| C | 2018-2019 | 23/02/2019 | Leeds United | 2-1 | Bolton Wanderers | Mark Beevers | Highlights | 34,144 | Loss |
| C | 2018-2019 | 15/12/2018 | Bolton Wanderers | 0-1 | Leeds United | | Highlights | 17,484 | Loss |
| LC1 | 2018-2019 | 14/08/2018 | Leeds United | 2-1 | Bolton Wanderers | Erhun Oztumer | Highlights | 19,617 | Loss |
| C | 2017-2018 | 30/03/2018 | Leeds United | 2-1 | Bolton Wanderers | Adam Le Fondre | Highlights | 35,377 | Loss |
| C | 2017-2018 | 06/08/2017 | Bolton Wanderers | 2-3 | Leeds United | Gary Madine, Adam Le Fondre | Highlights | 19,857 | Loss |
| C | 2015-2016 | 05/03/2016 | Leeds United | 2-1 | Bolton Wanderers | Kaiyne Woolery | Highlights | 21,070 | Loss |
| FAC4 | 2015-2016 | 30/01/2016 | Bolton Wanderers | 1-2 | Leeds United | Darren Pratley | Highlights | 17,336 | Loss |
| C | 2015-2016 | 24/10/2015 | Bolton Wanderers | 1-1 | Leeds United | Shola Ameobi | Highlights | 18,178 | Draw |
| C | 2014-2015 | 10/01/2015 | Bolton Wanderers | 1-1 | Leeds United | Gudjohnsen | Highlights | 18,844 | Draw |
| C | 2014-2015 | 30/08/2014 | Leeds United | 1-0 | Bolton Wanderers | | Highlights | 21,901 | Loss |
| C | 2013-2014 | 08/03/2014 | Leeds United | 1-5 | Bolton Wanderers | Mason, Jutkiewitz, Knight, Davies M, Moritz | Highlights | 28,904 | Win |
| C | 2013-2014 | 14/09/2013 | Bolton Wanderers | 0-1 | Leeds United | | Highlights | 19,622 | Loss |
| C | 2012-2013 | 01/01/2013 | Leeds United | 1-0 | Bolton Wanderers | | | 22,386 | Loss |
| C | 2012-2013 | 02/10/2012 | Bolton Wanderers | 2-2 | Leeds United | Davies K 2 | | 21,255 | Draw |
| PL | 2003-2004 | 02/05/2004 | Bolton Wanderers | 4-1 | Leeds United | Djorkaeff 2, Harte (og), Nolan | Highlights | 27,420 | Win |
| PL | 2003-2004 | 22/11/2003 | Leeds United | 0-2 | Bolton Wanderers | Davies, Giannakopoulos | Highlights | 36,558 | Win |
| PL | 2002-2003 | 16/12/2002 | Bolton Wanderers | 0-3 | Leeds United | | | 23,378 | Loss |
| PL | 2002-2003 | 17/11/2002 | Leeds United | 2-4 | Bolton Wanderers | Pedersen 2, Djorkaeff, Ricketts (pen) | | 36,627 | Win |
| PL | 2001-2002 | 26/12/2001 | Bolton Wanderers | 0-3 | Leeds United | | | 27,060 | Loss |
| PL | 2001-2002 | 08/09/2001 | Leeds United | 0-0 | Bolton Wanderers | | | 40,153 | Draw |
| PL | 1997-1998 | 18/04/1998 | Bolton Wanderers | 2-3 | Leeds United | Thompson A, Fish | | 25,000 | Loss |
| PL | 1997-1998 | 20/12/1997 | Leeds United | 2-0 | Bolton Wanderers | | | 31,163 | Loss |
| PL | 1995-1996 | 02/03/1996 | Leeds United | 0-1 | Bolton Wanderers | Bergsson | Highlights | 30,106 | Win |
| FAC4 | 1995-1996 | 14/02/1996 | Bolton Wanderers | 0-1 | Leeds United | | | 16,694 | Loss |
| PL | 1995-1996 | 27/12/1995 | Bolton Wanderers | 0-2 | Leeds United | | | 18,414 | Loss |
| D2 | 1982-1983 | 02/04/1983 | Bolton Wanderers | 1-2 | Leeds United | Rudge | | 10,784 | Loss |
| D2 | 1982-1983 | 28/12/1982 | Leeds United | 1-1 | Bolton Wanderers | Whatmore | | 16,180 | Draw |
| D1 | 1979-1980 | 09/02/1980 | Leeds United | 2-2 | Bolton Wanderers | Whatmore, Greaves | | 16,428 | Draw |
| D1 | 1979-1980 | 22/09/1979 | Bolton Wanderers | 1-1 | Leeds United | Allardyce | | 21,724 | Draw |
| D1 | 1978-1979 | 25/04/1979 | Leeds United | 5-1 | Bolton Wanderers | McNab | | 20,218 | Loss |
| D1 | 1978-1979 | 07/10/1978 | Bolton Wanderers | 3-1 | Leeds United | Worthington F, Morgan W, Smith B | | 27,751 | Win |
| LC4 | 1977-1978 | 30/11/1977 | Bolton Wanderers | 1-3 | Leeds United | Jones G | | 33,766 | Loss |
| D1 | 1959-1960 | 16/04/1960 | Leeds United | 1-0 | Bolton Wanderers | | | 19,272 | Loss |
| D1 | 1959-1960 | 31/10/1959 | Bolton Wanderers | 1-1 | Leeds United | Hennin | | 20,183 | Draw |
| D1 | 1958-1959 | 20/12/1958 | Leeds United | 3-4 | Bolton Wanderers | Edwards G B, Lofthouse 2, Gibson (og) | | 28,534 | Win |
