FA Cup 2023/24, Third Round Proper |
 | 06.01.2024 | | Middlesbrough | – | Aston Villa | | 0:1 (0:0) |
| Middlesbrough |
FA Cup 2022/23, Third Round Proper |
| 07.01.2023 | | Middlesbrough | – | Brighton & Hove Albion | | 1:5 (1:2) |
| Middlesbrough |
FA Cup 2021/22, Quarterfinal |
| 19.03.2022 | | Middlesbrough | – | Chelsea | | 0:2 (0:2) |
| Middlesbrough |
FA Cup 2020/21, Third Round Proper |
| 09.01.2021 | | Brentford | – | Middlesbrough | | 2:1 (1:0) * |
| Brentford |
FA Cup 2019/20, Third Round Proper |
| 14.01.2020 | | Tottenham Hotspur | – | Middlesbrough | | 2:1 (2:0) * |
| London |
FA Cup 2018/19, Fourth Round Proper |
| 05.02.2019 | | Newport County | – | Middlesbrough | | 2:0 (0:0) * |
| Newport |
FA Cup 2017/18, Fourth Round Proper |
| 27.01.2018 | | Middlesbrough | – | Brighton & Hove Albion | | 0:1 (0:0) |
| Middlesbrough |
FA Cup 2016/17, Sixth round proper |
| 11.03.2017 | | Middlesbrough | – | Manchester City | | 0:2 (0:1) |
| Middlesbrough |
FA Cup 2015/16, Third Round Proper |
| 09.01.2016 | | Middlesbrough | – | Burnley | | 1:2 (1:1) |
| Middlesbrough |
FA Cup 2014/15, Fifth Round Proper |
| 15.02.2015 | | Arsenal | – | Middlesbrough | | 2:0 (2:0) |
| London |
FA Cup 2013/14, Third Round Proper |
| 04.01.2014 | | Middlesbrough | – | Hull City | | 0:2 (0:1) |
| Middlesbrough |
FA Cup 2012/13, Fifth Round Proper |
| 27.02.2013 | | Middlesbrough | – | Chelsea | | 0:2 (0:0) |
| Middlesbrough |
FA Cup 2011/12, Fourth Round Proper |
| 08.02.2012 | | Middlesbrough | – | Sunderland | | 1:2 aet
(0:1, 1:1) * |
| Middlesbrough |
FA Cup 2010/11, Third Round Proper |
| 08.01.2011 | | Burton Albion | – | Middlesbrough | | 2:1 (0:0) |
| Burton upon Trent |
FA Cup 2009/10, Third Round Proper |
| 02.01.2010 | | Middlesbrough | – | Manchester City | | 0:1 (0:1) |
| Middlesbrough |
FA Cup 2008/09, Sixth Round Proper |
| 08.03.2009 | | Everton | – | Middlesbrough | | 2:1 (0:1) |
| Liverpool |
FA Cup 2007/08, Sixth Round Proper |
| 09.03.2008 | | Middlesbrough | – | Cardiff City | | 0:2 (0:2) |
| Middlesbrough |
FA Cup 2006/07, Sixth Round Proper |
| 19.03.2007 | | Manchester United | – | Middlesbrough | | 1:0 (0:0) * |
| Manchester |
FA Cup 2005/06, Semi Final |
| 23.04.2006 | | Middlesbrough | – | West Ham United | | 0:1 (0:0) |
| Birmingham |
FA Cup 2004/05, Fourth Round Proper |
| 29.01.2005 | | Manchester United | – | Middlesbrough | | 3:0 (1:0) |
| Manchester |
FA Cup 2003/04, Fourth Round Proper |
| 24.01.2004 | | Arsenal | – | Middlesbrough | | 4:1 (2:1) |
| London |
FA Cup 2002/03, Third Round Proper |
| 04.01.2003 | | Chelsea | – | Middlesbrough | | 1:0 (1:0) |
| London |
FA Cup 2001/02, Semi Final |
| 14.04.2002 | | Arsenal | – | Middlesbrough | | 1:0 (1:0) |
| Manchester |
