| EFLT | 2022-2023 | 30/08/2022 | Bolton Wanderers | 4-1 | Crewe Alexandra | Amadou Bakayoko, Dion Charles, Kieran Sadlier, Dion Charles | Highlights | 2,115 | Win |
| L1 | 2021-2022 | 19/03/2022 | Crewe Alexandra | 0-1 | Bolton Wanderers | Amadou Bakayoko | Highlights | 5,985 | Win |
| L1 | 2021-2022 | 12/11/2021 | Bolton Wanderers | 2-0 | Crewe Alexandra | Josh Sheehan, Amadou Bakayoko | Highlights | 13,804 | Win |
| FAC1 | 2020-2021 | 07/11/2020 | Bolton Wanderers | 2-3 | Crewe Alexandra | Nathan Delfouneso, Nathan Delfouneso | Highlights | Unknown | Loss |
| EFLT | 2020-2021 | 08/09/2020 | Bolton Wanderers | 2-3 | Crewe Alexandra | Ryan Delaney, Shaun Miller | Highlights | Unknown | Loss |
| LC1 | 2017-2018 | 09/08/2017 | Crewe Alexandra | 1-2 | Bolton Wanderers | Adam Armstrong, Derik Osede | Highlights | 3,167 | Win |
| LC2 | 2014-2015 | 26/08/2014 | Crewe Alexandra | 2-3 | Bolton Wanderers | Pratley, Beckford 2 (aet) | Highlights | 2,642 | Win |
| D1 | 2000-2001 | 18/04/2001 | Crewe Alexandra | 2-1 | Bolton Wanderers | Holdsworth | | 8,054 | Loss |
| D1 | 2000-2001 | 09/12/2000 | Bolton Wanderers | 4-1 | Crewe Alexandra | Frandsen, Marshall, Bergsson, Nolan | | 12,836 | Win |
| D1 | 1999-2000 | 29/04/2000 | Crewe Alexandra | 1-3 | Bolton Wanderers | Gudjohnsen, Holdsworth (pen), Jensen | Highlights | 8,015 | Win |
| D1 | 1999-2000 | 19/10/1999 | Bolton Wanderers | 2-2 | Crewe Alexandra | Gudjohnsen, Holdsworth | | 12,676 | Draw |
| D1 | 1998-1999 | 27/02/1999 | Bolton Wanderers | 1-3 | Crewe Alexandra | Holdsworth (pen) | | 19,437 | Loss |
| D1 | 1998-1999 | 19/09/1998 | Crewe Alexandra | 4-4 | Bolton Wanderers | Gunnlaugsson 2, Taylor B, Frandsen | | 5,744 | Draw |
| AMCN1 | 1991-1992 | 14/01/1992 | Crewe Alexandra | 2-0 | Bolton Wanderers | | | 2,155 | Loss |
| D3 | 1990-1991 | 16/04/1991 | Crewe Alexandra | 1-3 | Bolton Wanderers | Philliskirk 2 (2 pens), Reeves | | 4,419 | Win |
| D3 | 1990-1991 | 16/09/1990 | Bolton Wanderers | 3-2 | Crewe Alexandra | Philliskirk, Green, Darby | | 4,933 | Win |
| D3 | 1989-1990 | 20/03/1990 | Bolton Wanderers | 0-0 | Crewe Alexandra | | | 7,241 | Draw |
| AMCQ | 1989-1990 | 29/11/1989 | Bolton Wanderers | 2-0 | Crewe Alexandra | Darby, Brookman | | 3,868 | Win |
| D3 | 1989-1990 | 14/10/1989 | Crewe Alexandra | 2-2 | Bolton Wanderers | Reeves 2 | | 4,284 | Draw |
| AMCNSF | 1988-1989 | 21/03/1989 | Crewe Alexandra | 1-2 | Bolton Wanderers | Winstanley, Brown P (aet) | | 5,875 | Win |
| D4 | 1987-1988 | 20/02/1988 | Crewe Alexandra | 2-1 | Bolton Wanderers | Morgan T | | 4,305 | Loss |
| D4 | 1987-1988 | 15/08/1987 | Bolton Wanderers | 1-1 | Crewe Alexandra | Henshaw | | 4,792 | Draw |
| AMCQ | 1985-1986 | 28/01/1986 | Bolton Wanderers | 1-0 | Crewe Alexandra | Oghani | | 2,428 | Win |
| AMC1L2 | 1984-1985 | 05/02/1985 | Crewe Alexandra | 0-0 | Bolton Wanderers | | | 3,303 | Draw |
| AMC1L1 | 1984-1985 | 22/01/1985 | Bolton Wanderers | 3-2 | Crewe Alexandra | Joyce W G 2, Caldwell | | 2,345 | Win |
| FAC3 | 1966-1967 | 28/01/1967 | Bolton Wanderers | 1-0 | Crewe Alexandra | Lee F (pen) | | 23,730 | Win |
| FAC1 | 1895-1896 | 01/02/1896 | Crewe Alexandra | 0-4 | Bolton Wanderers | Brown R, Gunn, Tannahill, Wright J | | Unknown | Win |