This page lists the head-to-head record of Middlesbrough vs Wolves including biggest victories and defeats between the two sides, and H2H stats in all competitions.
Overall H2H Record - Summary
| Total | Wolves | Middlesbrough | Draws |
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| Total Matches | 70 | 20 | 36 | 14 |
| At Molineux | 35 | 5 | 21 | 9 |
| At Riverside Stadium | 35 | 15 | 15 | 5 |
| FA Cup Matches | 1 | 0 | 1 | 0 |
| Carling Cup Matches | 1 | 0 | 1 | 0 |
| Premier League Matches | 54 | 15 | 26 | 13 |
| Championship Matches | 14 | 5 | 8 | 1 |
| Total Goals Scored | 210 | 97 | 113 | |
Last 50 Wolves vs Middlesbrough Matches
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| 2018 30 March | | Championship | Middlesbrough | 1 - 2 | Wolverhampton Wanderers |
| 2017 5 August | | Championship | Wolverhampton Wanderers | 1 - 0 | Middlesbrough |
| 2016 4 March | | Championship | Middlesbrough | 2 - 1 | Wolverhampton Wanderers |
| 2015 24 October | | Championship | Wolverhampton Wanderers | 1 - 3 | Middlesbrough |
| 2015 22 September | | Carling Cup | Middlesbrough | 3 - 0 | Wolverhampton Wanderers |
| 2015 14 April | | Championship | Middlesbrough | 2 - 1 | Wolverhampton Wanderers |
| 2014 21 October | | Championship | Wolverhampton Wanderers | 2 - 0 | Middlesbrough |
| 2013 30 March | | Championship | Wolverhampton Wanderers | 3 - 2 | Middlesbrough |
| 2012 15 December | | Championship | Middlesbrough | 2 - 0 | Wolverhampton Wanderers |
| 2009 24 January | | FA Cup | Wolverhampton Wanderers | 1 - 2 | Middlesbrough |
| 2004 16 April | | Premier League | Wolverhampton Wanderers | 2 - 0 | Middlesbrough |
| 2003 31 October | | Premier League | Middlesbrough | 2 - 0 | Wolverhampton Wanderers |
| 1998 28 April | | Championship | Middlesbrough | 1 - 1 | Wolverhampton Wanderers |
| 1997 31 October | | Championship | Wolverhampton Wanderers | 1 - 0 | Middlesbrough |
| 1995 20 February | | Championship | Wolverhampton Wanderers | 0 - 2 | Middlesbrough |
| 1994 19 November | | Championship | Middlesbrough | 1 - 0 | Wolverhampton Wanderers |
| 1994 4 March | | Championship | Middlesbrough | 1 - 0 | Wolverhampton Wanderers |
| 1993 27 August | | Championship | Wolverhampton Wanderers | 2 - 3 | Middlesbrough |
| 1982 5 March | | Premier League | Middlesbrough | 0 - 0 | Wolverhampton Wanderers |
| 1981 16 October | | Premier League | Wolverhampton Wanderers | 0 - 0 | Middlesbrough |
| 1981 9 January | | Premier League | Wolverhampton Wanderers | 3 - 0 | Middlesbrough |
| 1980 21 November | | Premier League | Middlesbrough | 2 - 0 | Wolverhampton Wanderers |
| 1980 29 February | | Premier League | Wolverhampton Wanderers | 0 - 2 | Middlesbrough |
| 1979 19 October | | Premier League | Middlesbrough | 1 - 0 | Wolverhampton Wanderers |
| 1979 2 March | | Premier League | Wolverhampton Wanderers | 1 - 3 | Middlesbrough |
| 1978 20 October | | Premier League | Middlesbrough | 2 - 0 | Wolverhampton Wanderers |
| 1978 14 April | | Premier League | Wolverhampton Wanderers | 0 - 0 | Middlesbrough |
| 1977 18 November | | Premier League | Middlesbrough | 0 - 0 | Wolverhampton Wanderers |
| 1975 12 December | | Premier League | Wolverhampton Wanderers | 1 - 2 | Middlesbrough |
| 1975 22 August | | Premier League | Middlesbrough | 1 - 0 | Wolverhampton Wanderers |
| 1975 11 April | | Premier League | Wolverhampton Wanderers | 2 - 0 | Middlesbrough |
| 1974 4 October | | Premier League | Middlesbrough | 2 - 1 | Wolverhampton Wanderers |
| 1954 26 March | | Premier League | Wolverhampton Wanderers | 2 - 4 | Middlesbrough |
| 1953 6 November | | Premier League | Middlesbrough | 3 - 3 | Wolverhampton Wanderers |
| 1953 13 March | | Premier League | Middlesbrough | 1 - 1 | Wolverhampton Wanderers |
| 1952 24 October | | Premier League | Wolverhampton Wanderers | 3 - 3 | Middlesbrough |
| 1952 25 April | | Premier League | Middlesbrough | 4 - 0 | Wolverhampton Wanderers |
