This page lists the head-to-head record of Tottenham vs Middlesbrough including biggest victories and defeats between the two sides, and H2H stats in all competitions.
Overall H2H Record - Summary
| Total | Middlesbrough | Tottenham | Draws |
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| Total Matches | 84 | 31 | 31 | 22 |
| At Riverside Stadium | 42 | 9 | 24 | 9 |
| At Wembley Stadium | 42 | 22 | 7 | 13 |
| FA Cup Matches | 3 | 0 | 1 | 2 |
| Carling Cup Matches | 1 | 0 | 1 | 0 |
| Premier League Matches | 80 | 31 | 29 | 20 |
| Total Goals Scored | 262 | 132 | 130 | |
Last 50 Middlesbrough vs Tottenham Matches
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| 2022 1 March | | FA Cup | Middlesbrough | 0 - 0 | Tottenham Hotspur |
| 2020 14 January | | FA Cup | Tottenham Hotspur | 2 - 1 | Middlesbrough |
| 2020 5 January | | FA Cup | Middlesbrough | 1 - 1 | Tottenham Hotspur |
| 2017 4 February | | Premier League | Tottenham Hotspur | 1 - 0 | Middlesbrough |
| 2016 24 September | | Premier League | Middlesbrough | 1 - 2 | Tottenham Hotspur |
| 2009 4 March | | Premier League | Tottenham Hotspur | 4 - 0 | Middlesbrough |
| 2008 16 August | | Premier League | Middlesbrough | 2 - 1 | Tottenham Hotspur |
| 2008 12 April | | Premier League | Tottenham Hotspur | 1 - 1 | Middlesbrough |
| 2007 3 November | | Premier League | Middlesbrough | 1 - 1 | Tottenham Hotspur |
| 2007 26 September | | Carling Cup | Tottenham Hotspur | 2 - 0 | Middlesbrough |
| 2007 28 April | | Premier League | Middlesbrough | 2 - 3 | Tottenham Hotspur |
| 2006 5 December | | Premier League | Tottenham Hotspur | 2 - 1 | Middlesbrough |
| 2005 17 December | | Premier League | Middlesbrough | 3 - 3 | Tottenham Hotspur |
| 2005 19 August | | Premier League | Tottenham Hotspur | 2 - 0 | Middlesbrough |
| 2005 6 May | | Premier League | Middlesbrough | 1 - 0 | Tottenham Hotspur |
| 2004 27 November | | Premier League | Tottenham Hotspur | 2 - 0 | Middlesbrough |
| 2004 8 March | | Premier League | Middlesbrough | 1 - 0 | Tottenham Hotspur |
| 2003 25 October | | Premier League | Tottenham Hotspur | 0 - 0 | Middlesbrough |
| 2003 2 May | | Premier League | Middlesbrough | 5 - 1 | Tottenham Hotspur |
| 2002 27 September | | Premier League | Tottenham Hotspur | 0 - 3 | Middlesbrough |
| 2002 29 March | | Premier League | Middlesbrough | 1 - 1 | Tottenham Hotspur |
| 2001 26 October | | Premier League | Tottenham Hotspur | 2 - 1 | Middlesbrough |
| 2000 22 December | | Premier League | Tottenham Hotspur | 0 - 0 | Middlesbrough |
| 2000 21 August | | Premier League | Middlesbrough | 1 - 1 | Tottenham Hotspur |
| 2000 2 April | | Premier League | Tottenham Hotspur | 2 - 3 | Middlesbrough |
| 1999 17 December | | Premier League | Middlesbrough | 2 - 1 | Tottenham Hotspur |
| 1999 19 February | | Premier League | Middlesbrough | 0 - 0 | Tottenham Hotspur |
| 1998 12 September | | Premier League | Tottenham Hotspur | 0 - 3 | Middlesbrough |
| 1997 23 April | | Premier League | Tottenham Hotspur | 1 - 0 | Middlesbrough |
| 1996 18 October | | Premier League | Middlesbrough | 0 - 3 | Tottenham Hotspur |
| 1996 7 April | | Premier League | Tottenham Hotspur | 1 - 1 | Middlesbrough |
| 1995 20 November | | Premier League | Middlesbrough | 0 - 1 | Tottenham Hotspur |
| 1993 19 April | | Premier League | Middlesbrough | 3 - 0 | Tottenham Hotspur |
| 1992 16 October | | Premier League | Tottenham Hotspur | 2 - 2 | Middlesbrough |
