| Comp | Season | Date | Home | Score | Away | Scorers | Video | Attendance | Result |
|---|---|---|---|---|---|---|---|---|---|
| FAC3 | 2010-2011 | 08/01/2011 | Bolton Wanderers | 2-0 | York City | Davies K, Elmander | Highlights | 13,120 | Win |
| LC1L2 | 1991-1992 | 27/08/1991 | York City | 1-2 | Bolton Wanderers | Darby, Patterson | 2,757 | Win | |
| LC1L1 | 1991-1992 | 20/08/1991 | Bolton Wanderers | 2-2 | York City | Philliskirk, Darby | 3,017 | Draw | |
| D3 | 1986-1987 | 02/05/1987 | York City | 2-1 | Bolton Wanderers | Hartford | 4,079 | Loss | |
| D3 | 1986-1987 | 29/11/1986 | Bolton Wanderers | 3-1 | York City | Hartford, Caldwell 2 | 4,528 | Win | |
| D3 | 1985-1986 | 04/03/1986 | Bolton Wanderers | 1-1 | York City | Hartford | 3,589 | Draw | |
| D3 | 1985-1986 | 01/10/1985 | York City | 3-0 | Bolton Wanderers | 4,680 | Loss | ||
| D3 | 1984-1985 | 29/03/1985 | York City | 0-3 | Bolton Wanderers | Jones (og), Phillips J, Foster W | 4,363 | Win | |
| D3 | 1984-1985 | 06/11/1984 | Bolton Wanderers | 2-1 | York City | Rudge, Oghani (pen) | 4,672 | Win | |
| D2 | 1975-1976 | 13/04/1976 | Bolton Wanderers | 1-2 | York City | Nicholson P | 19,048 | Loss | |
| D2 | 1975-1976 | 30/08/1975 | York City | 1-2 | Bolton Wanderers | Jones P, Jones G | 5,640 | Win | |
| D2 | 1974-1975 | 05/04/1975 | Bolton Wanderers | 1-1 | York City | Jones P (pen) | 7,876 | Draw | |
| D2 | 1974-1975 | 26/10/1974 | York City | 1-3 | Bolton Wanderers | Lee S, Curran, Allardyce | 8,804 | Win | |
| D3 | 1972-1973 | 21/04/1973 | Bolton Wanderers | 3-0 | York City | Nicholson P, Lee S 2 | 19,999 | Win | |
| D3 | 1972-1973 | 05/03/1973 | York City | 0-1 | Bolton Wanderers | Lee S | 9,038 | Win | |
| D3 | 1971-1972 | 01/01/1972 | York City | 0-0 | Bolton Wanderers | 4,467 | Draw | ||
| D3 | 1971-1972 | 18/09/1971 | Bolton Wanderers | 0-1 | York City | 12,192 | Loss | ||
| FAC3 | 1970-1971 | 02/01/1971 | York City | 2-0 | Bolton Wanderers | 10,113 | Loss | ||
| FAC4R | 1957-1958 | 29/01/1958 | Bolton Wanderers | 3-0 | York City | Birch, Allcock 2 | 35,194 | Win | |
| FAC4 | 1957-1958 | 25/01/1958 | York City | 0-0 | Bolton Wanderers | 23,460 | Draw | ||
| FAC3 | 1950-1951 | 06/01/1951 | Bolton Wanderers | 2-0 | York City | Lofthouse, Langton | 26,652 | Win |