| Comp | Season | Date | Home | Score | Away | Scorers | Video | Attendance | Result |
|---|---|---|---|---|---|---|---|---|---|
| L1 | 2019-2020 | 08/02/2020 | Coventry City | 2-1 | Bolton Wanderers | Dennis Politic | Highlights | 6,623 | Loss |
| L1 | 2019-2020 | 10/08/2019 | Bolton Wanderers | 0-0 | Coventry City | Highlights | 8,901 | Draw | |
| L1 | 2016-2017 | 02/01/2017 | Coventry City | 2-2 | Bolton Wanderers | Zach Clough, Max Clayton | Highlights | 8,397 | Draw |
| L1 | 2016-2017 | 22/11/2016 | Bolton Wanderers | 1-0 | Coventry City | Zach Clough | Highlights | 12,290 | Win |
| PL | 1997-1998 | 31/01/1998 | Bolton Wanderers | 1-5 | Coventry City | Sellars | Highlights | 25,000 | Loss |
| PL | 1997-1998 | 23/08/1997 | Coventry City | 2-2 | Bolton Wanderers | Blake 2 | Highlights | 16,633 | Draw |
| PL | 1995-1996 | 16/03/1996 | Coventry City | 0-2 | Bolton Wanderers | Stubbs 2 | Highlights | 17,226 | Win |
| PL | 1995-1996 | 30/12/1995 | Bolton Wanderers | 1-2 | Coventry City | McGinlay | Highlights | 16,678 | Loss |
| LC2L2 | 1990-1991 | 09/10/1990 | Bolton Wanderers | 2-3 | Coventry City | Philliskirk 2 (1 pen) | 5,222 | Loss | |
| LC2L1 | 1990-1991 | 26/09/1990 | Coventry City | 4-2 | Bolton Wanderers | Philliskirk 2 | Highlights | 6,193 | Loss |
| FAC3 | 1986-1987 | 10/01/1987 | Coventry City | 3-0 | Bolton Wanderers | Highlights | 12,044 | Loss | |
| D1 | 1979-1980 | 15/04/1980 | Bolton Wanderers | 1-1 | Coventry City | Wilson P | 8,995 | Draw | |
| D1 | 1979-1980 | 15/09/1979 | Coventry City | 3-1 | Bolton Wanderers | Morgan W | 15,355 | Loss | |
| D1 | 1978-1979 | 17/03/1979 | Coventry City | 2-2 | Bolton Wanderers | Worthington F, McNab | 15,231 | Draw | |
| D1 | 1978-1979 | 04/11/1978 | Bolton Wanderers | 0-0 | Coventry City | 22,379 | Draw | ||
| LC2 | 1975-1976 | 10/09/1975 | Bolton Wanderers | 1-3 | Coventry City | Byrom | 12,743 | Loss | |
| D2 | 1966-1967 | 18/03/1967 | Coventry City | 1-1 | Bolton Wanderers | Phillips R | Highlights | 28,674 | Draw |
| D2 | 1966-1967 | 22/10/1966 | Bolton Wanderers | 1-1 | Coventry City | Byrom | 14,561 | Draw | |
| D2 | 1965-1966 | 02/04/1966 | Coventry City | 2-2 | Bolton Wanderers | Lee F, Taylor G | 19,461 | Draw | |
| D2 | 1965-1966 | 06/11/1965 | Bolton Wanderers | 4-2 | Coventry City | Davies W 2, Bromley, Butler D | 13,499 | Win | |
| D2 | 1964-1965 | 19/12/1964 | Coventry City | 0-0 | Bolton Wanderers | 23,387 | Draw | ||
| D2 | 1964-1965 | 29/08/1964 | Bolton Wanderers | 1-3 | Coventry City | Davies W | 15,969 | Loss | |
| FAC3 | 1949-1950 | 07/01/1950 | Coventry City | 1-2 | Bolton Wanderers | Lofthouse, Langton | 29,090 | Win |