| 27.01.1894 | Middlesbrough | 4 | - | 0 | W | 5.000 | FACup | R1 | H | Bank Street | Alf Farman, Bob Donaldson x2, John Peden | ||||
| 16.12.1899 | Middlesbrough | 2 | - | 1 | W | 4.000 | LgDiv2 | H | Bank Street | Fred Erentz (pen), Robert Parkinson | |||||
| 21.04.1900 | Middlesbrough | 0 | - | 2 | L | 8.000 | LgDiv2 | U | Linthorpe Road | ||||||
| 08.09.1900 | Middlesbrough | 4 | - | 0 | W | 5.500 | LgDiv2 | H | Bank Street | Thomas Leigh, William Jackson, John Grundy, William Griffiths | |||||
| 01.01.1901 | Middlesbrough | 2 | - | 1 | W | 12.000 | LgDiv2 | U | Linthorpe Road | Alf Schofield x2 | |||||
| 14.09.1901 | Middlesbrough | 0 | - | 5 | L | 12.000 | LgDiv2 | U | Linthorpe Road | ||||||
| 07.04.1902 | Middlesbrough | 1 | - | 2 | L | 2.000 | LgDiv2 | H | Bank Street | Fred Erentz (pen) | |||||
| 08.12.1906 | Middlesbrough | 3 | - | 1 | W | 12.000 | LgDiv1 | H | Bank Street | George Wall x2, Charlie Sagar | |||||
| 13.04.1907 | Middlesbrough | 0 | - | 2 | L | 15.000 | LgDiv1 | U | Ayresome Park | ||||||
| 09.09.1907 | Middlesbrough | 2 | - | 1 | W | 20.000 | LgDiv1 | H | Bank Street | Sandy Turnbull x2 | |||||
| 14.09.1907 | Middlesbrough | 1 | - | 2 | L | 18.000 | LgDiv1 | U | Ayresome Park | James Bannister 75' | |||||
| 12.09.1908 | Middlesbrough | 6 | - | 3 | W | 25.000 | LgDiv1 | H | Bank Street | Jimmy Turnbull x4, Harold Halse, George Wall | |||||
| 09.01.1909 | Middlesbrough | 0 | - | 5 | L | 15.000 | LgDiv1 | U | Ayresome Park | ||||||
| 18.12.1909 | Middlesbrough | 2 | - | 1 | W | 10.000 | LgDiv1 | U | Ayresome Park | Thomas Homer, Sandy Turnbull | |||||
| 30.04.1910 | Middlesbrough | 4 | - | 1 | W | 10.000 | LgDiv1 | H | Old Trafford | Jack Picken x4 | |||||
| 29.10.1910 | Middlesbrough | 1 | - | 2 | L | 35.000 | LgDiv1 | H | Old Trafford | Sandy Turnbull | |||||
| 04.03.1911 | Middlesbrough | 2 | - | 2 | D | 8.000 | LgDiv1 | U | Ayresome Park | Enoch West, Sandy Turnbull | |||||
| 21.10.1911 | Middlesbrough | 3 | - | 4 | L | 20.000 | LgDiv1 | H | Old Trafford | Harold Halse, Enoch West, Sandy Turnbull | |||||
| 17.04.1912 | Middlesbrough | 0 | - | 3 | L | 5.000 | LgDiv1 | U | Ayresome Park | ||||||
| 26.10.1912 | Middlesbrough | 2 | - | 3 | L | 10.000 | LgDiv1 | U | Ayresome Park | Thomas Nuttall x2 | |||||
| 01.03.1913 | Middlesbrough | 2 | - | 3 | L | 15.000 | LgDiv1 | H | Old Trafford | Arthur Whalley, Billy Meredith | |||||
| 15.11.1913 | Middlesbrough | 0 | - | 1 | L | 15.000 | LgDiv1 | H | Old Trafford | ||||||
| 21.02.1914 | Middlesbrough | 1 | - | 3 | L | 12.000 | LgDiv1 | U | Ayresome Park | George Anderson | |||||
| 05.12.1914 | Middlesbrough | 1 | - | 1 | D | 7.000 | LgDiv1 | U | Ayresome Park | George Anderson | |||||
| 10.04.1915 | Middlesbrough | 2 | - | 2 | D | 15.000 | LgDiv1 | H | Old Trafford | Sandy Turnbull, Patrick O'Connell | |||||
| 27.09.1919 | Middlesbrough | 1 | - | 1 | D | 20.000 | LgDiv1 | U | Ayresome Park | Wilfred Woodcock | |||||
