| L1POSF2 | 2023-2024 | 07/05/2024 | Bolton Wanderers | 2-3 | Barnsley | Aaron Collins, Eoin Toal | Highlights | 24,518 | Loss |
| L1POSF1 | 2023-2024 | 03/05/2024 | Barnsley | 1-3 | Bolton Wanderers | Dion Charles, Dion Charles, Randell Williams | Highlights | 13,846 | Win |
| L1 | 2023-2024 | 05/03/2024 | Barnsley | 2-2 | Bolton Wanderers | Victor Adeboyejo, Randell Williams | Highlights | 14,808 | Draw |
| L1 | 2023-2024 | 03/02/2024 | Bolton Wanderers | 1-1 | Barnsley | Zach Ashworth | Highlights | 21,709 | Draw |
| L1POSF | 2022-2023 | 19/05/2023 | Barnsley | 1-0 | Bolton Wanderers | | Highlights | 16,274 | Loss |
| L1POSF | 2022-2023 | 13/05/2023 | Bolton Wanderers | 1-1 | Barnsley | Dion Charles | Highlights | 23,450 | Draw |
| L1 | 2022-2023 | 01/01/2023 | Barnsley | 0-3 | Bolton Wanderers | Dion Charles, Jon Dadi Bodvarsson, Kyle Dempsey | Highlights | 13,913 | Win |
| L1 | 2022-2023 | 15/10/2022 | Bolton Wanderers | 0-0 | Barnsley | | Highlights | 18,415 | Draw |
| LC1 | 2021-2022 | 10/08/2021 | Bolton Wanderers | 0-0 | Barnsley | | Highlights | 7,147 | Draw |
| C | 2017-2018 | 14/04/2018 | Barnsley | 2-2 | Bolton Wanderers | Adam Le Fondre, Craig Noone | Highlights | 14,138 | Draw |
| C | 2017-2018 | 02/12/2017 | Bolton Wanderers | 3-1 | Barnsley | Gary Madine (2), Mark Little | Highlights | 14,371 | Win |
| C | 2013-2014 | 12/04/2014 | Bolton Wanderers | 1-0 | Barnsley | Beckford | Highlights | 15,845 | Win |
| C | 2013-2014 | 26/12/2013 | Barnsley | 0-1 | Bolton Wanderers | Danns | Highlights | 12,484 | Win |
| C | 2012-2013 | 02/03/2013 | Barnsley | 2-3 | Bolton Wanderers | David N'Gog, Jay Spearing, Craig Dawson | | 10,862 | Win |
| C | 2012-2013 | 17/11/2012 | Bolton Wanderers | 1-1 | Barnsley | Davies K | | 16,965 | Draw |
| D1 | 2000-2001 | 28/04/2001 | Barnsley | 0-1 | Bolton Wanderers | Ricketts | | 13,979 | Win |
| D1 | 2000-2001 | 11/11/2000 | Bolton Wanderers | 2-0 | Barnsley | Ricketts, Gardner | | 13,406 | Win |
| D1 | 1999-2000 | 26/02/2000 | Barnsley | 1-1 | Bolton Wanderers | Holdsworth (pen) | | 14,604 | Draw |
| D1 | 1999-2000 | 18/09/1999 | Bolton Wanderers | 2-2 | Barnsley | Tuttle (og), Gardner | | 14,621 | Draw |
| D1 | 1998-1999 | 09/03/1999 | Bolton Wanderers | 3-3 | Barnsley | Sellars, Holdsworth (pen), Gudjohnsen | | 16,537 | Draw |
| D1 | 1998-1999 | 03/10/1998 | Barnsley | 2-2 | Bolton Wanderers | Gunnlaugsson, Johansen | | 17,362 | Draw |
| FAC3 | 1997-1998 | 03/01/1998 | Barnsley | 1-0 | Bolton Wanderers | | | 15,042 | Loss |
| PL | 1997-1998 | 26/12/1997 | Bolton Wanderers | 1-1 | Barnsley | Bergsson | Highlights | 25,000 | Draw |
| PL | 1997-1998 | 27/08/1997 | Barnsley | 2-1 | Bolton Wanderers | Beardsley | | 18,661 | Loss |
