| C | 2018-2019 | 02/02/2019 | Sheffield United | 2-0 | Bolton Wanderers | | Highlights | 26,131 | Loss |
| C | 2018-2019 | 25/08/2018 | Bolton Wanderers | 0-3 | Sheffield United | | Highlights | 14,848 | Loss |
| C | 2017-2018 | 30/12/2017 | Sheffield United | 0-1 | Bolton Wanderers | Gary Madine | Highlights | 28,387 | Win |
| C | 2017-2018 | 12/09/2017 | Bolton Wanderers | 0-1 | Sheffield United | | Highlights | 14,346 | Loss |
| L1 | 2016-2017 | 25/02/2017 | Sheffield United | 2-0 | Bolton Wanderers | | Highlights | 27,165 | Loss |
| FAC2 | 2016-2017 | 04/12/2016 | Bolton Wanderers | 3-2 | Sheffield United | Gary Madine, Sammy Ameobi, Josh Vela | Highlights | 7,027 | Win |
| L1 | 2016-2017 | 06/08/2016 | Bolton Wanderers | 1-0 | Sheffield United | Jay Spearing | Highlights | 17,050 | Win |
| FAC4 | 2009-2010 | 23/01/2010 | Bolton Wanderers | 2-0 | Sheffield United | Steinsson, Elmander | | 14,572 | Win |
| FAC3 | 2007-2008 | 05/01/2008 | Bolton Wanderers | 0-1 | Sheffield United | | | 15,286 | Loss |
| PL | 2006-2007 | 31/03/2007 | Bolton Wanderers | 1-0 | Sheffield United | Davies K | | 24,312 | Win |
| PL | 2006-2007 | 11/11/2006 | Sheffield United | 2-2 | Bolton Wanderers | Diouf, Davies K | | 28,294 | Draw |
| D1 | 2000-2001 | 06/05/2001 | Bolton Wanderers | 1-1 | Sheffield United | Holden D | | 14,836 | Draw |
| D1 | 2000-2001 | 25/11/2000 | Sheffield United | 1-0 | Bolton Wanderers | | | 14,962 | Loss |
| D1 | 1999-2000 | 21/03/2000 | Bolton Wanderers | 2-0 | Sheffield United | Johnston A, O'Kane | Highlights | 11,891 | Win |
| D1 | 1999-2000 | 14/11/1999 | Sheffield United | 1-2 | Bolton Wanderers | Farrelly, Hansen | | 10,013 | Win |
| D1 | 1998-1999 | 16/01/1999 | Sheffield United | 1-2 | Bolton Wanderers | Holdsworth 2 | | 15,787 | Win |
| D1 | 1998-1999 | 29/08/1998 | Bolton Wanderers | 2-2 | Sheffield United | Strong, Blake | | 18,263 | Draw |
| D1 | 1996-1997 | 15/02/1997 | Bolton Wanderers | 2-2 | Sheffield United | Paatelainen, Fairclough | | 17,922 | Draw |
| D1 | 1996-1997 | 22/11/1996 | Sheffield United | 1-1 | Bolton Wanderers | Blake | | 17,069 | Draw |
| D1 | 1994-1995 | 22/03/1995 | Bolton Wanderers | 1-1 | Sheffield United | Stubbs | | 16,756 | Draw |
| LC3 | 1994-1995 | 25/10/1994 | Sheffield United | 1-2 | Bolton Wanderers | Paatelainen, Scott (og) | | 6,939 | Win |
| D1 | 1994-1995 | 10/09/1994 | Sheffield United | 3-1 | Bolton Wanderers | McGinlay | | 14,116 | Loss |
| D3 | 1988-1989 | 04/02/1989 | Sheffield United | 4-0 | Bolton Wanderers | | | 11,162 | Loss |
| D3 | 1988-1989 | 01/10/1988 | Bolton Wanderers | 2-0 | Sheffield United | Thompson S 2 (1 pen) | | 9,345 | Win |
| D3 | 1983-1984 | 07/05/1984 | Bolton Wanderers | 3-1 | Sheffield United | Chandler 2, Caldwell | | 9,036 | Win |