| 04.10.1919 | Middlesbrough | 1 | - | 1 | D | 28.000 | LgDiv1 | H | Old Trafford | Wilfred Woodcock | |||||
| 09.04.1921 | Middlesbrough | 4 | - | 2 | W | 15.000 | LgDiv1 | U | Ayresome Park | John Grimwood, George Bissett, Joe Spence x2 | |||||
| 16.04.1921 | Middlesbrough | 0 | - | 1 | L | 25.000 | LgDiv1 | H | Old Trafford | ||||||
| 05.11.1921 | Middlesbrough | 3 | - | 5 | L | 30.000 | LgDiv1 | H | Old Trafford | Arthur Lochhead, Joe Spence, George Sapsford | |||||
| 12.11.1921 | Middlesbrough | 0 | - | 2 | L | 18.000 | LgDiv1 | U | Ayresome Park | ||||||
| 25.12.1924 | Middlesbrough | 1 | - | 1 | D | 18.500 | LgDiv2 | U | Ayresome Park | William Henderson | |||||
| 26.12.1924 | Middlesbrough | 2 | - | 0 | W | 44.000 | LgDiv2 | H | Old Trafford | Thomas Smith, William Henderson | |||||
| 27.08.1927 | Middlesbrough | 3 | - | 0 | W | 44.957 | LgDiv1 | H | Old Trafford | James Hanson, Joe Spence x2 | |||||
| 31.12.1927 | Middlesbrough | 2 | - | 1 | W | 19.652 | LgDiv1 | U | Ayresome Park | James Hanson, William Johnston | |||||
| 14.09.1929 | Middlesbrough | 3 | - | 2 | W | 26.428 | LgDiv1 | U | Ayresome Park | William Rawlings x3 | |||||
| 18.01.1930 | Middlesbrough | 0 | - | 3 | L | 21.028 | LgDiv1 | H | Old Trafford | ||||||
| 03.09.1930 | Middlesbrough | 1 | - | 3 | L | 15.712 | LgDiv1 | U | Ayresome Park | Harry Rowley | |||||
| 02.05.1931 | Middlesbrough | 4 | - | 4 | D | 3.969 | LgDiv1 | H | Old Trafford | Thomas Reid x2, Stanley Gallimore, Samuel Bennion | |||||
| 14.01.1933 | Middlesbrough | 1 | - | 4 | L | 36.991 | FACup | R3 | H | Old Trafford | Joe Spence | ||||
| 12.12.1936 | Middlesbrough | 2 | - | 3 | L | 11.790 | LgDiv1 | U | Ayresome Park | Thomas Manley, Reginald Halton |
| 17.04.1937 | Middlesbrough | 2 | - | 1 | W | 17.656 | LgDiv1 | H | Old Trafford | William Bryant, Thomas Bamford | |||||
| 27.08.1938 | Middlesbrough | 1 | - | 3 | L | 25.539 | LgDiv1 | U | Ayresome Park | Jack Smith | |||||
| 24.12.1938 | Middlesbrough | 1 | - | 1 | D | 33.235 | LgDiv1 | H | Old Trafford | Jackie Wassall | |||||
| 14.09.1946 | Middlesbrough | 1 | - | 0 | W | 65.112 | LgDiv1 | H | Maine Road | Jack Rowley 4 ' | |||||
| 18.01.1947 | Middlesbrough | 4 | - | 2 | W | 37.435 | LgDiv1 | U | Ayresome Park | Stan Pearson 52', 75', Edward Buckle 64', Johnny Morris 72' | |||||
| 23.08.1947 | Middlesbrough | 2 | - | 2 | D | 39.554 | LgDiv1 | U | Ayresome Park | Jack Rowley 64', 75' | |||||
| 20.12.1947 | Middlesbrough | 2 | - | 1 | W | 46.666 | LgDiv1 | H | Maine Road | Stan Pearson 32', 72' | |||||
| 27.11.1948 | Middlesbrough | 4 | - | 1 | W | 31.331 | LgDiv1 | U | Ayresome Park | Jack Rowley 12', 6 ', 69', Jimmy Delaney 73' | |||||
| 02.05.1949 | Middlesbrough | 1 | - | 0 | W | 20.158 | LgDiv1 | H | Maine Road | Jack Rowley 63' | |||||
| 19.11.1949 | Middlesbrough | 2 | - | 0 | W | 42.626 | LgDiv1 | H | Old Trafford | Stan Pearson 52', Jack Rowley 65' | |||||
| 11.03.1950 | Middlesbrough | 3 | - | 2 | W | 46.702 | LgDiv1 | U | Ayresome Park | John Downie 53', 85', Jack Rowley 78' | |||||