| D1 | 1958-1959 | 23/08/1958 | Bolton Wanderers | 4-0 | Leeds United | Birch, Parry R, Lofthouse 2 | | 25,922 | Win |
| D1 | 1957-1958 | 01/02/1958 | Bolton Wanderers | 0-2 | Leeds United | | | 18,558 | Loss |
| D1 | 1957-1958 | 21/09/1957 | Leeds United | 2-1 | Bolton Wanderers | Parry R (pen) | | 18,379 | Loss |
| D1 | 1956-1957 | 12/01/1957 | Bolton Wanderers | 5-3 | Leeds United | Holden D, Gubbins, Lofthouse 2, Dunn (og) | | 25,705 | Win |
| D1 | 1956-1957 | 08/09/1956 | Leeds United | 3-2 | Bolton Wanderers | Lofthouse, Holden D | | 40,010 | Loss |
| FAC4R | 1949-1950 | 01/02/1950 | Bolton Wanderers | 2-3 | Leeds United | Lofthouse, McShane (aet) | | 29,440 | Loss |
| FAC4 | 1949-1950 | 28/01/1950 | Leeds United | 1-1 | Bolton Wanderers | Lofthouse | | 51,000 | Draw |
| D1 | 1946-1947 | 03/02/1947 | Bolton Wanderers | 2-0 | Leeds United | Woodward, Hamlett | | 4,280 | Win |
| D1 | 1946-1947 | 21/09/1946 | Leeds United | 4-0 | Bolton Wanderers | | | 25,739 | Loss |
| D1 | 1938-1939 | 14/01/1939 | Bolton Wanderers | 2-2 | Leeds United | Goslin 2 (1 pen) | | 14,893 | Draw |
| D1 | 1938-1939 | 10/09/1938 | Leeds United | 1-2 | Bolton Wanderers | Hunt G, Woodward | | 20,381 | Win |
| D1 | 1937-1938 | 02/04/1938 | Bolton Wanderers | 0-0 | Leeds United | | | 18,492 | Draw |
| D1 | 1937-1938 | 20/11/1937 | Leeds United | 1-1 | Bolton Wanderers | Westwood | | 23,687 | Draw |
| D1 | 1936-1937 | 27/02/1937 | Leeds United | 2-2 | Bolton Wanderers | Howe, Calder | | 15,090 | Draw |
| D1 | 1936-1937 | 24/10/1936 | Bolton Wanderers | 2-1 | Leeds United | Milsom, Hurst | | 20,411 | Win |
| D1 | 1935-1936 | 28/03/1936 | Bolton Wanderers | 3-0 | Leeds United | Eastham, Milsom, Westwood | | 21,289 | Win |
| D1 | 1935-1936 | 23/11/1935 | Leeds United | 5-2 | Bolton Wanderers | Cook 2 | | 22,973 | Loss |
| D1 | 1932-1933 | 06/05/1933 | Bolton Wanderers | 5-0 | Leeds United | Milsom 3, Westwood 2 | | 10,048 | Win |
| D1 | 1932-1933 | 24/12/1932 | Leeds United | 4-3 | Bolton Wanderers | Nicholson G, Westwood 2 | | 15,804 | Loss |
| D1 | 1930-1931 | 11/04/1931 | Bolton Wanderers | 2-0 | Leeds United | Butler W, Blackmore | | 15,438 | Win |
| D1 | 1930-1931 | 06/12/1930 | Leeds United | 3-1 | Bolton Wanderers | Tait | | 7,595 | Loss |
| D1 | 1929-1930 | 15/02/1930 | Bolton Wanderers | 4-2 | Leeds United | Gibson 3, Milsom | | 18,104 | Win |
| D1 | 1929-1930 | 12/10/1929 | Leeds United | 2-1 | Bolton Wanderers | Wright W | | 29,749 | Loss |
| D1 | 1928-1929 | 29/04/1929 | Leeds United | 2-2 | Bolton Wanderers | Blackmore 2 | | 12,877 | Draw |
| D1 | 1928-1929 | 10/11/1928 | Bolton Wanderers | 4-1 | Leeds United | McClelland, Gibson, Blackmore 2 | | 16,308 | Win |
| FAC4R | 1926-1927 | 02/02/1927 | Bolton Wanderers | 3-0 | Leeds United | Wright W, Jack D, Smith J R | | 46,686 | Win |
| FAC4 | 1926-1927 | 29/01/1927 | Leeds United | 0-0 | Bolton Wanderers | | Highlights | 42,694 | Draw |
| D1 | 1926-1927 | 15/01/1927 | Bolton Wanderers | 3-0 | Leeds United | Vizard, Jack D, Smith J R | | 19,149 | Win |
| D1 | 1926-1927 | 28/08/1926 | Leeds United | 2-5 | Bolton Wanderers | Smith J (pen), Jack D, Smith J R 3 | | 23,699 | Win |
| D1 | 1925-1926 | 07/09/1925 | Bolton Wanderers | 1-0 | Leeds United | Smith J | | 23,343 | Win |
| D1 | 1925-1926 | 31/08/1925 | Leeds United | 2-1 | Bolton Wanderers | Vizard | | 24,188 | Loss |
| D1 | 1924-1925 | 14/04/1925 | Leeds United | 2-1 | Bolton Wanderers | Smith J (pen) | | Unknown | Loss |
| D1 | 1924-1925 | 10/04/1925 | Bolton Wanderers | 1-0 | Leeds United | Smith J R | | Unknown | Win |
| FAC2 | 1922-1923 | 03/02/1923 | Bolton Wanderers | 3-1 | Leeds United | Jack D 2, Smith J | | 43,341 | Win |