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Championship 
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Previous matches:
| Sheffield Wednesday | 1 | 1 | Middlesbrough |
| Championship - 19.09.2023 | |||
| Middlesbrough | 3 | 1 | Sheffield Wednesday |
| Championship - 24.04.2021 | |||
| Sheffield Wednesday | 2 | 1 | Middlesbrough |
| Championship - 29.12.2020 | |||
| Sheffield Wednesday | 1 | 2 | Middlesbrough |
| Championship - 22.07.2020 | |||
| Middlesbrough | 1 | 4 | Sheffield Wednesday |
| Championship - 28.09.2019 | |||
| Middlesbrough | 0 | 1 | Sheffield Wednesday |
| Championship - 26.12.2018 | |||
| Sheffield Wednesday | 1 | 2 | Middlesbrough |
| Championship - 19.10.2018 | |||
| Middlesbrough | 0 | 0 | Sheffield Wednesday |
| Championship - 30.01.2018 | |||
| Sheffield Wednesday | 1 | 2 | Middlesbrough |
| Championship - 23.12.2017 | |||
| Middlesbrough | 3 | 0 | Sheffield Wednesday |
| FA Cup - 08.01.2017 | |||
| Middlesbrough | 1 | 0 | Sheffield Wednesday |
| Championship - 28.12.2015 | |||
| Sheffield Wednesday | 1 | 3 | Middlesbrough |
| Championship - 29.08.2015 | |||
| Sheffield Wednesday | 2 | 0 | Middlesbrough |
| Championship - 28.02.2015 | |||
| Middlesbrough | 2 | 3 | Sheffield Wednesday |
| Championship - 23.08.2014 | |||
| Sheffield Wednesday | 1 | 0 | Middlesbrough |
| Championship - 01.03.2014 | |||
| Middlesbrough | 1 | 1 | Sheffield Wednesday |
| Championship - 31.08.2013 | |||
| Sheffield Wednesday | 2 | 0 | Middlesbrough |
| Championship - 04.05.2013 | |||
| Middlesbrough | 3 | 1 | Sheffield Wednesday |
| Championship - 09.11.2012 | |||
| Middlesbrough | 1 | 0 | Sheffield Wednesday |
| Championship - 10.04.2010 | |||
| Sheffield Wednesday | 1 | 3 | Middlesbrough |
| Championship - 15.09.2009 | |||
| Middlesbrough | 1 | 0 | Sheffield Wednesday |
| Premier League - 24.03.2000 | |||
| Sheffield Wednesday | 1 | 0 | Middlesbrough |
| Premier League - 25.12.1999 | |||
| Sheffield Wednesday | 3 | 1 | Middlesbrough |
| Premier League - 26.02.1999 | |||
| Middlesbrough | 4 | 0 | Sheffield Wednesday |
| Premier League - 02.10.1998 | |||
| Sheffield Wednesday | 3 | 1 | Middlesbrough |
| Premier League - 28.02.1997 | |||
| Middlesbrough | 4 | 2 | Sheffield Wednesday |
| Premier League - 17.01.1997 | |||
| Middlesbrough | 3 | 1 | Sheffield Wednesday |
| Premier League - 04.04.1996 | |||
| Sheffield Wednesday | 0 | 1 | Middlesbrough |
| Premier League - 14.10.1995 | |||
| Sheffield Wednesday | 2 | 3 | Middlesbrough |
| Premier League - 30.04.1993 | |||
| Middlesbrough | 1 | 1 | Sheffield Wednesday |
| Premier League - 23.10.1992 | |||
| Sheffield Wednesday | 1 | 0 | Middlesbrough |
| Premier League - 12.05.1989 | |||
| Middlesbrough | 0 | 1 | Sheffield Wednesday |
| Premier League - 25.11.1988 | |||
| Sheffield Wednesday | 4 | 2 | Middlesbrough |
| Premier League - 05.02.1954 | |||
| Middlesbrough | 4 | 1 | Sheffield Wednesday |
| Premier League - 18.09.1953 | |||
| Middlesbrough | 2 | 2 | Sheffield Wednesday |
| Premier League - 31.12.1952 | |||
| Sheffield Wednesday | 2 | 0 | Middlesbrough |
| Premier League - 16.09.1952 | |||
| Middlesbrough | 2 | 1 | Sheffield Wednesday |
| Premier League - 19.01.1951 | |||
| Sheffield Wednesday | 0 | 1 | Middlesbrough |
| Premier League - 15.09.1950 | |||
| Middlesbrough | 2 | 0 | Sheffield Wednesday |
| Premier League - 09.04.1937 | |||
| Sheffield Wednesday | 1 | 0 | Middlesbrough |
| Premier League - 04.12.1936 | |||
| Sheffield Wednesday | 0 | 0 | Middlesbrough |
| Premier League - 13.04.1936 | |||
| Middlesbrough | 5 | 0 | Sheffield Wednesday |
| Premier League - 12.04.1936 | |||
| Middlesbrough | 5 | 3 | Sheffield Wednesday |
| Premier League - 18.01.1935 | |||
| Sheffield Wednesday | 3 | 3 | Middlesbrough |
| Premier League - 07.09.1934 | |||
| Middlesbrough | 2 | 3 | Sheffield Wednesday |
| Premier League - 06.02.1934 | |||
| Sheffield Wednesday | 3 | 0 | Middlesbrough |
| Premier League - 15.09.1933 | |||
| Middlesbrough | 1 | 1 | Sheffield Wednesday |
| Premier League - 21.04.1933 | |||
| Sheffield Wednesday | 2 | 1 | Middlesbrough |
| Premier League - 09.12.1932 | |||
| Sheffield Wednesday | 1 | 1 | Middlesbrough |
| Premier League - 24.01.1932 | |||
| Middlesbrough | 4 | 0 | Sheffield Wednesday |
| Premier League - 11.09.1931 | |||