| D3 | 1983-1984 | 31/12/1983 | Sheffield United | 5-0 | Bolton Wanderers | | | 14,252 | Loss |
| D2 | 1977-1978 | 14/01/1978 | Sheffield United | 1-5 | Bolton Wanderers | Reid, Worthington F, Nicholson P, Greaves (pen), Whatmore | | 22,603 | Win |
| D2 | 1977-1978 | 27/08/1977 | Bolton Wanderers | 2-1 | Sheffield United | Reid, Whatmore | | 16,840 | Win |
| D2 | 1976-1977 | 09/04/1977 | Bolton Wanderers | 1-2 | Sheffield United | Taylor S J | | 19,576 | Loss |
| D2 | 1976-1977 | 28/12/1976 | Sheffield United | 2-3 | Bolton Wanderers | Whatmore 2, Taylor S J | | 25,503 | Win |
| D2 | 1970-1971 | 16/01/1971 | Bolton Wanderers | 2-1 | Sheffield United | Seddon I, Fletcher | | 10,146 | Win |
| D2 | 1970-1971 | 20/10/1970 | Sheffield United | 2-2 | Bolton Wanderers | Hulme J, Phillips R | | 18,216 | Draw |
| D2 | 1969-1970 | 28/03/1970 | Sheffield United | 0-1 | Bolton Wanderers | Byrom | | 18,539 | Win |
| D2 | 1969-1970 | 15/11/1969 | Bolton Wanderers | 0-0 | Sheffield United | | | 7,992 | Draw |
| D2 | 1968-1969 | 22/03/1969 | Sheffield United | 5-2 | Bolton Wanderers | Hill, Phillips R | | 12,467 | Loss |
| D2 | 1968-1969 | 31/08/1968 | Bolton Wanderers | 4-2 | Sheffield United | Greaves 3, Wharton (pen) | | 14,636 | Win |
| D1 | 1963-1964 | 08/04/1964 | Bolton Wanderers | 3-0 | Sheffield United | Hill, Lee F, Bromley | | 16,905 | Win |
| D1 | 1963-1964 | 16/11/1963 | Sheffield United | 0-1 | Bolton Wanderers | Deakin P | | 21,518 | Win |
| LC2 | 1963-1964 | 25/09/1963 | Sheffield United | 1-2 | Bolton Wanderers | Lee F 2 | | 9,809 | Win |
| D1 | 1962-1963 | 09/03/1963 | Bolton Wanderers | 3-2 | Sheffield United | Hill 3 | | 12,925 | Win |
| FAC3 | 1962-1963 | 06/03/1963 | Sheffield United | 3-1 | Bolton Wanderers | Lee F | | 27,184 | Loss |
| D1 | 1962-1963 | 20/10/1962 | Sheffield United | 4-1 | Bolton Wanderers | Davies W | | 19,862 | Loss |
| D1 | 1961-1962 | 24/03/1962 | Sheffield United | 3-1 | Bolton Wanderers | Pilkington | | 18,324 | Loss |
| D1 | 1961-1962 | 04/11/1961 | Bolton Wanderers | 2-0 | Sheffield United | Hartle, Coldwell (og) | | 12,563 | Win |
| D1 | 1955-1956 | 03/03/1956 | Bolton Wanderers | 2-1 | Sheffield United | Lofthouse, Stevens D | | 20,521 | Win |
| FAC4 | 1955-1956 | 28/01/1956 | Bolton Wanderers | 1-2 | Sheffield United | Hartle | | 47,105 | Loss |
| D1 | 1955-1956 | 19/11/1955 | Sheffield United | 1-3 | Bolton Wanderers | Lofthouse 2, Holden D | | 21,002 | Win |
| D1 | 1954-1955 | 05/03/1955 | Bolton Wanderers | 1-0 | Sheffield United | Lofthouse | | 26,837 | Win |
| D1 | 1954-1955 | 11/12/1954 | Sheffield United | 2-0 | Bolton Wanderers | | | 22,947 | Loss |
| D1 | 1953-1954 | 01/01/1954 | Bolton Wanderers | 2-1 | Sheffield United | Lofthouse, Coldwell (og) | | 37,484 | Win |
