| League | 102 | 51 | 22 | 29 | 181 | 150 | |
| Others | 21 | 11 | 6 | 4 | 33 | 16 | |
| Total | 123 | 62 | 28 | 33 | 214 | 166 |
| League | 97 | 48 | 20 | 29 | 171 | 146 | |
| Others | 18 | 9 | 5 | 4 | 27 | 13 | |
| Total | 115 | 57 | 25 | 33 | 198 | 159 |
| Saturday 10 March 2007 | ||
| FA Cup - Quarter-Final | ||
| Riverside Stadium (33,308) | ||
| M'boro | 2 - 2 | Man Utd |
| Cattermole45 Boateng47 | Rooney 23 Ronaldo 68 | |
| Starting XI | ||
| Mark Schwarzer Jonathan Woodgate Stuart Parnaby Julio Arca Emanuel Pogatetz Andrew Taylor George Boateng Stewart Downing Lee Cattermole Mark Viduka Ayegbeni Yakubu | Tomasz Kuszczak Gary Neville Gabriel Heinze John O'Shea Rio Ferdinand Nemanja Vidic Cristiano Ronaldo Michael Carrick Wayne Rooney Henrik Larsson Ryan Giggs | |
| Substitutes | ||
| James Morrison Dong-Gook Lee Jason Euell | ||
| Managers | ||
| Gareth Southgate | Alex Ferguson | |
| Referee | ||
| Rob Styles | ||
| Tomasz Kuszczak | 25 | 9 | |
| Gary Neville | 32 | 539 | |
| Gabriel Heinze | 29 | 67 | |
| John O'Shea | 26 | 236 | |
| Rio Ferdinand | 28 | 206 | |
| Nemanja Vidic | 25 | 47 | |
| Cristiano Ronaldo | 22 | 175 | |
| Michael Carrick | 26 | 36 | |
| Wayne Rooney | 21 | 130 | |
| Henrik Larsson | 35 | 13 | |
| Ryan Giggs | 33 | 701 | |
| average age | 27 | - | |
●First appearance
| 1 | Sun 20 Aug 2006 | Premiership | MU | 5 - 1 | Fulham | Old Trafford | |
| 2 | Wed 23 Aug 2006 | Premiership | Charlton Athletic | 0 - 3 | MU | The Valley | |
| 3 | Sat 26 Aug 2006 | Premiership | Watford | 1 - 2 | MU | Vicarage Road | |
| 4 | Sat 9 Sep 2006 | Premiership | MU | 1 - 0 | Tottenham Hotspur | Old Trafford | |
| 5 | Wed 13 Sep 2006 | UEFA Champions League | MU | 3 - 2 | Celtic | Old Trafford | |
| 6 | Sun 17 Sep 2006 | Premiership | MU | 0 - 1 | Arsenal | Old Trafford | |
| 7 | Sat 23 Sep 2006 | Premiership | Reading | 1 - 1 | MU | Madejski Stadium | |
| 8 | Tue 26 Sep 2006 | UEFA Champions League | Benfica | 0 - 1 | MU | Estadio da Luz | |
| 9 | Sun 1 Oct 2006 | Premiership | MU | 2 - 0 | Newcastle United | Old Trafford | |
| 10 | Sat 14 Oct 2006 | Premiership | Wigan Athletic | 1 - 3 | MU | JJB Stadium | |
| 11 | Tue 17 Oct 2006 | UEFA Champions League | MU | 3 - 0 | Copenhagen | Old Trafford | |
| 12 | Sun 22 Oct 2006 | Premiership | MU | 2 - 0 | Liverpool | Old Trafford | |
| 13 | Wed 25 Oct 2006 | League Cup | Crewe Alexandra | 1 - 2 | MU | Gresty Road | |
| 14 | Sat 28 Oct 2006 | Premiership | Bolton Wanderers | 0 - 4 | MU | The Reebok Stadium | |
| 15 | Wed 1 Nov 2006 | UEFA Champions League | Copenhagen | 1 - 0 | MU | Parken Stadion | |
| 16 | Sat 4 Nov 2006 | Premiership | MU | 3 - 0 | Portsmouth | Old Trafford | |
| 17 | Tue 7 Nov 2006 | League Cup | Southend United | 1 - 0 | MU | Roots Hall | |
| 18 | Sat 11 Nov 2006 | Premiership | Blackburn Rovers | 0 - 1 | MU | Ewood Park | |
| 19 | Sat 18 Nov 2006 | Premiership | Sheffield United | 1 - 2 | MU | Bramall Lane | |
| 20 | Tue 21 Nov 2006 | UEFA Champions League | Celtic | 1 - 0 | MU | Celtic Park | |
| 21 | Sun 26 Nov 2006 | Premiership | MU | 1 - 1 | Chelsea | Old Trafford | |
| 22 | Wed 29 Nov 2006 | Premiership | MU | 3 - 0 | Everton | Old Trafford | |
| 23 | Sat 2 Dec 2006 | Premiership | Middlesbrough | 1 - 2 | MU | Riverside Stadium | |