| D1 | 1996-1997 | 30/11/1996 | Bolton Wanderers | 2-2 | Barnsley | Blake, Thompson A | | 16,852 | Draw |
| D1 | 1996-1997 | 25/10/1996 | Barnsley | 2-2 | Bolton Wanderers | McGinlay (pen), Thompson A | | 9,413 | Draw |
| D1 | 1994-1995 | 18/02/1995 | Bolton Wanderers | 2-1 | Barnsley | Thompson A, Sneekes | | 12,463 | Win |
| D1 | 1994-1995 | 26/11/1994 | Barnsley | 3-0 | Bolton Wanderers | | | 8,507 | Loss |
| D1 | 1993-1994 | 08/05/1994 | Bolton Wanderers | 2-3 | Barnsley | Seagraves, McGinlay | | 11,661 | Loss |
| D1 | 1993-1994 | 27/11/1993 | Barnsley | 1-1 | Bolton Wanderers | Coyle | | 6,755 | Draw |
| FAC3 | 1987-1988 | 09/01/1988 | Barnsley | 3-1 | Bolton Wanderers | Stevens I | | 9,667 | Loss |
| D2 | 1982-1983 | 05/03/1983 | Barnsley | 3-1 | Bolton Wanderers | Rudge | | 10,403 | Loss |
| D2 | 1982-1983 | 23/10/1982 | Bolton Wanderers | 0-2 | Barnsley | | | 7,339 | Loss |
| D2 | 1981-1982 | 06/02/1982 | Bolton Wanderers | 2-1 | Barnsley | Henry, Thompson C | | 11,680 | Win |
| D2 | 1981-1982 | 12/09/1981 | Barnsley | 3-0 | Bolton Wanderers | | | 13,844 | Loss |
| D3 | 1971-1972 | 01/04/1972 | Barnsley | 1-0 | Bolton Wanderers | | | 3,925 | Loss |
| D3 | 1971-1972 | 27/12/1971 | Bolton Wanderers | 0-0 | Barnsley | | | 6,973 | Draw |
| D2 | 1934-1935 | 10/04/1935 | Barnsley | 1-1 | Bolton Wanderers | Eastham | | 13,171 | Draw |
| D2 | 1934-1935 | 06/10/1934 | Bolton Wanderers | 8-0 | Barnsley | Westwood 4, Milsom, Taylor G T 2, Shotton (og) | | 15,009 | Win |
| FAC3 | 1911-1912 | 24/02/1912 | Bolton Wanderers | 1-2 | Barnsley | Smith J | | 34,598 | Loss |
| D2 | 1910-1911 | 17/04/1911 | Barnsley | 0-0 | Bolton Wanderers | | | Unknown | Draw |
| D2 | 1910-1911 | 02/01/1911 | Bolton Wanderers | 4-0 | Barnsley | Hughes W 2, Smith J, Barber | | Unknown | Win |
| D2 | 1908-1909 | 02/01/1909 | Bolton Wanderers | 3-0 | Barnsley | Owen J 2, Hughes W | | Unknown | Win |
| D2 | 1908-1909 | 05/09/1908 | Barnsley | 0-1 | Bolton Wanderers | McClarence | | Unknown | Win |
| D2 | 1904-1905 | 24/04/1905 | Barnsley | 2-1 | Bolton Wanderers | Marsh S | | Unknown | Loss |
| D2 | 1904-1905 | 02/01/1905 | Bolton Wanderers | 2-1 | Barnsley | Shepherd 2 | | Unknown | Win |
| D2 | 1903-1904 | 04/04/1904 | Barnsley | 1-0 | Bolton Wanderers | | | Unknown | Loss |
| D2 | 1903-1904 | 25/12/1903 | Bolton Wanderers | 5-1 | Barnsley | Marsh S 3, Wright J, Yenson | | Unknown | Win |
| D2 | 1899-1900 | 13/04/1900 | Bolton Wanderers | 2-0 | Barnsley | Bell L, Morgan H | | Unknown | Win |
| D2 | 1899-1900 | 26/12/1899 | Barnsley | 1-6 | Bolton Wanderers | Picken J, Freebairn, Hanson J 3, Morgan H | | Unknown | Win |