| 1989 20 January | | Premier League | Middlesbrough | 2 - 2 | Tottenham Hotspur |
| 1988 23 September | | Premier League | Tottenham Hotspur | 3 - 2 | Middlesbrough |
| 1982 26 January | | Premier League | Tottenham Hotspur | 1 - 0 | Middlesbrough |
| 1981 28 August | | Premier League | Middlesbrough | 1 - 3 | Tottenham Hotspur |
| 1980 19 December | | Premier League | Middlesbrough | 4 - 1 | Tottenham Hotspur |
| 1980 10 October | | Premier League | Tottenham Hotspur | 3 - 2 | Middlesbrough |
| 1979 2 November | | Premier League | Middlesbrough | 0 - 0 | Tottenham Hotspur |
| 1979 17 August | | Premier League | Tottenham Hotspur | 1 - 3 | Middlesbrough |
| 1979 6 April | | Premier League | Tottenham Hotspur | 1 - 2 | Middlesbrough |
| 1979 30 March | | Premier League | Middlesbrough | 1 - 0 | Tottenham Hotspur |
| 1977 4 February | | Premier League | Middlesbrough | 2 - 0 | Tottenham Hotspur |
| 1976 27 August | | Premier League | Tottenham Hotspur | 0 - 0 | Middlesbrough |
| 1975 19 December | | Premier League | Middlesbrough | 1 - 0 | Tottenham Hotspur |
| 1975 15 August | | Premier League | Tottenham Hotspur | 1 - 0 | Middlesbrough |
| 1975 14 March | | Premier League | Middlesbrough | 3 - 0 | Tottenham Hotspur |
| 1974 27 September | | Premier League | Tottenham Hotspur | 1 - 2 | Middlesbrough |
Biggest Middlesbrough Victory vs Tottenham
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| 1914 12 April | | Premier League | Middlesbrough | 6 - 0 | Tottenham Hotspur |
Biggest Tottenham Victory vs Middlesbrough
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| 1952 24 December | | Premier League | Tottenham Hotspur | 7 - 1 | Middlesbrough |
Biggest Middlesbrough Defeat vs Tottenham
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| 1952 24 December | | Premier League | Tottenham Hotspur | 7 - 1 | Middlesbrough |
Biggest Tottenham Defeat vs Middlesbrough
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| 1914 12 April | | Premier League | Middlesbrough | 6 - 0 | Tottenham Hotspur |
Last 5 Middlesbrough Home Matches
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| 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 |
| 2024 14 December | | Championship | Middlesbrough | 1 - 0 | Millwall |
Last 5 Tottenham Home Matches
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| 2025 8 January | | Carling Cup | Tottenham Hotspur | 1 - 0 | Liverpool |
| 2025 4 January | | Premier League | Tottenham Hotspur | 1 - 2 | Newcastle United |
| 2024 29 December | | Premier League | Tottenham Hotspur | 2 - 2 | Wolverhampton Wanderers |
| 2024 22 December | | Premier League | Tottenham Hotspur | 3 - 6 | Liverpool |
| 2024 19 December | | Carling Cup | Tottenham Hotspur | 4 - 3 | Manchester United |
Last 5 Middlesbrough Away Matches
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| 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 |
| 2024 6 December | | Championship | Burnley | 1 - 1 | Middlesbrough |
| 2024 23 November | | Championship | Oxford United | 2 - 6 | Middlesbrough |
Last 5 Tottenham Away Matches
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| 2025 15 January | | Premier League | Arsenal | 2 - 1 | Tottenham Hotspur |
| 2025 12 January | | FA Cup | Tamworth | 0 - 0 | Tottenham Hotspur |
| 2024 26 December | | Premier League | Nottingham Forest | 1 - 0 | Tottenham Hotspur |
| 2024 15 December | | Premier League | Southampton | 0 - 5 | Tottenham Hotspur |
| 2024 12 December | | UEFA Europa League | Rangers | 1 - 1 | Tottenham Hotspur |