| D1 | 1953-1954 | 12/12/1953 | Sheffield United | 3-0 | Bolton Wanderers | | | 27,769 | Loss |
| D1 | 1948-1949 | 27/12/1948 | Bolton Wanderers | 6-1 | Sheffield United | Moir 4, Lofthouse 2 | | 42,630 | Win |
| D1 | 1948-1949 | 25/12/1948 | Sheffield United | 1-1 | Bolton Wanderers | Bradley J | | 39,676 | Draw |
| D1 | 1947-1948 | 27/12/1947 | Bolton Wanderers | 2-3 | Sheffield United | Barrass 2 | | 29,262 | Loss |
| D1 | 1947-1948 | 25/12/1947 | Sheffield United | 2-1 | Bolton Wanderers | Lofthouse | | 36,670 | Loss |
| D1 | 1946-1947 | 07/04/1947 | Sheffield United | 4-2 | Bolton Wanderers | Lofthouse, Moir | | 29,170 | Loss |
| D1 | 1946-1947 | 04/04/1947 | Bolton Wanderers | 3-2 | Sheffield United | Hamlett, Roberts J (pen), Lofthouse | | 34,109 | Win |
| D2 | 1934-1935 | 09/02/1935 | Bolton Wanderers | 1-1 | Sheffield United | Goslin | | 23,976 | Draw |
| D2 | 1934-1935 | 29/09/1934 | Sheffield United | 6-2 | Bolton Wanderers | Cameron K, Milsom | | 12,788 | Loss |
| D1 | 1932-1933 | 17/04/1933 | Sheffield United | 3-2 | Bolton Wanderers | Milsom, McKay W (pen) | | 9,410 | Loss |
| D1 | 1932-1933 | 02/01/1933 | Bolton Wanderers | 3-3 | Sheffield United | Goslin, Gibson, McKay W | | 15,360 | Draw |
| D1 | 1931-1932 | 26/03/1932 | Bolton Wanderers | 3-1 | Sheffield United | Milsom 3 (1 pen) | | 13,737 | Win |
| D1 | 1931-1932 | 14/11/1931 | Sheffield United | 4-0 | Bolton Wanderers | | | 15,057 | Loss |
| D1 | 1930-1931 | 14/03/1931 | Bolton Wanderers | 6-2 | Sheffield United | Blackmore 3, Gibson 2, Butler W | | 13,113 | Win |
| D1 | 1930-1931 | 08/11/1930 | Sheffield United | 2-0 | Bolton Wanderers | | | 19,649 | Loss |
| D1 | 1929-1930 | 08/03/1930 | Sheffield United | 2-3 | Bolton Wanderers | Blackmore 2, Cook | | 21,032 | Win |
| D1 | 1929-1930 | 02/11/1929 | Bolton Wanderers | 2-1 | Sheffield United | Butler W, Gibson | | 15,066 | Win |
| D1 | 1928-1929 | 09/03/1929 | Sheffield United | 1-1 | Bolton Wanderers | Blackmore | | 23,927 | Draw |
| D1 | 1928-1929 | 27/10/1928 | Bolton Wanderers | 3-1 | Sheffield United | Gibson 3 | | 18,802 | Win |
| D1 | 1927-1928 | 05/05/1928 | Bolton Wanderers | 1-1 | Sheffield United | McClelland | | 7,958 | Draw |
| D1 | 1927-1928 | 24/12/1927 | Sheffield United | 4-3 | Bolton Wanderers | Jack D 3 | | 10,503 | Loss |
| D1 | 1926-1927 | 18/04/1927 | Sheffield United | 1-1 | Bolton Wanderers | Blackmore | | 12,893 | Draw |
| D1 | 1926-1927 | 15/04/1927 | Bolton Wanderers | 4-1 | Sheffield United | Gibson 2, Butler W, Jack D | | 23,149 | Win |
| D1 | 1925-1926 | 17/04/1926 | Bolton Wanderers | 2-1 | Sheffield United | Butler W, Smith J (pen) | | 13,133 | Win |
| D1 | 1925-1926 | 05/12/1925 | Sheffield United | 2-0 | Bolton Wanderers | | | 20,014 | Loss |
| D1 | 1924-1925 | 11/04/1925 | Bolton Wanderers | 3-1 | Sheffield United | Jack D, Smith J 2 (1 pen) | | 21,824 | Win |
