth Argyle | 3 - 3 | Middlesbrough |
| 2024 10 December | | Championship | Leeds United | 3 - 1 | Middlesbrough |