FA Cup 2000/01, Fourth Round Proper |
| 13.02.2001 | | Wimbledon | – | Middlesbrough | | 3:1 aet
(0:1, 1:1) * |
| London |
FA Cup 1999/00, Third Round Proper |
| 11.12.1999 | | Wrexham | – | Middlesbrough | | 2:1 (0:1) |
| Wrexham |
FA Cup 1998/99, Third Round Proper |
| 03.01.1999 | | Manchester United | – | Middlesbrough | | 3:1 (0:0) |
| Manchester |
FA Cup 1997/98, Fourth Round Proper |
| 24.01.1998 | | Middlesbrough | – | Arsenal | | 1:2 (0:2) |
| Middlesbrough |
FA Cup 1996/97, Final |
| 17.05.1997 | | Chelsea | – | Middlesbrough | | 2:0 (1:0) |
| London |
FA Cup 1995/96, Fourth Round Proper |
| 13.02.1996 | | Wimbledon | – | Middlesbrough | | 1:0 (0:0) * |
| London |
FA Cup 1994/95, Third Round Proper |
| 17.01.1995 | | Middlesbrough | – | Swansea City | | 1:2 (0:1) * |
| Middlesbrough |
FA Cup 1993/94, Third Round Proper |
| 19.01.1994 | | Middlesbrough | – | Cardiff City | | 1:2 aet
(0:1, 1:1) * |
| Middlesbrough |
FA Cup 1992/93, Fourth Round Proper |
| 03.02.1993 | | Middlesbrough | – | Nottingham Forest | | 0:3 (0:2) * |
| Middlesbrough |
FA Cup 1991/92, Fifth Round Proper |
| 26.02.1992 | | Middlesbrough | – | Portsmouth | | 2:4 * |
| Middlesbrough |
FA Cup 1990/91, Fourth Round Proper |
| 26.01.1991 | | Cambridge United | – | Middlesbrough | | 2:0 |
| Cambridge |
FA Cup 1989/90, Third Round Proper |
| 17.01.1990 | | Everton | – | Middlesbrough | | 1:0 * |
| Liverpool |
FA Cup 1988/89, Third Round Proper |
| 07.01.1989 | | Middlesbrough | – | Grimsby Town | | 1:2 (1:0) |
| Middlesbrough |
FA Cup 1987/88, Fourth Round Proper |
| 09.02.1988 | | Everton | – | Middlesbrough | | 2:1 (1:0) * |
| Liverpool |
FA Cup 1986/87, Third Round Proper |
| 10.01.1987 | | Middlesbrough | – | Preston North End | | 0:1 (0:1) |
| Middlesbrough |
FA Cup 1985/86, Third Round Proper |
| 13.01.1986 | | Middlesbrough | – | Southampton | | 1:3 |
| |
FA Cup 1984/85, Third Round Proper |
| 08.01.1985 | | Darlington | – | Middlesbrough | | 2:1 * |
| |
FA Cup 1983/84, Fifth Round Proper |
| 18.02.1984 | | Notts County | – | Middlesbrough | | 1:0 |
| |
FA Cup 1982/83, Fifth Round Proper |
| 28.02.1983 | | Arsenal | – | Middlesbrough | | 3:2 * |
| |
FA Cup 1981/82, Third Round Proper |
| 18.01.1982 | | Middlesbrough | – | Queens Park Rangers | | 2:3 * |
| |
FA Cup 1980/81, Sixth Round Proper |
| 10.03.1981 | | Wolverhampton Wanderers | – | Middlesbrough | | 3:1 * |
| |
FA Cup 1979/80, Fourth Round Proper |
| 26.01.1980 | | Birmingham City | – | Middlesbrough | | 2:1 |
| |
FA Cup 1978/79, Third Round Proper |
| 15.01.1979 | | Crystal Palace | – | Middlesbrough | | 1:0 * |
| |
FA Cup 1977/78, Sixth Round Proper |
| 14.03.1978 | | Orient | – | Middlesbrough | | 2:1 * |
| |
FA Cup 1976/77, Sixth Round Proper |
