| PL | 2011-2012 | 14/01/2012 | Manchester United | 3-0 | Bolton Wanderers | | | 75,444 | Loss |
| PL | 2011-2012 | 10/09/2011 | Bolton Wanderers | 0-5 | Manchester United | | | 25,944 | Loss |
| PL | 2010-2011 | 19/03/2011 | Manchester United | 1-0 | Bolton Wanderers | | | 75,486 | Loss |
| PL | 2010-2011 | 26/09/2010 | Bolton Wanderers | 2-2 | Manchester United | Knight, Petrov | | 23,926 | Draw |
| PL | 2009-2010 | 27/03/2010 | Bolton Wanderers | 0-4 | Manchester United | | | 25,370 | Loss |
| PL | 2009-2010 | 17/10/2009 | Manchester United | 2-1 | Bolton Wanderers | Taylor | | 75,103 | Loss |
| PL | 2008-2009 | 17/01/2009 | Bolton Wanderers | 0-1 | Manchester United | | | 26,021 | Loss |
| PL | 2008-2009 | 27/09/2008 | Manchester United | 2-0 | Bolton Wanderers | | | 75,484 | Loss |
| PL | 2007-2008 | 19/03/2008 | Manchester United | 2-0 | Bolton Wanderers | | | 75,476 | Loss |
| PL | 2007-2008 | 24/11/2007 | Bolton Wanderers | 1-0 | Manchester United | Anelka | | 25,028 | Win |
| PL | 2006-2007 | 17/03/2007 | Manchester United | 4-1 | Bolton Wanderers | Speed (pen) | Highlights | 76,058 | Loss |
| PL | 2006-2007 | 28/10/2006 | Bolton Wanderers | 0-4 | Manchester United | | | 27,229 | Loss |
| PL | 2005-2006 | 01/04/2006 | Bolton Wanderers | 1-2 | Manchester United | Davies K | | 27,718 | Loss |
| PL | 2005-2006 | 31/12/2005 | Manchester United | 4-1 | Bolton Wanderers | Speed | | 67,858 | Loss |
| PL | 2004-2005 | 26/12/2004 | Manchester United | 2-0 | Bolton Wanderers | | | 67,867 | Loss |
| PL | 2004-2005 | 11/09/2004 | Bolton Wanderers | 2-2 | Manchester United | Nolan, Ferdinand | | 27,766 | Draw |
| PL | 2003-2004 | 07/01/2004 | Bolton Wanderers | 1-2 | Manchester United | Neville G (og) | | 27,668 | Loss |
| PL | 2003-2004 | 16/08/2003 | Manchester United | 4-0 | Bolton Wanderers | | Highlights | 67,647 | Loss |
| PL | 2002-2003 | 22/02/2003 | Bolton Wanderers | 1-1 | Manchester United | N'Gotty | | 27,409 | Draw |
| PL | 2002-2003 | 11/09/2002 | Manchester United | 0-1 | Bolton Wanderers | Nolan | Highlights | 67,623 | Win |
| PL | 2001-2002 | 29/01/2002 | Bolton Wanderers | 0-4 | Manchester United | | | 27,350 | Loss |
| PL | 2001-2002 | 20/10/2001 | Manchester United | 1-2 | Bolton Wanderers | Nolan, Ricketts | | 67,559 | Win |
| PL | 1997-1998 | 07/02/1998 | Manchester United | 1-1 | Bolton Wanderers | Taylor B | Highlights | 55,156 | Draw |
| PL | 1997-1998 | 20/09/1997 | Bolton Wanderers | 0-0 | Manchester United | | | 25,000 | Draw |
| PL | 1995-1996 | 25/02/1996 | Bolton Wanderers | 0-6 | Manchester United | | Highlights | 21,381 | Loss |
| PL | 1995-1996 | 16/09/1995 | Manchester United | 3-0 | Bolton Wanderers | | | 32,812 | Loss |
| FAC4 | 1990-1991 | 26/01/1991 | Manchester United | 1-0 | Bolton Wanderers | | | 43,293 | Loss |
| D1 | 1979-1980 | 07/04/1980 | Bolton Wanderers | 1-3 | Manchester United | Whatmore | | 31,902 | Loss |
| D1 | 1979-1980 | 27/02/1980 | Manchester United | 2-0 | Bolton Wanderers | | | 47,546 | Loss |
| D1 | 1978-1979 | 11/04/1979 | Manchester United | 1-2 | Bolton Wanderers | Worthington F 2 | | 49,617 | Win |