| 24 | Wed 6 Dec 2006 | UEFA Champions League | MU | 3 - 1 | Benfica | Old Trafford | |
| 25 | Sat 9 Dec 2006 | Premiership | MU | 3 - 1 | Manchester City | Old Trafford | |
| 26 | Sun 17 Dec 2006 | Premiership | West Ham United | 1 - 0 | MU | Upton Park | |
| 27 | Sat 23 Dec 2006 | Premiership | Aston Villa | 0 - 3 | MU | Villa Park | |
| 28 | Tue 26 Dec 2006 | Premiership | MU | 3 - 1 | Wigan Athletic | Old Trafford | |
| 29 | Sat 30 Dec 2006 | Premiership | MU | 3 - 2 | Reading | Old Trafford | |
| 30 | Mon 1 Jan 2007 | Premiership | Newcastle United | 2 - 2 | MU | St James' Park | |
| 31 | Sun 7 Jan 2007 | FA Cup | MU | 2 - 1 | Aston Villa | Old Trafford | |
| 32 | Sat 13 Jan 2007 | Premiership | MU | 3 - 1 | Aston Villa | Old Trafford | |
| 33 | Sun 21 Jan 2007 | Premiership | Arsenal | 2 - 1 | MU | Emirates Stadium | |
| 34 | Sat 27 Jan 2007 | FA Cup | MU | 2 - 1 | Portsmouth | Old Trafford | |
| 35 | Wed 31 Jan 2007 | Premiership | MU | 4 - 0 | Watford | Old Trafford | |
| 36 | Sun 4 Feb 2007 | Premiership | Tottenham Hotspur | 0 - 4 | MU | White Hart Lane | |
| 37 | Sat 10 Feb 2007 | Premiership | MU | 2 - 0 | Charlton Athletic | Old Trafford | |
| 38 | Sat 17 Feb 2007 | FA Cup | MU | 1 - 1 | Reading | Old Trafford | |
| 39 | Tue 20 Feb 2007 | UEFA Champions League | Lille OSC | 0 - 1 | MU | Stade Felix Bollaert | |
| 40 | Sat 24 Feb 2007 | Premiership | Fulham | 1 - 2 | MU | Craven Cottage | |
| 41 | Tue 27 Feb 2007 | FA Cup | Reading | 2 - 3 | MU | Madejski Stadium | |
| 42 | Sat 3 Mar 2007 | Premiership | Liverpool | 0 - 1 | MU | Anfield | |
| 43 | Wed 7 Mar 2007 | UEFA Champions League | MU | 1 - 0 | Lille OSC | Old Trafford | |
| 44 | Sat 10 Mar 2007 | FA Cup | Middlesbrough | 2 - 2 | MU | Riverside Stadium | |
| 45 | Sat 17 Mar 2007 | Premiership | MU | 4 - 1 | Bolton Wanderers | Old Trafford | |
| 46 | Mon 19 Mar 2007 | FA Cup | MU | 1 - 0 | Middlesbrough | Old Trafford | |
| 47 | Sat 31 Mar 2007 | Premiership | MU | 4 - 1 | Blackburn Rovers | Old Trafford | |
| 48 | Wed 4 Apr 2007 | UEFA Champions League | Roma | 2 - 1 | MU | Olympic Stadium | |
| 49 | Sat 7 Apr 2007 | Premiership | Portsmouth | 2 - 1 | MU | Fratton Park | |
| 50 | Tue 10 Apr 2007 | UEFA Champions League | MU | 7 - 1 | Roma | Old Trafford | |
| 51 | Sat 14 Apr 2007 | FA Cup | MU * | 4 - 1 | Watford | Villa Park | |
| 52 | Tue 17 Apr 2007 | Premiership | MU | 2 - 0 | Sheffield United | Old Trafford | |
| 53 | Sat 21 Apr 2007 | Premiership | MU | 1 - 1 | Middlesbrough | Old Trafford | |
| 54 | Tue 24 Apr 2007 | UEFA Champions League | MU | 3 - 2 | AC Milan | Old Trafford | |
| 55 | Sat 28 Apr 2007 | Premiership | Everton | 2 - 4 | MU | Goodison Park | |
| 56 | Wed 2 May 2007 | UEFA Champions League | AC Milan | 3 - 0 | MU | Stadio San Siro | |
| 57 | Sat 5 May 2007 | Premiership | Manchester City | 0 - 1 | MU | City of Manchester Stadium | |
| 58 | Wed 9 May 2007 | Premiership | Chelsea | 0 - 0 | MU | Stamford Bridge | |
| 59 | Sun 13 May 2007 | Premiership | MU | 0 - 1 | West Ham United | Old Trafford | |
| 60 | Sat 19 May 2007 | FA Cup | MU * | 0 - 1 | Chelsea | Wembley |
In the tables above and below, where MU * (or NH *) appears in the home team column, it indicates a match played at a neutral venue.