| 19.03.1977 | | Liverpool | – | Middlesbrough | | 2:0 |
| Liverpool |
FA Cup 1975/76, Third Round Proper |
| 06.01.1976 | | Bury | – | Middlesbrough | | 3:2 * |
| |
FA Cup 1974/75, Sixth Round Proper |
| 08.03.1975 | | Birmingham City | – | Middlesbrough | | 1:0 |
| Birmingham |
FA Cup 1973/74, Fourth Round Proper |
| 26.01.1974 | | Wrexham | – | Middlesbrough | | 1:0 |
| |
FA Cup 1972/73, Third Round Proper |
| 13.01.1973 | | Plymouth Argyle | – | Middlesbrough | | 1:0 |
| |
FA Cup 1971/72, Fifth Round Proper |
| 29.02.1972 | | Middlesbrough | – | Manchester United | | 0:3 * |
| |
FA Cup 1970/71, Fourth Round Proper |
| 23.01.1971 | | Everton | – | Middlesbrough | | 3:0 |
| Liverpool |
FA Cup 1969/70, Sixth Round Proper |
| 25.02.1970 | | Manchester United | – | Middlesbrough | | 2:1 (1:0) * |
| |
FA Cup 1968/69, Third Round Proper |
| 06.01.1969 | | Millwall | – | Middlesbrough | | 1:0 * |
| |
FA Cup 1967/68, Fourth Round Proper |
| 20.02.1968 | | Bristol City | – | Middlesbrough | | 2:1 * |
| |
FA Cup 1966/67, Third Round Proper |
| 28.01.1967 | | Mansfield Town | – | Middlesbrough | | 2:0 |
| |
FA Cup 1965/66, Third Round Proper |
| 22.01.1966 | | Tottenham Hotspur | – | Middlesbrough | | 4:0 |
| |
FA Cup 1964/65, Fifth Round Proper |
| 20.02.1965 | | Middlesbrough | – | Leicester City | | 0:3 |
| |
FA Cup 1963/64, Third Round Proper |
| 04.01.1964 | | Brentford | – | Middlesbrough | | 2:1 |
| |
FA Cup 1962/63, Fourth Round Proper |
| 16.03.1963 | | Middlesbrough | – | Leeds United | | 0:2 |
| |
FA Cup 1961/62, Fifth Round Proper |
| 17.02.1962 | | Blackburn Rovers | – | Middlesbrough | | 2:1 |
| |
FA Cup 1960/61, Third Round Proper |
| 07.01.1961 | | Manchester United | – | Middlesbrough | | 3:0 |
| |
FA Cup 1959/60, Third Round Proper |
| 09.01.1960 | | Sheffield Wednesday | – | Middlesbrough | | 2:1 |
| |
FA Cup 1958/59, Third Round Proper |
| 24.01.1959 | | Middlesbrough | – | Birmingham City | | 0:1 |
| |
FA Cup 1957/58, Fourth Round Proper |
| 25.01.1958 | | Stoke City | – | Middlesbrough | | 3:1 |
| |
FA Cup 1956/57, Fourth Round Proper |
| 26.01.1957 | | Middlesbrough | – | Aston Villa | | 2:3 |
| |
FA Cup 1955/56, Fourth Round Proper |
| 28.01.1956 | | Tottenham Hotspur | – | Middlesbrough | | 3:1 |
| |
FA Cup 1954/55, Third Round Proper |
| 08.01.1955 | | Middlesbrough | – | Notts County | | 1:4 |
| |
FA Cup 1953/54, Third Round Proper |
| 14.01.1954 | | Leicester City | – | Middlesbrough | | 3:2 * |
| |
FA Cup 1952/53, Third Round Proper |
| 10.01.1953 | | Aston Villa | – | Middlesbrough | | 3:1 |
| |
FA Cup 1951/52, Fourth Round Proper |
| 06.02.1952 | | Middlesbrough | – | Doncaster Rovers | | 1:4 |
| |
FA Cup 1950/51, Third Round Proper |
| 06.01.1951 | | Leeds United | – | Middlesbrough | | 1:0 |