| D1 | 1978-1979 | 22/12/1978 | Bolton Wanderers | 3-0 | Manchester United | Worthington F 2, Gowling | | 32,390 | Win |
| D2 | 1974-1975 | 08/03/1975 | Bolton Wanderers | 0-1 | Manchester United | | | 37,759 | Loss |
| D2 | 1974-1975 | 25/09/1974 | Manchester United | 3-0 | Bolton Wanderers | | | 47,084 | Loss |
| D1 | 1963-1964 | 19/02/1964 | Manchester United | 5-0 | Bolton Wanderers | | | 33,426 | Loss |
| D1 | 1963-1964 | 05/10/1963 | Bolton Wanderers | 0-1 | Manchester United | | | 36,183 | Loss |
| D1 | 1962-1963 | 12/09/1962 | Manchester United | 3-0 | Bolton Wanderers | | | 37,951 | Loss |
| D1 | 1962-1963 | 05/09/1962 | Bolton Wanderers | 3-0 | Manchester United | Pilkington (pen), Hill, Davies W | | 45,097 | Win |
| D1 | 1961-1962 | 17/03/1962 | Bolton Wanderers | 1-0 | Manchester United | Pilkington | | 34,366 | Win |
| FAC3 | 1961-1962 | 06/01/1962 | Manchester United | 2-1 | Bolton Wanderers | Stevens D | | 42,202 | Loss |
| D1 | 1961-1962 | 28/10/1961 | Manchester United | 0-3 | Bolton Wanderers | McAdams, Hill, Pilkington | | 31,442 | Win |
| D1 | 1960-1961 | 18/02/1961 | Manchester United | 3-1 | Bolton Wanderers | McAdams | | 38,146 | Loss |
| D1 | 1960-1961 | 01/10/1960 | Bolton Wanderers | 1-1 | Manchester United | McAdams | | 39,197 | Draw |
| D1 | 1959-1960 | 02/04/1960 | Manchester United | 2-0 | Bolton Wanderers | | | 45,482 | Loss |
| D1 | 1959-1960 | 14/11/1959 | Bolton Wanderers | 1-1 | Manchester United | Stevens D | | 37,892 | Draw |
| D1 | 1958-1959 | 04/04/1959 | Manchester United | 3-0 | Bolton Wanderers | | | 61,528 | Loss |
| D1 | 1958-1959 | 15/11/1958 | Bolton Wanderers | 6-3 | Manchester United | Edwards G B, Stevens D 2, Parry R (pen), Gubbins 2 | | 33,358 | Win |
| FACF | 1957-1958 | 03/05/1958 | Bolton Wanderers | 2-0 | Manchester United | Lofthouse 2 (played at Wembley Stadium) | Highlights | 100,000 | Win |
| D1 | 1957-1958 | 18/01/1958 | Manchester United | 7-2 | Bolton Wanderers | Stevens D, Lofthouse | | 41,360 | Loss |
| D1 | 1957-1958 | 14/09/1957 | Bolton Wanderers | 4-0 | Manchester United | Stevens D, Lofthouse, Parry R (pen), Birch | | 48,003 | Win |
| D1 | 1956-1957 | 25/03/1957 | Manchester United | 0-2 | Bolton Wanderers | Parry R, Foulkes (og) | | 61,100 | Win |
| D1 | 1956-1957 | 10/11/1956 | Bolton Wanderers | 2-0 | Manchester United | Allcock, Holden D | | 39,922 | Win |
| D1 | 1955-1956 | 24/03/1956 | Manchester United | 1-0 | Bolton Wanderers | | | 46,346 | Loss |
| D1 | 1955-1956 | 12/11/1955 | Bolton Wanderers | 3-1 | Manchester United | Lofthouse 2, Parry R | | 41,829 | Win |
| D1 | 1954-1955 | 22/01/1955 | Manchester United | 1-1 | Bolton Wanderers | Stevens D | | 41,719 | Draw |
| D1 | 1954-1955 | 11/09/1954 | Bolton Wanderers | 1-1 | Manchester United | Lofthouse | | 50,708 | Draw |
| D1 | 1953-1954 | 23/01/1954 | Manchester United | 1-5 | Bolton Wanderers | Moir, Parry R 2, Lofthouse 2 | | 48,505 | Win |
| D1 | 1953-1954 | 12/09/1953 | Bolton Wanderers | 0-0 | Manchester United | | | 48,591 | Draw |
| D1 | 1952-1953 | 24/01/1953 | Bolton Wanderers | 2-1 | Manchester United | Moir 2 | | 46,818 | Win |