| 1951 7 December | | Premier League | Wolverhampton Wanderers | 4 - 0 | Middlesbrough |
| 1951 10 April | | Premier League | Middlesbrough | 1 - 2 | Wolverhampton Wanderers |
| 1950 6 October | | Premier League | Wolverhampton Wanderers | 3 - 4 | Middlesbrough |
| 1950 13 January | | Premier League | Middlesbrough | 2 - 0 | Wolverhampton Wanderers |
| 1949 9 September | | Premier League | Wolverhampton Wanderers | 3 - 1 | Middlesbrough |
| 1949 4 March | | Premier League | Middlesbrough | 4 - 4 | Wolverhampton Wanderers |
| 1948 8 October | | Premier League | Wolverhampton Wanderers | 0 - 3 | Middlesbrough |
| 1947 31 December | | Premier League | Middlesbrough | 2 - 4 | Wolverhampton Wanderers |
| 1947 9 September | | Premier League | Wolverhampton Wanderers | 1 - 3 | Middlesbrough |
| 1947 7 March | | Premier League | Middlesbrough | 1 - 1 | Wolverhampton Wanderers |
| 1946 1 November | | Premier League | Wolverhampton Wanderers | 2 - 4 | Middlesbrough |
| 1939 7 March | | Premier League | Wolverhampton Wanderers | 6 - 1 | Middlesbrough |
| 1938 28 October | | Premier League | Middlesbrough | 1 - 0 | Wolverhampton Wanderers |
Biggest Wolves Victory vs Middlesbrough
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| 1939 7 March | | Premier League | Wolverhampton Wanderers | 6 - 1 | Middlesbrough |
Biggest Middlesbrough Victory vs Wolves
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| 1952 25 April | | Premier League | Middlesbrough | 4 - 0 | Wolverhampton Wanderers |
Biggest Wolves Defeat vs Middlesbrough
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| 1952 25 April | | Premier League | Middlesbrough | 4 - 0 | Wolverhampton Wanderers |
Biggest Middlesbrough Defeat vs Wolves
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| 1939 7 March | | Premier League | Wolverhampton Wanderers | 6 - 1 | Middlesbrough |
Last 5 Wolves Home Matches
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| 2025 26 October | | Premier League | Wolverhampton Wanderers | 2 - 3 | Burnley |
| 2025 5 October | | Premier League | Wolverhampton Wanderers | 1 - 1 | Brighton & Hove Albion |
| 2025 23 September | | Carling Cup | Wolverhampton Wanderers | 2 - 0 | Everton |
| 2025 20 September | | Premier League | Wolverhampton Wanderers | 1 - 3 | Leeds United |
| 2025 30 August | | Premier League | Wolverhampton Wanderers | 2 - 3 | Everton |
Last 5 Middlesbrough Home Matches
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| 2025 25 October | | Championship | Middlesbrough | 1 - 1 | Wrexham |
| 2025 17 October | | Championship | Middlesbrough | 2 - 1 | Ipswich Town |
| 2025 30 September | | Championship | Middlesbrough | 0 - 0 | Stoke City |
| 2025 19 September | | Championship | Middlesbrough | 2 - 1 | West Bromwich Albion |
| 2025 30 August | | Championship | Middlesbrough | 1 - 0 | Sheffield United |
Last 5 Wolves Away Matches
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| 2025 18 October | | Premier League | Sunderland | 2 - 0 | Wolverhampton Wanderers |
| 2025 27 September | | Premier League | Tottenham Hotspur | 1 - 1 | Wolverhampton Wanderers |
| 2025 13 September | | Premier League | Newcastle United | 1 - 0 | Wolverhampton Wanderers |
| 2025 23 August | | Premier League | AFC Bournemouth | 1 - 0 | Wolverhampton Wanderers |
| 2025 20 May | | Premier League | Crystal Palace | 4 - 2 | Wolverhampton Wanderers |
Last 5 Middlesbrough Away Matches
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| 2025 22 October | | Championship | Sheffield Wednesday | 0 - 1 | Middlesbrough |
| 2025 4 October | | Championship | Portsmouth | 1 - 0 | Middlesbrough |
| 2025 27 September | | Championship | Southampton | 1 - 1 | Middlesbrough |
| 2025 13 September | | Championship | Preston North End | 2 - 2 | Middlesbrough |
| 2025 23 August | | Championship | Norwich City | 1 - 2 | Middlesbrough |