| |
FA Cup 1949/50, Fourth Round Proper |
| 28.01.1950 | | Chesterfield | – | Middlesbrough | | 3:2 |
| |
FA Cup 1948/49, Third Round Proper |
| 08.01.1949 | | Brentford | – | Middlesbrough | | 3:2 |
| |
FA Cup 1947/48, Fifth Round Proper |
| 07.02.1948 | | Middlesbrough | – | Derby County | | 1:2 |
| |
FA Cup 1946/47, Sixth Round Proper |
| 04.03.1947 | | Burnley | – | Middlesbrough | | 1:0 * |
| |
FA Cup 1945/46, Fifth Round Proper |
| 09.02.1946 | | Bolton Wanderers | – | Middlesbrough | | 1:0 |
| |
FA Cup 1945/46, Fourth Round Proper |
| 26.01.1946 | | Blackpool | – | Middlesbrough | | 3:2 |
| |
FA Cup 1938/39, Fourth Round Proper |
| 21.01.1939 | | Middlesbrough | – | Sunderland | | 0:2 |
| |
FA Cup 1937/38, Fifth Round Proper |
| 12.02.1938 | | York City | – | Middlesbrough | | 1:0 |
| |
FA Cup 1936/37, Third Round Proper |
| 16.01.1937 | | Wolverhampton Wanderers | – | Middlesbrough | | 6:1 |
| |
FA Cup 1935/36, Sixth Round Proper |
| 29.02.1936 | | Grimsby Town | – | Middlesbrough | | 3:1 |
| |
FA Cup 1934/35, Third Round Proper |
| 17.01.1935 | | Blackburn Rovers | – | Middlesbrough | | 1:0 * |
| |
FA Cup 1933/34, Third Round Proper |
| 17.01.1934 | | Middlesbrough | – | Sunderland | | 1:2 * |
| |
FA Cup 1932/33, Fifth Round Proper |
| 22.02.1933 | | Birmingham | – | Middlesbrough | | 3:0 * |
| |
FA Cup 1931/32, Third Round Proper |
| 13.01.1932 | | Portsmouth | – | Middlesbrough | | 3:0 * |
| |
FA Cup 1930/31, Third Round Proper |
| 19.01.1931 | | Bradford City | – | Middlesbrough | | 2:1 * |
| |
FA Cup 1929/30, Fifth Round Proper |
| 15.02.1930 | | Middlesbrough | – | Arsenal | | 0:2 |
| |
FA Cup 1928/29, Fourth Round Proper |
| 26.01.1929 | | West Bromwich Albion | – | Middlesbrough | | 1:0 |
| |
FA Cup 1927/28, Fifth Round Proper |
| 18.02.1928 | | Huddersfield Town | – | Middlesbrough | | 4:0 |
| |
FA Cup 1926/27, Fifth Round Proper |
| 19.02.1927 | | Millwall | – | Middlesbrough | | 3:2 |
| |
FA Cup 1925/26, Fourth Round Proper |
| 30.01.1926 | | Clapton Orient | – | Middlesbrough | | 4:2 |
| |
FA Cup 1924/25, First Round Proper |
| 10.01.1925 | | Bradford Park Avenue | – | Middlesbrough | | 1:0 |
| |
FA Cup 1923/24, First Round Proper |
| 12.01.1924 | | Middlesbrough | – | Watford | | 0:1 |
| |
FA Cup 1922/23, Second Round Proper |
| 08.02.1923 | | Sheffield United | – | Middlesbrough | | 3:0 * |
| |
FA Cup 1921/22, First Round Proper |
| 07.01.1922 | | Hull City | – | Middlesbrough | | 5:0 |
| |
FA Cup 1920/21, First Round Proper |
| 08.01.1921 | | Derby County | – | Middlesbrough | | 2:0 |
| |
FA Cup 1919/20, Second Round Proper |
| 31.01.1920 | | Notts County | – | Middlesbrough | | 1:0 |
| |
FA Cup 1914/15, Second Round Proper |
| 30.01.1915 | | Bradford City | – | Middlesbrough | | 1:0 |
