| L1 | 2024-2025 | 14/09/2024 | Bolton Wanderers | 0-4 | Huddersfield Town | | Highlights | 22,532 | Loss |
| FAC3 | 2017-2018 | 06/01/2018 | Bolton Wanderers | 1-2 | Huddersfield Town | Derik Osede | Highlights | 11,574 | Loss |
| C | 2015-2016 | 02/01/2016 | Bolton Wanderers | 0-2 | Huddersfield Town | | Highlights | 15,969 | Loss |
| C | 2015-2016 | 19/09/2015 | Huddersfield Town | 4-1 | Bolton Wanderers | Liam Feeney | Highlights | 11,762 | Loss |
| C | 2014-2015 | 28/12/2014 | Huddersfield Town | 2-1 | Bolton Wanderers | Pratley | Highlights | 15,773 | Loss |
| C | 2014-2015 | 29/11/2014 | Bolton Wanderers | 1-0 | Huddersfield Town | Davies C | Highlights | 15,924 | Win |
| C | 2013-2014 | 05/04/2014 | Huddersfield Town | 0-1 | Bolton Wanderers | Mason | Highlights | 15,120 | Win |
| C | 2013-2014 | 03/12/2013 | Bolton Wanderers | 0-1 | Huddersfield Town | | Highlights | 15,452 | Loss |
| C | 2012-2013 | 02/04/2013 | Bolton Wanderers | 1-0 | Huddersfield Town | Chris Eagles | | 16,500 | Win |
| C | 2012-2013 | 08/12/2012 | Huddersfield Town | 2-2 | Bolton Wanderers | Davies M, Eagles | | 16,372 | Draw |
| D1 | 2000-2001 | 10/02/2001 | Bolton Wanderers | 2-2 | Huddersfield Town | Bergsson, Frandsen | | 14,866 | Draw |
| D1 | 2000-2001 | 09/09/2000 | Huddersfield Town | 2-3 | Bolton Wanderers | Holdsworth, Ricketts 2 | | 12,248 | Win |
| D1 | 1999-2000 | 22/04/2000 | Huddersfield Town | 0-3 | Bolton Wanderers | Hansen 2, Whitlow | Highlights | 16,404 | Win |
| D1 | 1999-2000 | 16/10/1999 | Bolton Wanderers | 1-0 | Huddersfield Town | Gardner | | 16,603 | Win |
| D1 | 1998-1999 | 02/03/1999 | Huddersfield Town | 3-2 | Bolton Wanderers | Holdsworth, Johansen | | 13,687 | Loss |
| D1 | 1998-1999 | 26/09/1998 | Bolton Wanderers | 3-0 | Huddersfield Town | Frandsen, Blake, Gunnlaugsson | | 20,971 | Win |
| D1 | 1996-1997 | 22/02/1997 | Huddersfield Town | 1-2 | Bolton Wanderers | Fairclough, Taggart | | 16,061 | Win |
| D1 | 1996-1997 | 02/11/1996 | Bolton Wanderers | 2-0 | Huddersfield Town | Thompson A, McGinlay | | 15,865 | Win |
| D2 | 1992-1993 | 06/02/1993 | Huddersfield Town | 1-1 | Bolton Wanderers | Walker A | | 8,858 | Draw |
| AMCN2 | 1992-1993 | 02/02/1993 | Huddersfield Town | 3-0 | Bolton Wanderers | | | 2,996 | Loss |
| D2 | 1992-1993 | 15/08/1992 | Bolton Wanderers | 2-0 | Huddersfield Town | Walker A, Darby | | 7,897 | Win |
| D3 | 1991-1992 | 28/12/1991 | Huddersfield Town | 1-0 | Bolton Wanderers | | | 11,884 | Loss |
| D3 | 1991-1992 | 17/08/1991 | Bolton Wanderers | 1-1 | Huddersfield Town | Philliskirk | | 7,606 | Draw |
| D3 | 1990-1991 | 09/02/1991 | Bolton Wanderers | 1-1 | Huddersfield Town | Philliskirk | | 7,947 | Draw |
| D3 | 1990-1991 | 08/09/1990 | Huddersfield Town | 4-0 | Bolton Wanderers | | | 5,419 | Loss |
| LC1L2 | 1990-1991 | 04/09/1990 | Bolton Wanderers | 2-1 | Huddersfield Town | Stubbs, Darby | | 3,101 | Win |
