| L2 | 2020-2021 | 17/04/2021 | Grimsby Town | 2-1 | Bolton Wanderers | Shaun Miller | Highlights | Unknown | Loss |
| L2 | 2020-2021 | 10/10/2020 | Bolton Wanderers | 0-0 | Grimsby Town | | Highlights | Unknown | Draw |
| FAC1 | 2016-2017 | 05/11/2016 | Bolton Wanderers | 1-0 | Grimsby Town | Liam Trotter | Highlights | 6,649 | Win |
| D1 | 2000-2001 | 20/02/2001 | Bolton Wanderers | 2-2 | Grimsby Town | Bergsson, Hansen | | 24,249 | Draw |
| D1 | 2000-2001 | 12/09/2000 | Grimsby Town | 0-1 | Bolton Wanderers | Ricketts | | 3,732 | Win |
| D1 | 1999-2000 | 18/03/2000 | Grimsby Town | 0-1 | Bolton Wanderers | Bergsson | | 5,289 | Win |
| FAC4 | 1999-2000 | 08/01/2000 | Grimsby Town | 0-2 | Bolton Wanderers | Gudjohnsen, Hansen | | 4,270 | Win |
| D1 | 1999-2000 | 20/11/1999 | Bolton Wanderers | 2-0 | Grimsby Town | Hansen 2 | | 12,415 | Win |
| D1 | 1998-1999 | 06/02/1999 | Grimsby Town | 0-1 | Bolton Wanderers | Holdsworth | Highlights | 8,674 | Win |
| D1 | 1998-1999 | 15/08/1998 | Bolton Wanderers | 2-0 | Grimsby Town | Blake, Holdsworth (pen) | | 16,584 | Win |
| D1 | 1996-1997 | 26/12/1996 | Grimsby Town | 1-2 | Bolton Wanderers | Taggart, Blake | | 8,185 | Win |
| D1 | 1996-1997 | 10/09/1996 | Bolton Wanderers | 6-1 | Grimsby Town | Johansen 2, Blake, Fairclough, Lee D, Taylor S | | 12,448 | Win |
| D1 | 1994-1995 | 17/12/1994 | Bolton Wanderers | 3-3 | Grimsby Town | Coyle 2, Lee D | | 10,522 | Draw |
| D1 | 1994-1995 | 13/08/1994 | Grimsby Town | 3-3 | Bolton Wanderers | Paatelainen 2, McGinlay (pen) | | 8,393 | Draw |
| D1 | 1993-1994 | 18/12/1993 | Bolton Wanderers | 1-1 | Grimsby Town | Coyle | | 9,431 | Draw |
| D1 | 1993-1994 | 14/08/1993 | Grimsby Town | 0-0 | Bolton Wanderers | | | 8,593 | Draw |
| D3 | 1990-1991 | 16/02/1991 | Bolton Wanderers | 0-0 | Grimsby Town | | | 10,318 | Draw |
| D3 | 1990-1991 | 24/11/1990 | Grimsby Town | 0-1 | Bolton Wanderers | Green | | 6,240 | Win |
| D2 | 1982-1983 | 01/05/1983 | Bolton Wanderers | 0-0 | Grimsby Town | | | 5,866 | Draw |
| D2 | 1982-1983 | 25/09/1982 | Grimsby Town | 1-0 | Bolton Wanderers | | | 7,583 | Loss |
| D2 | 1981-1982 | 02/03/1982 | Grimsby Town | 1-1 | Bolton Wanderers | Henry | | 6,525 | Draw |
| D2 | 1981-1982 | 03/10/1981 | Bolton Wanderers | 1-2 | Grimsby Town | Thomas J | | 7,217 | Loss |
| D2 | 1980-1981 | 10/01/1981 | Grimsby Town | 4-0 | Bolton Wanderers | | | 9,320 | Loss |
| D2 | 1980-1981 | 22/11/1980 | Bolton Wanderers | 1-1 | Grimsby Town | Hoggan | | 9,031 | Draw |
| D3 | 1972-1973 | 10/02/1973 | Bolton Wanderers | 2-0 | Grimsby Town | Jones G, Waldron | | 16,588 | Win |
| D3 | 1972-1973 | 16/09/1972 | Grimsby Town | 2-0 | Bolton Wanderers | | | 8,678 | Loss |
| LC3 | 1965-1966 | 13/10/1965 | Grimsby Town | 4-2 | Bolton Wanderers | Butler D, Greaves | | 8,824 | Loss |
| LC2 | 1960-1961 | 26/10/1960 | Bolton Wanderers | 6-2 | Grimsby Town | Hill, Stevens D, Lofthouse 3, Keeble (og) | | 7,992 | Win |
| D1 | 1947-1948 | 17/04/1948 | Bolton Wanderers | 2-0 | Grimsby Town | Lofthouse, Bradley J | | 23,378 | Win |
| D1 | 1947-1948 | 29/11/1947 | Grimsby Town | 0-2 | Bolton Wanderers | Lofthouse 2 | | 11,901 | Win |
| D1 | 1946-1947 | 01/02/1947 | Grimsby Town | 2-2 | Bolton Wanderers | Lofthouse, Hamlett (pen) | | 11,467 | Draw |
| D1 | 1946-1947 | 28/09/1946 | Bolton Wanderers | 1-2 | Grimsby Town | Hamlett (pen) | | 30,547 | Loss |