| 23.09.1950 | Middlesbrough | 2 | - | 1 | W | 48.051 | LgDiv1 | U | Ayresome Park | Stan Pearson 13', 58' | |||||
| 03.02.1951 | Middlesbrough | 1 | - | 0 | W | 44.633 | LgDiv1 | H | Old Trafford | Stan Pearson 37' | |||||
| 22.08.1951 | Middlesbrough | 4 | - | 2 | W | 37.339 | LgDiv1 | H | Old Trafford | Jack Rowley 1 ', 46', 72' , Stan Pearson 14' | |||||
| 29.08.1951 | Middlesbrough | 4 | - | 1 | W | 44.212 | LgDiv1 | U | Ayresome Park | Stan Pearson 25', 66', Jack Rowley 58', 9 ' | |||||
| 06.12.1952 | Middlesbrough | 3 | - | 2 | W | 27.617 | LgDiv1 | H | Old Trafford | Stan Pearson 7', 32', John Aston Snr 23' | |||||
| 25.04.1953 | Middlesbrough | 0 | - | 5 | L | 34.344 | LgDiv1 | U | Ayresome Park | ||||||
| 09.09.1953 | Middlesbrough | 2 | - | 2 | D | 18.161 | LgDiv1 | H | Old Trafford | Jack Rowley 16', 33' | |||||
| 16.09.1953 | Middlesbrough | 4 | - | 1 | W | 23.607 | LgDiv1 | U | Ayresome Park | Roger Byrne 23' (pen), Tommy Taylor 49', 85', Jack Rowley 87' | |||||
| 07.01.1961 | Middlesbrough | 3 | - | 0 | W | 49.184 | FACup | R3 | H | Old Trafford | Noel Cantwell 25', Alex Dawson 77', 84' | ||||
| 03.09.1969 | Middlesbrough | 1 | - | 0 | W | 38.939 | LCup | R2 | H | Old Trafford | David Sadler | ||||
| 21.02.1970 | Middlesbrough | 1 | - | 1 | D | 40.000 | FACup | R6 | U | Ayresome Park | Carlo Sartori | ||||
| 25.02.1970 | Middlesbrough | 2 | - | 1 | W | 63.418 | FACup | R6rp | H | Old Trafford | Bobby Charlton, Willie Morgan (pen) | ||||
| 02.01.1971 | Middlesbrough | 0 | - | 0 | D | 47.824 | FACup | R3 | H | Old Trafford | |||||
| 05.01.1971 | Middlesbrough | 1 | - | 2 | L | 41.000 | FACup | R3rp | U | Ayresome Park | George Best 89' | ||||
| 26.02.1972 | Middlesbrough | 0 | - | 0 | D | 53.850 | FACup | R5 | H | Old Trafford | |||||
| 29.02.1972 | Middlesbrough | 3 | - | 0 | W | 39.683 | FACup | R5rp | U | Ayresome Park | Willie Morgan 45'(pen), George Best 5 ', Bobby Charlton 68' | ||||
| 08.10.1973 | Middlesbrough | 0 | - | 1 | L | 23.906 | LCup | R2 | H | Old Trafford | |||||
| 04.12.1974 | Middlesbrough | 0 | - | 0 | D | 36.005 | LCup | R5 | U | Ayresome Park | |||||
| 18.12.1974 | Middlesbrough | 3 | - | 0 | W | 49.501 | LCup | R5rp | H | Old Trafford | Stuart Pearson 55', Sammy McIlroy 69', Lou Macari 82' | ||||
| 06.12.1975 | Middlesbrough | 0 | - | 0 | D | 32.454 | LgDiv1 | U | Ayresome Park | ||||||
| 27.03.1976 | Middlesbrough | 3 | - | 0 | W | 58.527 | LgDiv1 | H | Old Trafford | Gerry Daly 6 ' (pen), David McCreery 65', Gordon Hill 7 ' | |||||
| 18.09.1976 | Middlesbrough | 2 | - | 0 | W | 56.712 | LgDiv1 | H | Old Trafford | McAndrew 2 (o.g.), Stuart Pearson 76' | |||||
| 26.04.1977 | Middlesbrough | 0 | - | 3 | L | 21.744 | LgDiv1 | U | Ayresome Park | ||||||
| 08.10.1977 | Middlesbrough | 1 | - | 2 | L | 26.822 | LgDiv1 | U | Ayresome Park | Steve Coppell | |||||
| 04.03.1978 | Middlesbrough | 0 | - | 0 | D | 46.332 | LgDiv1 | H | Old Trafford | ||||||