| 1 | Sat 27 Jan 1894 | FA Cup | NH | 4 - 0 | Middlesbrough | Bank Street | |
| 2 | Sat 16 Dec 1899 | League Division Two | NH | 2 - 1 | Middlesbrough | Bank Street | |
| 3 | Sat 21 Apr 1900 | League Division Two | Middlesbrough | 2 - 0 | NH | Linthorpe Road | |
| 4 | Sat 8 Sep 1900 | League Division Two | NH | 4 - 0 | Middlesbrough | Bank Street | |
| 5 | Tue 1 Jan 1901 | League Division Two | Middlesbrough | 1 - 2 | NH | Linthorpe Road | |
| 6 | Sat 14 Sep 1901 | League Division Two | Middlesbrough | 5 - 0 | NH | Linthorpe Road | |
| 7 | Mon 7 Apr 1902 | League Division Two | NH | 1 - 2 | Middlesbrough | Bank Street | |
| 8 | Sat 8 Dec 1906 | League Division One | MU | 3 - 1 | Middlesbrough | Bank Street | |
| 9 | Sat 13 Apr 1907 | League Division One | Middlesbrough | 2 - 0 | MU | Ayresome Park | |
| 10 | Mon 9 Sep 1907 | League Division One | MU | 2 - 1 | Middlesbrough | Bank Street | |
| 11 | Sat 14 Sep 1907 | League Division One | Middlesbrough | 2 - 1 | MU | Ayresome Park | |
| 12 | Sat 12 Sep 1908 | League Division One | MU | 6 - 3 | Middlesbrough | Bank Street | |
| 13 | Sat 9 Jan 1909 | League Division One | Middlesbrough | 5 - 0 | MU | Ayresome Park | |
| 14 | Sat 18 Dec 1909 | League Division One | Middlesbrough | 1 - 2 | MU | Ayresome Park | |
| 15 | Sat 30 Apr 1910 | League Division One | MU | 4 - 1 | Middlesbrough | Old Trafford | |
| 16 | Sat 29 Oct 1910 | League Division One | MU | 1 - 2 | Middlesbrough | Old Trafford | |
| 17 | Sat 4 Mar 1911 | League Division One | Middlesbrough | 2 - 2 | MU | Ayresome Park | |
| 18 | Sat 21 Oct 1911 | League Division One | MU | 3 - 4 | Middlesbrough | Old Trafford | |
| 19 | Wed 17 Apr 1912 | League Division One | Middlesbrough | 3 - 0 | MU | Ayresome Park | |
| 20 | Sat 26 Oct 1912 | League Division One | Middlesbrough | 3 - 2 | MU | Ayresome Park | |
| 21 | Sat 1 Mar 1913 | League Division One | MU | 2 - 3 | Middlesbrough | Old Trafford | |
| 22 | Sat 15 Nov 1913 | League Division One | MU | 0 - 1 | Middlesbrough | Old Trafford | |
| 23 | Sat 21 Feb 1914 | League Division One | Middlesbrough | 3 - 1 | MU | Ayresome Park | |
| 24 | Sat 5 Dec 1914 | League Division One | Middlesbrough | 1 - 1 | MU | Ayresome Park | |
| 25 | Sat 10 Apr 1915 | League Division One | MU | 2 - 2 | Middlesbrough | Old Trafford | |
| 26 | Sat 27 Sep 1919 | League Division One | Middlesbrough | 1 - 1 | MU | Ayresome Park | |
| 27 | Sat 4 Oct 1919 | League Division One | MU | 1 - 1 | Middlesbrough | Old Trafford | |
| 28 | Sat 9 Apr 1921 | League Division One | Middlesbrough | 2 - 4 | MU | Ayresome Park | |
| 29 | Sat 16 Apr 1921 | League Division One | MU | 0 - 1 | Middlesbrough | Old Trafford | |
| 30 | Sat 5 Nov 1921 | League Division One | MU | 3 - 5 | Middlesbrough | Old Trafford | |