| LC1L1 | 1990-1991 | 29/08/1990 | Huddersfield Town | 0-3 | Bolton Wanderers | Darby 2, Philliskirk (pen) | | 4,444 | Win |
| D3 | 1989-1990 | 01/05/1990 | Bolton Wanderers | 2-2 | Huddersfield Town | Green, Philliskirk (pen) | | 8,550 | Draw |
| D3 | 1989-1990 | 02/09/1989 | Huddersfield Town | 1-1 | Bolton Wanderers | Crombie | | 7,872 | Draw |
| D3 | 1988-1989 | 01/05/1989 | Bolton Wanderers | 3-1 | Huddersfield Town | Chandler, Morgan T, Thomas J | | 5,511 | Win |
| D3 | 1988-1989 | 08/11/1988 | Huddersfield Town | 0-1 | Bolton Wanderers | Morgan T | | 7,802 | Win |
| FAC4 | 1975-1976 | 24/01/1976 | Huddersfield Town | 0-1 | Bolton Wanderers | Reid | | 27,824 | Win |
| LC2 | 1971-1972 | 07/09/1971 | Huddersfield Town | 0-2 | Bolton Wanderers | Greaves 2 | | 10,131 | Win |
| D2 | 1969-1970 | 17/01/1970 | Bolton Wanderers | 1-1 | Huddersfield Town | Byrom | | 14,272 | Draw |
| D2 | 1969-1970 | 27/09/1969 | Huddersfield Town | 1-0 | Bolton Wanderers | | | 12,326 | Loss |
| D2 | 1968-1969 | 04/03/1969 | Huddersfield Town | 3-0 | Bolton Wanderers | | | 8,614 | Loss |
| D2 | 1968-1969 | 26/10/1968 | Bolton Wanderers | 2-3 | Huddersfield Town | Wharton (pen), Hill | | 12,431 | Loss |
| D2 | 1967-1968 | 06/01/1968 | Huddersfield Town | 1-1 | Bolton Wanderers | Hill | | 14,147 | Draw |
| D2 | 1967-1968 | 02/09/1967 | Bolton Wanderers | 3-1 | Huddersfield Town | Lee F 2, Byrom | | 11,544 | Win |
| D2 | 1966-1967 | 14/01/1967 | Huddersfield Town | 2-1 | Bolton Wanderers | Byrom | | 18,176 | Loss |
| D2 | 1966-1967 | 10/09/1966 | Bolton Wanderers | 1-0 | Huddersfield Town | Lee F | | 17,600 | Win |
| D2 | 1965-1966 | 15/09/1965 | Bolton Wanderers | 1-1 | Huddersfield Town | Butler D | | 16,614 | Draw |
| D2 | 1965-1966 | 07/09/1965 | Huddersfield Town | 1-0 | Bolton Wanderers | | | 24,532 | Loss |
| D2 | 1964-1965 | 15/12/1964 | Bolton Wanderers | 1-0 | Huddersfield Town | Hill | | 11,782 | Win |
| D2 | 1964-1965 | 22/08/1964 | Huddersfield Town | 1-1 | Bolton Wanderers | Davies W | | 12,657 | Draw |
| D1 | 1955-1956 | 28/04/1956 | Huddersfield Town | 3-1 | Bolton Wanderers | Lofthouse | | 18,877 | Loss |
| FAC3 | 1955-1956 | 11/01/1956 | Bolton Wanderers | 3-0 | Huddersfield Town | Lofthouse, Stevens D, Neill | | 20,862 | Win |
| D1 | 1955-1956 | 02/01/1956 | Bolton Wanderers | 2-2 | Huddersfield Town | Lofthouse, Parry R (pen) | | 39,524 | Draw |
| D1 | 1954-1955 | 27/04/1955 | Bolton Wanderers | 1-0 | Huddersfield Town | Holden D | | 16,184 | Win |
| D1 | 1954-1955 | 04/09/1954 | Huddersfield Town | 2-0 | Bolton Wanderers | | | 28,726 | Loss |
| D1 | 1953-1954 | 24/04/1954 | Huddersfield Town | 2-1 | Bolton Wanderers | Parry R | | 25,635 | Loss |
| D1 | 1953-1954 | 05/12/1953 | Bolton Wanderers | 0-0 | Huddersfield Town | | | 36,077 | Draw |