| 07.10.1978 | Middlesbrough | 3 | - | 2 | W | 45.402 | LgDiv1 | H | Old Trafford | Lou Macari x2, Joe Jordan | |||||
| 27.03.1979 | Middlesbrough | 2 | - | 2 | D | 20.138 | LgDiv1 | U | Ayresome Park | Gordon McQueen, Steve Coppell 51' | |||||
| 01.09.1979 | Middlesbrough | 2 | - | 1 | W | 51.015 | LgDiv1 | H | Old Trafford | Lou Macari ??, 5 ' | |||||
| 12.01.1980 | Middlesbrough | 1 | - | 1 | D | 30.587 | LgDiv1 | U | Ayresome Park | Mickey Thomas 37' | |||||
| 16.08.1980 | Middlesbrough | 3 | - | 0 | W | 54.394 | LgDiv1 | H | Old Trafford | Lou Macari, Mickey Thomas, Ashley Grimes |
| 15.11.1980 | Middlesbrough | 1 | - | 1 | D | 20.606 | LgDiv1 | U | Ayresome Park | Joe Jordan 58' | |||||
| 22.09.1981 | Middlesbrough | 2 | - | 0 | W | 19.895 | LgDiv1 | U | Ayresome Park | Garry Birtles 3 ' , Frank Stapleton | |||||
| 21.10.1981 | Middlesbrough | 1 | - | 0 | W | 38.342 | LgDiv1 | H | Old Trafford | Remi Moses | |||||
| 10.09.1988 | Middlesbrough | 1 | - | 0 | W | 40.422 | LgDiv1 | H | Old Trafford | Bryan Robson 70' | |||||
| 02.01.1989 | Middlesbrough | 0 | - | 1 | L | 24.411 | LgDiv1 | U | Ayresome Park | ||||||
| 04.03.1992 | Middlesbrough | 0 | - | 0 | D | 25.572 | LCup | SF-1 | U | Ayresome Park | |||||
| 11.03.1992 | Middlesbrough | 2 | - | 1 | W | 45.875 | LCup | SF-2 | aet | H | Old Trafford | Lee Sharpe 29', Ryan Giggs 106' | |||
| 03.10.1992 | Middlesbrough | 1 | - | 1 | D | 24.172 | LgPL | U | Ayresome Park | Steve Bruce 44' (pen) | |||||
| 27.02.1993 | Middlesbrough | 3 | - | 0 | W | 36.251 | LgPL | H | Old Trafford | Ryan Giggs 21', Denis Irwin 79', Eric Cantona 86' | |||||
| 28.10.1995 | Middlesbrough | 2 | - | 0 | W | 36.580 | LgPL | H | Old Trafford | Gary Pallister 44', Andrew Cole 88' | |||||
| 05.05.1996 | Middlesbrough | 3 | - | 0 | W | 29.921 | LgPL | U | Riverside Stadium | David May 14', Andrew Cole 54', Ryan Giggs 81' | |||||
| 23.11.1996 | Middlesbrough | 2 | - | 2 | D | 30.063 | LgPL | U | Riverside Stadium | Roy Keane 17', David May 73' | |||||
| 05.05.1997 | Middlesbrough | 3 | - | 3 | D | 54.489 | LgPL | H | Old Trafford | Roy Keane 34', Gary Neville 42', Ole Gunnar Solskjaer 67' | |||||
| 19.12.1998 | Middlesbrough | 2 | - | 3 | L | 55.152 | LgPL | H | Old Trafford | Nicky Butt 62', Paul Scholes 70' | |||||
| 03.01.1999 | Middlesbrough | 3 | - | 1 | W | 52.232 | FACup | R3 | H | Old Trafford | Andrew Cole 68', Denis Irwin 82' (pen), Ryan Giggs 90' | ||||
| 09.05.1999 | Middlesbrough | 1 | - | 0 | W | 34.665 | LgPL | U | Riverside Stadium | Dwight Yorke 45' | |||||
| 29.01.2000 | Middlesbrough | 1 | - | 0 | W | 61.267 | LgPL | H | Old Trafford | David Beckham 87' | |||||
| 10.04.2000 | Middlesbrough | 4 | - | 3 | W | 34.775 | LgPL | U | Riverside Stadium | Ryan Giggs 46', Andrew Cole 60', Paul Scholes 74', Quinton Fortune 88' | |||||
| 11.11.2000 | Middlesbrough | 2 | - | 1 | W | 67.576 | LgPL | H | Old Trafford | Nicky Butt 62', Teddy Sheringham 65' | |||||