| 31 | Sat 12 Nov 1921 | League Division One | Middlesbrough | 2 - 0 | MU | Ayresome Park | |
| 32 | Thu 25 Dec 1924 | League Division Two | Middlesbrough | 1 - 1 | MU | Ayresome Park | |
| 33 | Fri 26 Dec 1924 | League Division Two | MU | 2 - 0 | Middlesbrough | Old Trafford | |
| 34 | Sat 27 Aug 1927 | League Division One | MU | 3 - 0 | Middlesbrough | Old Trafford | |
| 35 | Sat 31 Dec 1927 | League Division One | Middlesbrough | 1 - 2 | MU | Ayresome Park | |
| 36 | Sat 14 Sep 1929 | League Division One | Middlesbrough | 2 - 3 | MU | Ayresome Park | |
| 37 | Sat 18 Jan 1930 | League Division One | MU | 0 - 3 | Middlesbrough | Old Trafford | |
| 38 | Wed 3 Sep 1930 | League Division One | Middlesbrough | 3 - 1 | MU | Ayresome Park | |
| 39 | Sat 2 May 1931 | League Division One | MU | 4 - 4 | Middlesbrough | Old Trafford | |
| 40 | Sat 14 Jan 1933 | FA Cup | MU | 1 - 4 | Middlesbrough | Old Trafford | |
| 41 | Sat 12 Dec 1936 | League Division One | Middlesbrough | 3 - 2 | MU | Ayresome Park | |
| 42 | Sat 17 Apr 1937 | League Division One | MU | 2 - 1 | Middlesbrough | Old Trafford | |
| 43 | Sat 27 Aug 1938 | League Division One | Middlesbrough | 3 - 1 | MU | Ayresome Park | |
| 44 | Sat 24 Dec 1938 | League Division One | MU | 1 - 1 | Middlesbrough | Old Trafford | |
| 45 | Sat 14 Sep 1946 | League Division One | MU | 1 - 0 | Middlesbrough | Maine Road | |
| 46 | Sat 18 Jan 1947 | League Division One | Middlesbrough | 2 - 4 | MU | Ayresome Park | |
| 47 | Sat 23 Aug 1947 | League Division One | Middlesbrough | 2 - 2 | MU | Ayresome Park | |
| 48 | Sat 20 Dec 1947 | League Division One | MU | 2 - 1 | Middlesbrough | Maine Road | |
| 49 | Sat 27 Nov 1948 | League Division One | Middlesbrough | 1 - 4 | MU | Ayresome Park | |
| 50 | Mon 2 May 1949 | League Division One | MU | 1 - 0 | Middlesbrough | Maine Road | |
| 51 | Sat 19 Nov 1949 | League Division One | MU | 2 - 0 | Middlesbrough | Old Trafford | |
| 52 | Sat 11 Mar 1950 | League Division One | Middlesbrough | 2 - 3 | MU | Ayresome Park | |
| 53 | Sat 23 Sep 1950 | League Division One | Middlesbrough | 1 - 2 | MU | Ayresome Park | |
| 54 | Sat 3 Feb 1951 | League Division One | MU | 1 - 0 | Middlesbrough | Old Trafford | |
| 55 | Wed 22 Aug 1951 | League Division One | MU | 4 - 2 | Middlesbrough | Old Trafford | |
| 56 | Wed 29 Aug 1951 | League Division One | Middlesbrough | 1 - 4 | MU | Ayresome Park | |
| 57 | Sat 6 Dec 1952 | League Division One | MU | 3 - 2 | Middlesbrough | Old Trafford | |
| 58 | Sat 25 Apr 1953 | League Division One | Middlesbrough | 5 - 0 | MU | Ayresome Park | |
| 59 | Wed 9 Sep 1953 | League Division One | MU | 2 - 2 | Middlesbrough | Old Trafford | |
| 60 | Wed 16 Sep 1953 | League Division One | Middlesbrough | 1 - 4 | MU | Ayresome Park | |