| D1 | 1951-1952 | 08/03/1952 | Huddersfield Town | 0-2 | Bolton Wanderers | Moir, Lofthouse | | 24,045 | Win |
| D1 | 1951-1952 | 20/10/1951 | Bolton Wanderers | 2-1 | Huddersfield Town | Langton (pen), Codd | | 33,670 | Win |
| D1 | 1950-1951 | 17/03/1951 | Bolton Wanderers | 4-0 | Huddersfield Town | Lofthouse, Langton (pen), Webster, Wheeler | | 29,796 | Win |
| D1 | 1950-1951 | 28/10/1950 | Huddersfield Town | 0-4 | Bolton Wanderers | Howe (pen), Moir, Lofthouse, Webster | | 30,989 | Win |
| D1 | 1949-1950 | 25/02/1950 | Huddersfield Town | 2-0 | Bolton Wanderers | | | 12,352 | Loss |
| D1 | 1949-1950 | 08/10/1949 | Bolton Wanderers | 1-2 | Huddersfield Town | Lofthouse | | 31,048 | Loss |
| D1 | 1948-1949 | 15/09/1948 | Huddersfield Town | 0-2 | Bolton Wanderers | Moir 2 | | 16,046 | Win |
| D1 | 1948-1949 | 06/09/1948 | Bolton Wanderers | 1-2 | Huddersfield Town | Jackson J | | 25,332 | Loss |
| D1 | 1947-1948 | 28/02/1948 | Huddersfield Town | 1-2 | Bolton Wanderers | Moir, Barrass | | 14,273 | Win |
| D1 | 1947-1948 | 11/10/1947 | Bolton Wanderers | 1-5 | Huddersfield Town | Lofthouse | | 27,590 | Loss |
| D1 | 1946-1947 | 12/04/1947 | Huddersfield Town | 1-0 | Bolton Wanderers | | | 21,639 | Loss |
| D1 | 1946-1947 | 07/12/1946 | Bolton Wanderers | 4-0 | Huddersfield Town | Moir, Lofthouse, Roberts J, Gillies M | | 21,975 | Win |
| D1 | 1938-1939 | 25/02/1939 | Bolton Wanderers | 3-2 | Huddersfield Town | Hunt G 2, Howe | | 19,322 | Win |
| D1 | 1938-1939 | 22/10/1938 | Huddersfield Town | 2-1 | Bolton Wanderers | Roberts J | | 18,027 | Loss |
| D1 | 1937-1938 | 26/01/1938 | Bolton Wanderers | 2-0 | Huddersfield Town | Calder 2 | | 9,722 | Win |
| D1 | 1937-1938 | 11/09/1937 | Huddersfield Town | 1-0 | Bolton Wanderers | | | 20,758 | Loss |
| D1 | 1936-1937 | 23/01/1937 | Bolton Wanderers | 2-2 | Huddersfield Town | Milsom, Goslin (pen) | | 15,746 | Draw |
| D1 | 1936-1937 | 19/09/1936 | Huddersfield Town | 2-0 | Bolton Wanderers | | | 15,992 | Loss |
| D1 | 1935-1936 | 01/02/1936 | Bolton Wanderers | 1-2 | Huddersfield Town | Eastham | | 30,852 | Loss |
| D1 | 1935-1936 | 28/09/1935 | Huddersfield Town | 0-0 | Bolton Wanderers | | | 22,564 | Draw |
| D1 | 1932-1933 | 27/12/1932 | Huddersfield Town | 2-1 | Bolton Wanderers | Griffiths T | | 19,797 | Loss |
| D1 | 1932-1933 | 26/12/1932 | Bolton Wanderers | 2-1 | Huddersfield Town | Milsom, Butler W | | 23,967 | Win |
| D1 | 1931-1932 | 06/02/1932 | Bolton Wanderers | 1-2 | Huddersfield Town | Griffiths T | | 11,876 | Loss |
| D1 | 1931-1932 | 26/09/1931 | Huddersfield Town | 2-0 | Bolton Wanderers | | | 12,901 | Loss |
| D1 | 1930-1931 | 03/01/1931 | Bolton Wanderers | 1-0 | Huddersfield Town | McKay W | | 15,665 | Win |
| D1 | 1930-1931 | 06/09/1930 | Huddersfield Town | 3-2 | Bolton Wanderers | Gibson, McKay W | | 15,018 | Loss |