| 28.04.2001 | Middlesbrough | 2 | - | 0 | W | 34.417 | LgPL | U | Riverside Stadium | Phil Neville 4', David Beckham 84' | |||||
| 15.12.2001 | Middlesbrough | 1 | - | 0 | W | 34.358 | LgPL | U | Riverside Stadium | Ruud van Nistlerooy 76' | |||||
| 26.01.2002 | Middlesbrough | 0 | - | 2 | L | 17.624 | FACup | R4 | U | Riverside Stadium | |||||
| 23.03.2002 | Middlesbrough | 0 | - | 1 | L | 67.683 | LgPL | H | Old Trafford | ||||||
| 03.09.2002 | Middlesbrough | 1 | - | 0 | W | 67.508 | LgPL | H | Old Trafford | Ruud van Nistlerooy 28' (pen) | |||||
| 26.12.2002 | Middlesbrough | 1 | - | 3 | L | 34.673 | LgPL | U | Riverside Stadium | Ryan Giggs 60' | |||||
| 28.12.2003 | Middlesbrough | 1 | - | 0 | W | 34.738 | LgPL | U | Riverside Stadium | Quinton Fortune 14' | |||||
| 11.02.2004 | Middlesbrough | 2 | - | 3 | L | 67.346 | LgPL | H | Old Trafford | Ruud van Nistlerooy 45', Ryan Giggs 63' | |||||
| 03.10.2004 | Middlesbrough | 1 | - | 1 | D | 67.988 | LgPL | H | Old Trafford | Alan Smith 81' | |||||
| 01.01.2005 | Middlesbrough | 2 | - | 0 | W | 34.199 | LgPL | U | Riverside Stadium | Darren Fletcher 9', Ryan Giggs 79' | |||||
| 29.01.2005 | Middlesbrough | 3 | - | 0 | W | 67.251 | FACup | R4 | H | Old Trafford | John O'Shea 10', Wayne Rooney 67', 82' | ||||
| 29.10.2005 | Middlesbrough | 1 | - | 4 | L | 30.579 | LgPL | U | Riverside Stadium | Cristiano Ronaldo 90' | |||||
| 01.05.2006 | Middlesbrough | 0 | - | 0 | D | 69.531 | LgPL | H | Old Trafford | ||||||
| 02.12.2006 | Middlesbrough | 2 | - | 1 | W | 31.238 | LgPL | U | Riverside Stadium | Louis Saha 19' (pen), Darren Fletcher 68' | |||||
| 10.03.2007 | Middlesbrough | 2 | - | 2 | D | 33.308 | FACup | R6 | U | Riverside Stadium | Wayne Rooney 23', Cristiano Ronaldo 68' (pen) | ||||
| 19.03.2007 | Middlesbrough | 1 | - | 0 | W | 61.325 | FACup | R6rp | H | Old Trafford | Cristiano Ronaldo 76' | ||||
| 21.04.2007 | Middlesbrough | 1 | - | 1 | D | 75.967 | LgPL | H | Old Trafford | Kieran Richardson 3' | |||||
| 27.10.2007 | Middlesbrough | 4 | - | 1 | W | 75.720 | LgPL | H | Old Trafford | Nani 3', Wayne Rooney 33', Carlos Tevez 55', 85' | |||||
| 06.04.2008 | Middlesbrough | 2 | - | 2 | D | 33.952 | LgPL | U | Riverside Stadium | Cristiano Ronaldo 10', Wayne Rooney 74' | |||||
| 23.09.2008 | Middlesbrough | 3 | - | 1 | W | 53.729 | LCup | R3 | H | Old Trafford | Cristiano Ronaldo 25', Ryan Giggs 79', Nani 90' | ||||
| 29.12.2008 | Middlesbrough | 1 | - | 0 | W | 75.294 | LgPL | H | Old Trafford | Dimitar Berbatov 69' | |||||
| 02.05.2009 | Middlesbrough | 2 | - | 0 | W | 33.767 | LgPL | U | Riverside Stadium | Ryan Giggs 25', Ji-Sung Park 51' | |||||
| 28.10.2015 | Middlesbrough | 0 | - | 0 | D | 67.258 | LCup | R4 | aet | H | Old Trafford | ||||
| 31.12.2016 | Middlesbrough | 2 | - | 1 | W | 75.314 | LgPL | H | Old Trafford | Anthony Martial 85', Paul Pogba 86' | |||||
| 19.03.2017 | Middlesbrough | 3 | - | 1 | W | 32.689 | LgPL | U | Riverside Stadium | Marouane Fellaini 30', Jesse Lingard 62', Antonio Valencia 90'+3 |