| D1 | 1952-1953 | 13/09/1952 | Manchester United | 1-0 | Bolton Wanderers | | | 42,370 | Loss |
| D1 | 1951-1952 | 29/12/1951 | Manchester United | 1-0 | Bolton Wanderers | | | 55,073 | Loss |
| D1 | 1951-1952 | 01/09/1951 | Bolton Wanderers | 1-0 | Manchester United | Lofthouse | | 55,477 | Win |
| D1 | 1950-1951 | 23/12/1950 | Manchester United | 2-3 | Bolton Wanderers | Lofthouse 2, Webster | | 37,235 | Win |
| D1 | 1950-1951 | 26/08/1950 | Bolton Wanderers | 1-0 | Manchester United | Lofthouse | | 40,759 | Win |
| D1 | 1949-1950 | 31/08/1949 | Bolton Wanderers | 1-2 | Manchester United | McShane | | 39,226 | Loss |
| D1 | 1949-1950 | 24/08/1949 | Manchester United | 3-0 | Bolton Wanderers | | | 42,515 | Loss |
| D1 | 1948-1949 | 18/04/1949 | Manchester United | 3-0 | Bolton Wanderers | | | 50,504 | Loss |
| D1 | 1948-1949 | 15/04/1949 | Bolton Wanderers | 0-1 | Manchester United | | | 47,157 | Loss |
| D1 | 1947-1948 | 29/03/1948 | Bolton Wanderers | 0-1 | Manchester United | | | 46,322 | Loss |
| D1 | 1947-1948 | 26/03/1948 | Manchester United | 0-2 | Bolton Wanderers | Woodward, Barrass | | 72,840 | Win |
| D1 | 1946-1947 | 26/12/1946 | Manchester United | 1-0 | Bolton Wanderers | | | 57,446 | Loss |
| D1 | 1946-1947 | 25/12/1946 | Bolton Wanderers | 2-2 | Manchester United | Woodward, Lofthouse | | 30,511 | Draw |
| D1 | 1938-1939 | 29/04/1939 | Bolton Wanderers | 0-0 | Manchester United | | | 10,314 | Draw |
| D1 | 1938-1939 | 31/08/1938 | Manchester United | 2-2 | Bolton Wanderers | Hunt G 2 | | 37,950 | Draw |
| D1 | 1936-1937 | 28/12/1936 | Bolton Wanderers | 0-4 | Manchester United | | | 11,801 | Loss |
| D1 | 1936-1937 | 25/12/1936 | Manchester United | 1-0 | Bolton Wanderers | | | 47,658 | Loss |
| D2 | 1934-1935 | 12/09/1934 | Manchester United | 0-3 | Bolton Wanderers | Eastham, Milsom, Westwood | | 24,760 | Win |
| D2 | 1934-1935 | 03/09/1934 | Bolton Wanderers | 3-1 | Manchester United | Atkinson J E, Milsom (pen), Vose (og) | | 16,238 | Win |
| D2 | 1933-1934 | 20/01/1934 | Bolton Wanderers | 3-1 | Manchester United | Goslin (pen), Taylor G T, Westwood | | 11,887 | Win |
| D2 | 1933-1934 | 09/09/1933 | Manchester United | 1-5 | Bolton Wanderers | Hughes J, McKay W, Milsom 2, Cook | | 21,779 | Win |
| D1 | 1930-1931 | 26/12/1930 | Manchester United | 1-1 | Bolton Wanderers | Blackmore | | 12,741 | Draw |
| D1 | 1930-1931 | 25/12/1930 | Bolton Wanderers | 3-1 | Manchester United | Blackmore 2, Gibson | | 22,662 | Win |
| D1 | 1929-1930 | 01/03/1930 | Bolton Wanderers | 4-1 | Manchester United | Butler W, Blackmore 2, Cook | | 17,714 | Win |
| D1 | 1929-1930 | 07/12/1929 | Manchester United | 1-1 | Bolton Wanderers | Blackmore | | 5,656 | Draw |
| D1 | 1928-1929 | 16/03/1929 | Bolton Wanderers | 1-1 | Manchester United | Wright W | | 17,354 | Draw |
| D1 | 1928-1929 | 03/11/1928 | Manchester United | 1-1 | Bolton Wanderers | Murphy L | | 31,185 | Draw |
| D1 | 1927-1928 | 09/04/1928 | Manchester United | 2-1 | Bolton Wanderers | McClelland | | 28,590 | Loss |
| D1 | 1927-1928 | 06/04/1928 | Bolton Wanderers | 3-2 | Manchester United | McClelland, Vizard, Round | | 23,795 | Win |