| 61 | Sat 7 Jan 1961 | FA Cup | MU | 3 - 0 | Middlesbrough | Old Trafford | |
| 62 | Wed 3 Sep 1969 | League Cup | MU | 1 - 0 | Middlesbrough | Old Trafford | |
| 63 | Sat 21 Feb 1970 | FA Cup | Middlesbrough | 1 - 1 | MU | Ayresome Park | |
| 64 | Wed 25 Feb 1970 | FA Cup | MU | 2 - 1 | Middlesbrough | Old Trafford | |
| 65 | Sat 2 Jan 1971 | FA Cup | MU | 0 - 0 | Middlesbrough | Old Trafford | |
| 66 | Tue 5 Jan 1971 | FA Cup | Middlesbrough | 2 - 1 | MU | Ayresome Park | |
| 67 | Sat 26 Feb 1972 | FA Cup | MU | 0 - 0 | Middlesbrough | Old Trafford | |
| 68 | Tue 29 Feb 1972 | FA Cup | Middlesbrough | 0 - 3 | MU | Ayresome Park | |
| 69 | Mon 8 Oct 1973 | League Cup | MU | 0 - 1 | Middlesbrough | Old Trafford | |
| 70 | Wed 4 Dec 1974 | League Cup | Middlesbrough | 0 - 0 | MU | Ayresome Park | |
| 71 | Wed 18 Dec 1974 | League Cup | MU | 3 - 0 | Middlesbrough | Old Trafford | |
| 72 | Sat 6 Dec 1975 | League Division One | Middlesbrough | 0 - 0 | MU | Ayresome Park | |
| 73 | Sat 27 Mar 1976 | League Division One | MU | 3 - 0 | Middlesbrough | Old Trafford | |
| 74 | Sat 18 Sep 1976 | League Division One | MU | 2 - 0 | Middlesbrough | Old Trafford | |
| 75 | Tue 26 Apr 1977 | League Division One | Middlesbrough | 3 - 0 | MU | Ayresome Park | |
| 76 | Sat 8 Oct 1977 | League Division One | Middlesbrough | 2 - 1 | MU | Ayresome Park | |
| 77 | Sat 4 Mar 1978 | League Division One | MU | 0 - 0 | Middlesbrough | Old Trafford | |
| 78 | Sat 7 Oct 1978 | League Division One | MU | 3 - 2 | Middlesbrough | Old Trafford | |
| 79 | Tue 27 Mar 1979 | League Division One | Middlesbrough | 2 - 2 | MU | Ayresome Park | |
| 80 | Sat 1 Sep 1979 | League Division One | MU | 2 - 1 | Middlesbrough | Old Trafford | |
| 81 | Sat 12 Jan 1980 | League Division One | Middlesbrough | 1 - 1 | MU | Ayresome Park | |
| 82 | Sat 16 Aug 1980 | League Division One | MU | 3 - 0 | Middlesbrough | Old Trafford | |
| 83 | Sat 15 Nov 1980 | League Division One | Middlesbrough | 1 - 1 | MU | Ayresome Park | |
| 84 | Tue 22 Sep 1981 | League Division One | Middlesbrough | 0 - 2 | MU | Ayresome Park | |
| 85 | Wed 21 Oct 1981 | League Division One | MU | 1 - 0 | Middlesbrough | Old Trafford | |
| 86 | Sat 10 Sep 1988 | League Division One | MU | 1 - 0 | Middlesbrough | Old Trafford | |
| 87 | Mon 2 Jan 1989 | League Division One | Middlesbrough | 1 - 0 | MU | Ayresome Park | |
| 88 | Wed 4 Mar 1992 | League Cup | Middlesbrough | 0 - 0 | MU | Ayresome Park | |
| 89 | Wed 11 Mar 1992 | League Cup | MU | 2 - 1 | Middlesbrough | Old Trafford | |
| 90 | Sat 3 Oct 1992 | Premiership | Middlesbrough | 1 - 1 | MU | Ayresome Park | |
| 91 | Sat 27 Feb 1993 | Premiership | MU | 3 - 0 | Middlesbrough | Old Trafford | |