| |
FA Cup 1913/14, First Round Proper |
| 10.01.1914 | | Blackburn Rovers | – | Middlesbrough | | 3:0 |
| |
FA Cup 1912/13, Third Round Proper |
| 22.02.1913 | | Burnley | – | Middlesbrough | | 3:1 |
| |
FA Cup 1911/12, Second Round Proper |
| 08.02.1912 | | West Ham United | – | Middlesbrough | | 2:1 * |
| |
FA Cup 1910/11, Third Round Proper |
| 25.02.1911 | | Middlesbrough | – | Blackburn Rovers | | 0:3 |
| |
FA Cup 1909/10, First Round Proper |
| 19.01.1910 | | Everton | – | Middlesbrough | | 5:3 * |
| |
FA Cup 1908/09, First Round Proper |
| 16.01.1909 | | Preston North End | – | Middlesbrough | | 1:0 |
| |
FA Cup 1907/08, First Round Proper |
| 11.01.1908 | | Notts County | – | Middlesbrough | | 2:0 |
| |
FA Cup 1906/07, Second Round Proper |
| 02.02.1907 | | Brentford | – | Middlesbrough | | 1:0 |
| |
FA Cup 1905/06, Third Round Proper |
| 24.02.1906 | | Southampton | – | Middlesbrough | | 6:1 |
| |
FA Cup 1904/05, First Round Proper |
| 09.02.1905 | | Tottenham Hotspur | – | Middlesbrough | | 1:0 * |
| |
FA Cup 1903/04, Third Round Proper |
| 09.03.1904 | | Middlesbrough | – | Manchester City | | 1:3 * |
| |
FA Cup 1902/03, Intermediate Round |
| 13.12.1902 | | Bristol City | – | Middlesbrough | | 3:1 |
| |
FA Cup 1901/02, First Round Proper |
| 29.01.1902 | | Bristol Rovers | – | Middlesbrough | | 1:0 * |
| |
FA Cup 1900/01, Third Round Proper |
| 23.03.1901 | | Middlesbrough | – | West Bromwich Albion | | 0:1 |
| |
FA Cup 1894/95, Second Round Proper |
| 16.02.1895 | | Sheffield Wednesday | – | Middlesbrough | | 6:1 |
| |
FA Cup 1893/94, First Round Proper |
| 27.01.1894 | | Newton Heath | – | Middlesbrough | | 4:0 |
| |
FA Cup 1892/93, Second Round Proper |
| 04.02.1893 | | Wolverhampton Wanderers | – | Middlesbrough | | 2:1 |
| |
FA Cup 1891/92, Second Round |
| 30.01.1892 | | Middlesbrough | – | Preston North End | | 1:2 |
| |
FA Cup 1887/88, Sixth Round |
| 28.01.1888 | | Middlesbrough | – | Crewe Alexandra | | 0:2 |
| |
FA Cup 1887/88, Third Round |
| 03.12.1887 | | Sunderland | – | Middlesbrough | | 4:2 * |
| |
FA Cup 1886/87, Second Round |
| 27.11.1886 | | Lincoln City | – | Middlesbrough | | 2:0 * |
| |
FA Cup 1885/86, Fifth Round |
| 23.01.1886 | | Redcar | – | Middlesbrough | | 2:1 |
| |
FA Cup 1884/85, Fourth Round |
| 24.01.1885 | | Old Etonians | – | Middlesbrough | | 5:2 |
| |
FA Cup 1883/84, First Round |
| 10.11.1883 | | Middlesbrough | – | Staveley | | 1:5 |
| |
USSR
Ukraine
Azerbaijan
Armenia
Belarus
Kazakhstan
Moldova
Austria
England
Belgium
Bulgaria
Hungary
Germany
Netherlands
Georgia
Iceland
Spain
Italy
Latvia
Lithuania
Norway
Poland
Portugal
Serbia
Slovenia
France
Croatia
Montenegro
Czech
Sweden
Scotland
Estonia
USA
Canada
China
Australia