| D1 | 1938-1939 | 01/04/1939 | Grimsby Town | 1-1 | Bolton Wanderers | Hunt G | | 8,558 | Draw |
| D1 | 1938-1939 | 26/11/1938 | Bolton Wanderers | 1-1 | Grimsby Town | Currier | | 16,229 | Draw |
| D1 | 1937-1938 | 15/01/1938 | Bolton Wanderers | 3-1 | Grimsby Town | Westwood 3 | | 14,342 | Win |
| D1 | 1937-1938 | 04/09/1937 | Grimsby Town | 0-1 | Bolton Wanderers | Taylor G | | 10,642 | Win |
| D1 | 1936-1937 | 02/01/1937 | Grimsby Town | 3-1 | Bolton Wanderers | Howe | | 9,719 | Loss |
| D1 | 1936-1937 | 05/09/1936 | Bolton Wanderers | 1-2 | Grimsby Town | Betwood (og) | | 21,207 | Loss |
| D1 | 1935-1936 | 29/01/1936 | Bolton Wanderers | 4-0 | Grimsby Town | Taylor G T, Westwood, Cook, Currier | | 10,068 | Win |
| D1 | 1935-1936 | 21/09/1935 | Grimsby Town | 3-1 | Bolton Wanderers | Taylor G T | | 12,768 | Loss |
| D2 | 1933-1934 | 04/09/1933 | Bolton Wanderers | 0-4 | Grimsby Town | | | 9,370 | Loss |
| D2 | 1933-1934 | 29/08/1933 | Grimsby Town | 2-3 | Bolton Wanderers | Milsom, Westwood 2 | | 9,961 | Win |
| FAC4 | 1932-1933 | 28/01/1933 | Bolton Wanderers | 2-1 | Grimsby Town | Griffiths T, Butler W | | 25,866 | Win |
| D1 | 1931-1932 | 15/09/1931 | Grimsby Town | 2-0 | Bolton Wanderers | | | 10,857 | Loss |
| D1 | 1931-1932 | 09/09/1931 | Bolton Wanderers | 5-3 | Grimsby Town | Blackmore 2, Westwood 2, Gibson | | 9,700 | Win |
| D1 | 1930-1931 | 17/02/1931 | Grimsby Town | 4-1 | Bolton Wanderers | Tait | | 5,741 | Loss |
| D1 | 1930-1931 | 11/10/1930 | Bolton Wanderers | 4-2 | Grimsby Town | Nuttall (pen), Blackmore 2, Cook | | 14,979 | Win |
| D1 | 1929-1930 | 05/04/1930 | Grimsby Town | 1-1 | Bolton Wanderers | Milsom | | 12,081 | Draw |
| D1 | 1929-1930 | 30/11/1929 | Bolton Wanderers | 2-3 | Grimsby Town | Gibson, Wright W | | 8,506 | Loss |
| D2 | 1908-1909 | 30/01/1909 | Grimsby Town | 1-0 | Bolton Wanderers | | | Unknown | Loss |
| D2 | 1908-1909 | 26/09/1908 | Bolton Wanderers | 2-0 | Grimsby Town | Shepherd, McClarence | | Unknown | Win |
| D2 | 1904-1905 | 21/01/1905 | Grimsby Town | 2-2 | Bolton Wanderers | Marsh S, Shepherd | | Unknown | Draw |
| D2 | 1904-1905 | 24/09/1904 | Bolton Wanderers | 4-1 | Grimsby Town | Taylor R, White 3 (1 pen) | | Unknown | Win |
| D2 | 1903-1904 | 23/01/1904 | Bolton Wanderers | 4-0 | Grimsby Town | Taylor R, Marsh S 2, Stokes | | Unknown | Win |
| D2 | 1903-1904 | 26/09/1903 | Grimsby Town | 0-0 | Bolton Wanderers | | | Unknown | Draw |
| D1 | 1902-1903 | 02/01/1903 | Bolton Wanderers | 0-1 | Grimsby Town | | | Unknown | Loss |
| D1 | 1902-1903 | 08/11/1902 | Grimsby Town | 1-1 | Bolton Wanderers | Stokes | | Unknown | Draw |
| D1 | 1901-1902 | 01/02/1902 | Grimsby Town | 4-1 | Bolton Wanderers | Picken J | | Unknown | Loss |
| D1 | 1901-1902 | 05/10/1901 | Bolton Wanderers | 4-0 | Grimsby Town | Bell L 2, Tracey 2 | | Unknown | Win |
| D2 | 1899-1900 | 17/02/1900 | Bolton Wanderers | 1-2 | Grimsby Town | Gilligan A | | Unknown | Loss |
| D2 | 1899-1900 | 14/10/1899 | Grimsby Town | 0-0 | Bolton Wanderers | | | Unknown | Draw |
| FAC1R2 | 1896-1897 | 11/02/1897 | Bolton Wanderers | 3-2 | Grimsby Town | Joyce W 2, Jones D (played at Bramall Lane, Sheffield) | | Unknown | Win |
| FAC1R | 1896-1897 | 08/02/1897 | Bolton Wanderers | 3-3 | Grimsby Town | Cassidy J, Thomson, Jones D (aet) | | Unknown | Draw |
| FAC1 | 1896-1897 | 30/01/1897 | Grimsby Town | 0-0 | Bolton Wanderers | | | Unknown | Draw |