| 92 | Sat 28 Oct 1995 | Premiership | MU | 2 - 0 | Middlesbrough | Old Trafford | |
| 93 | Sun 5 May 1996 | Premiership | Middlesbrough | 0 - 3 | MU | Riverside Stadium | |
| 94 | Sat 23 Nov 1996 | Premiership | Middlesbrough | 2 - 2 | MU | Riverside Stadium | |
| 95 | Mon 5 May 1997 | Premiership | MU | 3 - 3 | Middlesbrough | Old Trafford | |
| 96 | Sat 19 Dec 1998 | Premiership | MU | 2 - 3 | Middlesbrough | Old Trafford | |
| 97 | Sun 3 Jan 1999 | FA Cup | MU | 3 - 1 | Middlesbrough | Old Trafford | |
| 98 | Sun 9 May 1999 | Premiership | Middlesbrough | 0 - 1 | MU | Riverside Stadium | |
| 99 | Sat 29 Jan 2000 | Premiership | MU | 1 - 0 | Middlesbrough | Old Trafford | |
| 100 | Mon 10 Apr 2000 | Premiership | Middlesbrough | 3 - 4 | MU | Riverside Stadium | |
| 101 | Sat 11 Nov 2000 | Premiership | MU | 2 - 1 | Middlesbrough | Old Trafford | |
| 102 | Sat 28 Apr 2001 | Premiership | Middlesbrough | 0 - 2 | MU | Riverside Stadium | |
| 103 | Sat 15 Dec 2001 | Premiership | Middlesbrough | 0 - 1 | MU | Riverside Stadium | |
| 104 | Sat 26 Jan 2002 | FA Cup | Middlesbrough | 2 - 0 | MU | Riverside Stadium | |
| 105 | Sat 23 Mar 2002 | Premiership | MU | 0 - 1 | Middlesbrough | Old Trafford | |
| 106 | Tue 3 Sep 2002 | Premiership | MU | 1 - 0 | Middlesbrough | Old Trafford | |
| 107 | Thu 26 Dec 2002 | Premiership | Middlesbrough | 3 - 1 | MU | Riverside Stadium | |
| 108 | Sun 28 Dec 2003 | Premiership | Middlesbrough | 0 - 1 | MU | Riverside Stadium | |
| 109 | Wed 11 Feb 2004 | Premiership | MU | 2 - 3 | Middlesbrough | Old Trafford | |
| 110 | Sun 3 Oct 2004 | Premiership | MU | 1 - 1 | Middlesbrough | Old Trafford | |
| 111 | Sat 1 Jan 2005 | Premiership | Middlesbrough | 0 - 2 | MU | Riverside Stadium | |
| 112 | Sat 29 Jan 2005 | FA Cup | MU | 3 - 0 | Middlesbrough | Old Trafford | |
| 113 | Sat 29 Oct 2005 | Premiership | Middlesbrough | 4 - 1 | MU | Riverside Stadium | |
| 114 | Mon 1 May 2006 | Premiership | MU | 0 - 0 | Middlesbrough | Old Trafford | |
| 115 | Sat 2 Dec 2006 | Premiership | Middlesbrough | 1 - 2 | MU | Riverside Stadium | |
| 116 | Sat 10 Mar 2007 | FA Cup | Middlesbrough | 2 - 2 | MU | Riverside Stadium | |
| 117 | Mon 19 Mar 2007 | FA Cup | MU | 1 - 0 | Middlesbrough | Old Trafford | |
| 118 | Sat 21 Apr 2007 | Premiership | MU | 1 - 1 | Middlesbrough | Old Trafford | |
| 119 | Sat 27 Oct 2007 | Premiership | MU | 4 - 1 | Middlesbrough | Old Trafford | |
| 120 | Sun 6 Apr 2008 | Premiership | Middlesbrough | 2 - 2 | MU | Riverside Stadium | |
| 121 | Tue 23 Sep 2008 | League Cup | MU | 3 - 1 | Middlesbrough | Old Trafford | |
| 122 | Mon 29 Dec 2008 | Premiership | MU | 1 - 0 | Middlesbrough | Old Trafford | |
| 123 | Sat 2 May 2009 | Premiership | Middlesbrough | 0 - 2 | MU | Riverside Stadium |