| L2 | 2020-2021 | 02/03/2021 | Oldham Athletic | 0-2 | Bolton Wanderers | Own Goal, Eoin Doyle | Highlights | Unknown | Win |
| L2 | 2020-2021 | 17/10/2020 | Bolton Wanderers | 1-2 | Oldham Athletic | Nathan Delfouneso | Highlights | Unknown | Loss |
| L1 | 2016-2017 | 15/04/2017 | Oldham Athletic | 1-0 | Bolton Wanderers | | Highlights | 8,788 | Loss |
| L1 | 2016-2017 | 15/10/2016 | Bolton Wanderers | 2-0 | Oldham Athletic | Zach Clough (2) | Highlights | 14,891 | Win |
| FAC4 | 2004-2005 | 30/01/2005 | Oldham Athletic | 0-1 | Bolton Wanderers | Vaz Te | | 12,029 | Win |
| D1 | 1996-1997 | 19/04/1997 | Oldham Athletic | 0-0 | Bolton Wanderers | | | 10,702 | Draw |
| D1 | 1996-1997 | 12/10/1996 | Bolton Wanderers | 3-1 | Oldham Athletic | Johansen, McGinlay 2 | | 14,813 | Win |
| D1 | 1994-1995 | 29/04/1995 | Oldham Athletic | 3-1 | Bolton Wanderers | McGinlay | | 11,901 | Loss |
| D1 | 1994-1995 | 16/10/1994 | Bolton Wanderers | 2-2 | Oldham Athletic | Paatelainen, Lee D | | 11,106 | Draw |
| FACQF | 1993-1994 | 12/03/1994 | Bolton Wanderers | 0-1 | Oldham Athletic | | | 20,321 | Loss |
| LC1L2 | 1984-1985 | 04/09/1984 | Oldham Athletic | 4-4 | Bolton Wanderers | Oghani 2, Bell G, Chandler (aet) | | 4,111 | Draw |
| LC1L1 | 1984-1985 | 28/08/1984 | Bolton Wanderers | 2-1 | Oldham Athletic | Caldwell, Chandler (pen) | | 3,286 | Win |
| D2 | 1982-1983 | 22/01/1983 | Oldham Athletic | 2-3 | Bolton Wanderers | Thompson C, Chandler, Foster W | | 8,510 | Win |
| D2 | 1982-1983 | 28/09/1982 | Bolton Wanderers | 2-3 | Oldham Athletic | Henry, Moores I | | 5,605 | Loss |
| D2 | 1981-1982 | 30/01/1982 | Oldham Athletic | 1-1 | Bolton Wanderers | Thompson C | | 9,271 | Draw |
| D2 | 1981-1982 | 19/09/1981 | Bolton Wanderers | 0-2 | Oldham Athletic | | | 7,222 | Loss |
| LC1L2 | 1981-1982 | 15/09/1981 | Oldham Athletic | 4-2 | Bolton Wanderers | Thompson C, Berry (aet) | | 4,779 | Loss |
| LC1L1 | 1981-1982 | 01/09/1981 | Bolton Wanderers | 2-1 | Oldham Athletic | Kidd B, Thomas J | | 5,156 | Win |
| D2 | 1980-1981 | 24/02/1981 | Bolton Wanderers | 2-0 | Oldham Athletic | Whatmore, Thomas J | | 9,641 | Win |
| D2 | 1980-1981 | 27/09/1980 | Oldham Athletic | 1-1 | Bolton Wanderers | Cantello | | 10,174 | Draw |
| D2 | 1977-1978 | 18/02/1978 | Oldham Athletic | 2-2 | Bolton Wanderers | Reid, Whatmore | | 20,810 | Draw |
| D2 | 1977-1978 | 10/09/1977 | Bolton Wanderers | 1-0 | Oldham Athletic | Whatmore | | 16,033 | Win |
| D2 | 1976-1977 | 02/04/1977 | Bolton Wanderers | 3-0 | Oldham Athletic | Taylor S J, Allardyce, Whatmore | | 18,130 | Win |
| D2 | 1976-1977 | 23/10/1976 | Oldham Athletic | 2-2 | Bolton Wanderers | Greaves, Taylor S J | | 15,811 | Draw |
| D2 | 1975-1976 | 17/04/1976 | Bolton Wanderers | 4-0 | Oldham Athletic | Greaves 2, Jones P 2 (2 pens) | | 22,455 | Win |
| D2 | 1975-1976 | 26/12/1975 | Oldham Athletic | 2-1 | Bolton Wanderers | Whatmore | | 24,537 | Loss |
| D2 | 1974-1975 | 04/02/1975 | Oldham Athletic | 1-0 | Bolton Wanderers | | | 16,303 | Loss |
| D2 | 1974-1975 | 12/11/1974 | Bolton Wanderers | 1-1 | Oldham Athletic | Curran | | 14,667 | Draw |