| D1 | 1924-1925 | 06/12/1924 | Sheffield United | 2-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 1923-1924 | 03/09/1923 | Bolton Wanderers | 4-2 | Sheffield United | Smith J R 3, Nuttall | | Unknown | Win |
| D1 | 1923-1924 | 27/08/1923 | Sheffield United | 0-0 | Bolton Wanderers | | | Unknown | Draw |
| FACSF | 1922-1923 | 24/03/1923 | Bolton Wanderers | 1-0 | Sheffield United | Jack D (played at Old Trafford, Manchester) | | 72,000 | Win |
| D1 | 1922-1923 | 27/01/1923 | Sheffield United | 2-2 | Bolton Wanderers | Walsh T, Jack D | | Unknown | Draw |
| D1 | 1922-1923 | 20/01/1923 | Bolton Wanderers | 1-1 | Sheffield United | Smith J R | | Unknown | Draw |
| D1 | 1921-1922 | 11/02/1922 | Sheffield United | 1-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 1921-1922 | 04/02/1922 | Bolton Wanderers | 3-1 | Sheffield United | Roberts F 2, Jack D | | 7,408 | Win |
| D1 | 1920-1921 | 19/03/1921 | Bolton Wanderers | 2-2 | Sheffield United | Smith J, Vizard | | Unknown | Draw |
| D1 | 1920-1921 | 12/03/1921 | Sheffield United | 2-2 | Bolton Wanderers | Roberts F 2 | | Unknown | Draw |
| D1 | 1919-1920 | 24/04/1920 | Bolton Wanderers | 1-0 | Sheffield United | Roberts F | | Unknown | Win |
| D1 | 1919-1920 | 17/04/1920 | Sheffield United | 3-2 | Bolton Wanderers | Roberts F, Smith J | | Unknown | Loss |
| D1 | 1914-1915 | 26/04/1915 | Bolton Wanderers | 0-1 | Sheffield United | | | Unknown | Loss |
| FACSF | 1914-1915 | 27/03/1915 | Bolton Wanderers | 1-2 | Sheffield United | Smith J (played at Ewood Park, Blackburn) | | 22,404 | Loss |
| D1 | 1914-1915 | 19/12/1914 | Sheffield United | 3-1 | Bolton Wanderers | Hilton | | Unknown | Loss |
| D1 | 1913-1914 | 06/04/1914 | Sheffield United | 2-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 1913-1914 | 01/11/1913 | Bolton Wanderers | 3-1 | Sheffield United | Lillycrop 2, Smith J | | Unknown | Win |
| D1 | 1912-1913 | 01/01/1913 | Bolton Wanderers | 4-2 | Sheffield United | Jones E, Smith J 2, Bentley A | | Unknown | Win |
| D1 | 1912-1913 | 26/12/1912 | Sheffield United | 0-2 | Bolton Wanderers | Bentley A, Donaldson | | Unknown | Win |
| D1 | 1911-1912 | 06/01/1912 | Bolton Wanderers | 0-3 | Sheffield United | | | Unknown | Loss |
| D1 | 1911-1912 | 09/09/1911 | Sheffield United | 0-5 | Bolton Wanderers | Hilton, Bentley A 2, Smith J 2 | | Unknown | Win |
| D1 | 1909-1910 | 22/01/1910 | Bolton Wanderers | 1-0 | Sheffield United | McEwan (pen) | | Unknown | Win |
| D1 | 1909-1910 | 11/09/1909 | Sheffield United | 2-2 | Bolton Wanderers | Hughes W, Hunter | | Unknown | Draw |
| D1 | 1907-1908 | 30/12/1907 | Sheffield United | 1-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 1907-1908 | 05/10/1907 | Bolton Wanderers | 1-1 | Sheffield United | White | | Unknown | Draw |