| D1 | 1926-1927 | 26/02/1927 | Manchester United | 0-0 | Bolton Wanderers | | | 29,618 | Draw |
| D1 | 1926-1927 | 09/10/1926 | Bolton Wanderers | 4-0 | Manchester United | Smith J R, Wright W 2, Butler W | | 17,869 | Win |
| D1 | 1925-1926 | 17/03/1926 | Bolton Wanderers | 3-1 | Manchester United | Roberts C 2, Baggett | | 10,794 | Win |
| D1 | 1925-1926 | 25/12/1925 | Manchester United | 2-1 | Bolton Wanderers | Jack D | | 38,503 | Loss |
| D1 | 1921-1922 | 08/04/1922 | Bolton Wanderers | 1-0 | Manchester United | Jack D | | Unknown | Win |
| D1 | 1921-1922 | 01/04/1922 | Manchester United | 0-1 | Bolton Wanderers | Smith J | | Unknown | Win |
| D1 | 1920-1921 | 04/09/1920 | Bolton Wanderers | 1-1 | Manchester United | Smith J | | 32,239 | Draw |
| D1 | 1920-1921 | 28/08/1920 | Manchester United | 2-3 | Bolton Wanderers | Roberts F 2, Guy | | Unknown | Win |
| D1 | 1919-1920 | 10/04/1920 | Bolton Wanderers | 3-5 | Manchester United | Herbert, Smith J, Roberts F | | Unknown | Loss |
| D1 | 1919-1920 | 03/04/1920 | Manchester United | 1-1 | Bolton Wanderers | Roberts F | | Unknown | Draw |
| D1 | 1914-1915 | 16/01/1915 | Manchester United | 4-1 | Bolton Wanderers | Smith J | | Unknown | Loss |
| D1 | 1914-1915 | 12/09/1914 | Bolton Wanderers | 3-0 | Manchester United | Lillycrop 2, Smith J | | Unknown | Win |
| D1 | 1913-1914 | 03/01/1914 | Bolton Wanderers | 6-1 | Manchester United | Smith J 4, Lillycrop, Jones E | | 32,306 | Win |
| D1 | 1913-1914 | 13/09/1913 | Manchester United | 0-1 | Bolton Wanderers | Lillycrop | | Unknown | Win |
| D1 | 1912-1913 | 05/04/1913 | Manchester United | 2-1 | Bolton Wanderers | Smith J | | Unknown | Loss |
| D1 | 1912-1913 | 30/11/1912 | Bolton Wanderers | 2-1 | Manchester United | Smith J, Bentley A | | Unknown | Win |
| D1 | 1911-1912 | 27/04/1912 | Bolton Wanderers | 1-1 | Manchester United | Smith J | | 17,935 | Draw |
| D1 | 1911-1912 | 23/12/1911 | Manchester United | 2-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 1909-1910 | 19/03/1910 | Manchester United | 5-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 1909-1910 | 06/11/1909 | Bolton Wanderers | 2-3 | Manchester United | Hunter, Lockett | | Unknown | Loss |
| D1 | 1907-1908 | 22/04/1908 | Bolton Wanderers | 2-2 | Manchester United | White, Shepherd | | Unknown | Draw |
| D1 | 1907-1908 | 26/10/1907 | Manchester United | 2-1 | Bolton Wanderers | Boyd | | Unknown | Loss |
| D1 | 1906-1907 | 26/01/1907 | Bolton Wanderers | 0-1 | Manchester United | | | Unknown | Loss |
| D1 | 1906-1907 | 22/09/1906 | Manchester United | 1-2 | Bolton Wanderers | Shepherd, White | | Unknown | Win |
| D2 | 1904-1905 | 03/01/1905 | Bolton Wanderers | 2-4 | Manchester United | Shepherd, Marsh S | | Unknown | Loss |
| D2 | 1904-1905 | 17/09/1904 | Manchester United | 1-2 | Bolton Wanderers | White 2 | | Unknown | Win |
| D2 | 1903-1904 | 25/04/1904 | Bolton Wanderers | 0-0 | Manchester United | | | Unknown | Draw |
| D2 | 1903-1904 | 07/11/1903 | Manchester United | 0-0 | Bolton Wanderers | | | Unknown | Draw |