| D3 | 1972-1973 | 06/01/1973 | Oldham Athletic | 2-0 | Bolton Wanderers | | | 19,745 | Loss |
| D3 | 1972-1973 | 26/08/1972 | Bolton Wanderers | 2-1 | Oldham Athletic | Wright R, Phillips R | | 7,019 | Win |
| LC1 | 1972-1973 | 16/08/1972 | Bolton Wanderers | 3-0 | Oldham Athletic | Byrom, Jones G 2 | | 7,947 | Win |
| D3 | 1971-1972 | 16/10/1971 | Bolton Wanderers | 2-1 | Oldham Athletic | Ritson (pen), Greaves | | 13,302 | Win |
| D3 | 1971-1972 | 14/08/1971 | Oldham Athletic | 2-2 | Bolton Wanderers | Byrom 2 | | 14,372 | Draw |
| D2 | 1934-1935 | 29/12/1934 | Bolton Wanderers | 2-0 | Oldham Athletic | Eastham, Westwood | | 16,859 | Win |
| D2 | 1934-1935 | 25/08/1934 | Oldham Athletic | 1-4 | Bolton Wanderers | Milsom 2, Westwood, Cook | | 12,842 | Win |
| D2 | 1933-1934 | 20/02/1934 | Oldham Athletic | 1-3 | Bolton Wanderers | Taylor G T, Eastham 2 | | 7,604 | Win |
| D2 | 1933-1934 | 07/10/1933 | Bolton Wanderers | 1-0 | Oldham Athletic | Atkinson J E | | 14,256 | Win |
| FAC3 | 1928-1929 | 12/01/1929 | Bolton Wanderers | 2-0 | Oldham Athletic | Gibson, Blackmore | | 34,499 | Win |
| D1 | 1922-1923 | 11/09/1922 | Oldham Athletic | 3-1 | Bolton Wanderers | Smith J | | Unknown | Loss |
| D1 | 1922-1923 | 04/09/1922 | Bolton Wanderers | 3-1 | Oldham Athletic | Flood, Smith J (pen), Rowley | | Unknown | Win |
| D1 | 1921-1922 | 02/01/1922 | Bolton Wanderers | 5-1 | Oldham Athletic | Roberts F, Jack D 3, Smith J (pen) | | Unknown | Win |
| D1 | 1921-1922 | 26/12/1921 | Oldham Athletic | 0-0 | Bolton Wanderers | | | Unknown | Draw |
| D1 | 1920-1921 | 22/01/1921 | Bolton Wanderers | 1-1 | Oldham Athletic | Smith J | | Unknown | Draw |
| D1 | 1920-1921 | 15/01/1921 | Oldham Athletic | 0-0 | Bolton Wanderers | | | Unknown | Draw |
| D1 | 1919-1920 | 27/03/1920 | Bolton Wanderers | 1-0 | Oldham Athletic | Smith J | | Unknown | Win |
| D1 | 1919-1920 | 20/03/1920 | Oldham Athletic | 2-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 1914-1915 | 02/01/1915 | Bolton Wanderers | 2-0 | Oldham Athletic | Roberts F, Smith J (pen) | | Unknown | Win |
| D1 | 1914-1915 | 05/09/1914 | Oldham Athletic | 5-3 | Bolton Wanderers | Vizard, Smith J, Fay | | Unknown | Loss |
| D1 | 1913-1914 | 27/12/1913 | Oldham Athletic | 2-0 | Bolton Wanderers | | | Unknown | Loss |
| D1 | 1913-1914 | 06/09/1913 | Bolton Wanderers | 6-2 | Oldham Athletic | Lillycrop 2, Smith J, Feebury, Jones E, Vizard | | Unknown | Win |
| D1 | 1912-1913 | 25/03/1913 | Oldham Athletic | 2-3 | Bolton Wanderers | Jones E 2, Smith J | | Unknown | Win |
| D1 | 1912-1913 | 21/03/1913 | Bolton Wanderers | 3-0 | Oldham Athletic | Feebury (pen), Smith J 2 | | Unknown | Win |
| FAC1 | 1912-1913 | 11/01/1913 | Oldham Athletic | 2-0 | Bolton Wanderers | | | 23,300 | Loss |
| D1 | 1911-1912 | 20/01/1912 | Oldham Athletic | 3-1 | Bolton Wanderers | Smith J | | Unknown | Loss |
| D1 | 1911-1912 | 16/09/1911 | Bolton Wanderers | 2-1 | Oldham Athletic | Hilton, Greenhalgh S | | Unknown | Win |
| D2 | 1908-1909 | 10/04/1909 | Oldham Athletic | 1-1 | Bolton Wanderers | Hogan | | Unknown | Draw |
| D2 | 1908-1909 | 03/12/1908 | Bolton Wanderers | 3-0 | Oldham Athletic | Greenhalgh S, Hughes W, Hogan | | Unknown | Win |