| D1 | 1906-1907 | 05/01/1907 | Sheffield United | 2-1 | Bolton Wanderers | White | | Unknown | Loss |
| D1 | 1906-1907 | 08/09/1906 | Bolton Wanderers | 6-1 | Sheffield United | White, McEwan, Shepherd 3, Cameron W | | Unknown | Win |
| D1 | 1905-1906 | 30/12/1905 | Sheffield United | 5-2 | Bolton Wanderers | Stokes, Shepherd | | Unknown | Loss |
| D1 | 1905-1906 | 02/09/1905 | Bolton Wanderers | 1-2 | Sheffield United | Wilson T | | Unknown | Loss |
| FAC3 | 1903-1904 | 05/03/1904 | Sheffield United | 0-2 | Bolton Wanderers | Marsh S, Yenson | | Unknown | Win |
| D1 | 1902-1903 | 28/02/1903 | Bolton Wanderers | 1-0 | Sheffield United | Marsh S | | Unknown | Win |
| D1 | 1902-1903 | 26/12/1902 | Sheffield United | 7-1 | Bolton Wanderers | Bell L | | Unknown | Loss |
| D1 | 1901-1902 | 07/04/1902 | Sheffield United | 2-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 1901-1902 | 28/03/1902 | Bolton Wanderers | 1-0 | Sheffield United | McKie | | Unknown | Win |
| FAC2 | 1901-1902 | 08/02/1902 | Sheffield United | 2-1 | Bolton Wanderers | McKie | | Unknown | Loss |
| D1 | 1900-1901 | 02/03/1901 | Bolton Wanderers | 0-0 | Sheffield United | | | 2,017 | Draw |
| D1 | 1900-1901 | 27/10/1900 | Sheffield United | 0-2 | Bolton Wanderers | Bell L, McKie | | Unknown | Win |
| D1 | 1898-1899 | 11/03/1899 | Sheffield United | 3-1 | Bolton Wanderers | Morgan H | | Unknown | Loss |
| D1 | 1898-1899 | 12/11/1898 | Bolton Wanderers | 3-0 | Sheffield United | Gilligan A 2, Jack R | | Unknown | Win |
| D1 | 1897-1898 | 08/04/1898 | Bolton Wanderers | 0-1 | Sheffield United | | | 19,350 | Loss |
| D1 | 1897-1898 | 07/02/1898 | Sheffield United | 4-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 1896-1897 | 16/04/1897 | Bolton Wanderers | 0-2 | Sheffield United | | | Unknown | Loss |
| D1 | 1896-1897 | 29/12/1896 | Sheffield United | 1-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 1895-1896 | 03/04/1896 | Bolton Wanderers | 4-1 | Sheffield United | Paton, Tannahill, Jack R, Nicoll | | Unknown | Win |
| D1 | 1895-1896 | 30/12/1895 | Sheffield United | 1-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 1894-1895 | 15/04/1895 | Sheffield United | 5-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 1894-1895 | 14/01/1895 | Bolton Wanderers | 6-2 | Sheffield United | Cassidy J 2, Spence 2, Paton, Tannahill | | Unknown | Win |
| D1 | 1893-1894 | 14/10/1893 | Bolton Wanderers | 0-1 | Sheffield United | | | Unknown | Loss |
| D1 | 1893-1894 | 23/09/1893 | Sheffield United | 4-2 | Bolton Wanderers | Cassidy J, McArthur | | Unknown | Loss |
| FAC2 | 1889-1890 | 01/02/1890 | Bolton Wanderers | 13-0 | Sheffield United | Cassidy J 5, Weir D 4, Brogan 3, Robinson B | | Unknown | Win |