| D1 | 1929-1930 | 01/01/1930 | Bolton Wanderers | 7-1 | Huddersfield Town | Butler W 3, Blackmore 2, Gibson, Cook | | 27,355 | Win |
| D1 | 1929-1930 | 21/12/1929 | Huddersfield Town | 0-2 | Bolton Wanderers | Blackmore, McKay W | | 12,625 | Win |
| FACSF | 1928-1929 | 23/03/1929 | Bolton Wanderers | 3-1 | Huddersfield Town | Butler W, Gibson, Blackmore (played at Anfield, Liverpool) | | 39,000 | Win |
| D1 | 1928-1929 | 03/09/1928 | Bolton Wanderers | 1-1 | Huddersfield Town | Jack D | | 15,532 | Draw |
| D1 | 1928-1929 | 27/08/1928 | Huddersfield Town | 4-1 | Bolton Wanderers | Murphy L | | 15,710 | Loss |
| D1 | 1927-1928 | 25/02/1928 | Bolton Wanderers | 0-1 | Huddersfield Town | | | 44,082 | Loss |
| D1 | 1927-1928 | 15/10/1927 | Huddersfield Town | 1-0 | Bolton Wanderers | | | 19,818 | Loss |
| D1 | 1926-1927 | 30/04/1927 | Bolton Wanderers | 4-0 | Huddersfield Town | Wright W 3, Seddon J | | 21,229 | Win |
| D1 | 1926-1927 | 11/12/1926 | Huddersfield Town | 1-0 | Bolton Wanderers | | | 24,667 | Loss |
| D1 | 1925-1926 | 12/04/1926 | Huddersfield Town | 3-0 | Bolton Wanderers | | | 20,829 | Loss |
| D1 | 1925-1926 | 12/12/1925 | Bolton Wanderers | 6-1 | Huddersfield Town | Butler W, Smith J 2, Jack D, Smith J R 2 | | 25,823 | Win |
| D1 | 1924-1925 | 21/03/1925 | Huddersfield Town | 0-0 | Bolton Wanderers | | | Unknown | Draw |
| FAC1 | 1924-1925 | 10/01/1925 | Bolton Wanderers | 3-0 | Huddersfield Town | Jack D, Smith J (pen), Vizard | | 50,412 | Win |
| D1 | 1924-1925 | 15/11/1924 | Bolton Wanderers | 1-0 | Huddersfield Town | Cassidy J | | Unknown | Win |
| D1 | 1923-1924 | 24/11/1923 | Huddersfield Town | 1-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 1923-1924 | 17/11/1923 | Bolton Wanderers | 3-1 | Huddersfield Town | Smith J, Smith J R, Jack D | | 17,630 | Win |
| FAC3R | 1922-1923 | 28/02/1923 | Bolton Wanderers | 1-0 | Huddersfield Town | Jack D | | 61,609 | Win |
| FAC3 | 1922-1923 | 24/02/1923 | Huddersfield Town | 1-1 | Bolton Wanderers | Jack D | | 39,442 | Draw |
| D1 | 1922-1923 | 14/10/1922 | Huddersfield Town | 0-2 | Bolton Wanderers | Smith J, Jack D | | Unknown | Win |
| D1 | 1922-1923 | 07/10/1922 | Bolton Wanderers | 1-0 | Huddersfield Town | Jack D | | Unknown | Win |
| D1 | 1921-1922 | 01/10/1921 | Huddersfield Town | 3-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 1921-1922 | 24/09/1921 | Bolton Wanderers | 3-1 | Huddersfield Town | Smith J, Roberts F, Jack D | | Unknown | Win |
| D1 | 1920-1921 | 11/12/1920 | Bolton Wanderers | 3-1 | Huddersfield Town | Smith J, Herbert, Roberts F | | Unknown | Win |
| D1 | 1920-1921 | 04/12/1920 | Huddersfield Town | 0-0 | Bolton Wanderers | | | Unknown | Draw |
| D2 | 1910-1911 | 10/12/1910 | Huddersfield Town | 1-1 | Bolton Wanderers | Hughes W | | Unknown | Draw |
| D2 | 1910-1911 | 03/12/1910 | Bolton Wanderers | 3-1 | Huddersfield Town | Hughes W 3 | | Unknown | Win |