| First Team Matches | Second Team Matches | Youth Team Matches | League Debuts | Associated with both clubs | Transfers |
| Seasons | Competitions | Date | Venue | Results | Wolves Manager | Crewe Manager | Referee | |
| 1891/92 | FA Cup | 16 January 1892 | Molineux | D | 2-2 | Jack Addenbrooke | D Lamont (Liverpool) | |
| 1891/92 | FA Cup | 23 January 1892 | Alexandra Recreation Ground | W | 3-1 | Jack Addenbrooke | R Lythgoe (Liverpool) | |
| 1899/00 | Friendly | 18 October 1899 | Gresty Road | L | 1-2 | Jack Addenbrooke | x | |
| 1923/24 | Football League (3N) | 8 September 1924 | Gresty Road | D | 0-0 | George Jobey | JB Bromerley | H Mason (Erdington, Birmingham) |
| 1923/24 | Football League (3N) | 15 September 1924 | Molineux | W | 1-0 | George Jobey | JB Bromerley | H Mason (Erdington, Birmingham) |
| 1942/43 | War Competition | 24 October 1942 | Gresty Road | L | 1-4 | Major Frank Buckley | George Lillycrop | J Parker (Derby) |
| 1942/43 | War Competition | 31 October 1942 | Molineux | W | 3-2 | Major Frank Buckley | George Lillycrop | J Parker (Derby) |
| 1942/43 | War Competition | 6 February 1943 | Gresty Road | W | 3-0 | Major Frank Buckley | George Lillycrop | J Briggs (Cheadle Hume) |
| 1942/43 | War Competition | 13 February 1943 | Molineux | W | 6-1 | Major Frank Buckley | George Lillycrop | W Clinton (Wolverhampton) |
| 1942/43 | War Competition | 17 April 1943 | Gresty Road | L | 1-8 | Major Frank Buckley | George Lillycrop | T Bentley (Manchester) |
| 1943/44 | War Competition | 28 August 1943 | Molineux | L | 2-4 | Major Frank Buckley | George Lillycrop | J Davis (Walsall) |
| 1943/44 | War Competition | 6 September 1943 | Gresty Road | W | 2-1 | Major Frank Buckley | George Lillycrop | A Hall (Chester) |
| 1944/45 | War Competition | 6 January 1945 | Gresty Road | W | 3-2 | Ted Vizard | Frank Hill | R Tanswell (Stockport) |
| 1944/45 | War Competition | 13 January 1945 | Molineux | W | 3-1 | Ted Vizard | Frank Hill | A Errington (Cheltenham) |
| 1986/87 | Football League (4) | 13 September 1986 | Gresty Road | D | 1-1 | Brian Little © | Dario Grady | D Phillips (Barnsley) |
| 1986/87 | Football League (4) | 31 January 1987 | Molineux | L | 2-3 | Graham Turner | Dario Grady | R Groves (Weston Super Mare) |
| 1987/88 | Football League (4) | 12 September 1987 | Molineux | D | 2-2 | Graham Turner | Dario Grady | A Ward (London) |
| 1987/88 | Football League (4) | 2 January 1988 | Gresty Road | W | 2-0 | Graham Turner | Dario Grady | H Taylor (York) |
| 1993/94 | Friendly | 7 August 1993 | Gresty Road | L | 1-2 | Graham Turner | Dario Grady | x |
| 1997/98 | Football League (N1) | 4 November 1997 | Gresty Road | W | 2-0 | Mark McGhee | Dario Grady | A D’Urso (Billericay) |
| 1997/98 | Football League (N1) | 14 March 1998 | Molineux | W | 1-0 | Mark McGhee | Dario Grady | G Frankland (Middlesbrough) |
| 1998/99 | Football League (N1) | 3 October 1998 | Gresty Road | D | 0-0 | Mark McGhee | Dario Grady | A D’Urso (Billericay) |
| 1998/99 | Football League (N1) | 30 March 1999 | Molineux | W | 2-0 | Colin Lee | Dario Grady | E Wolstenholme (Blackburn) |
| 1999/00 | Football League (N1) | 14 December 1999 | Gresty Road | L | 0-1 | Colin Lee | Dario Grady | R Furnandiz (Doncaster) |
| 1999/00 | Football League (N1) | 21 March 2000 | Molineux | W | 2-0 | Colin Lee | Dario Grady | D Crick (Worcester Park) |
| 2000/01 | Football League (N1) | 4 November 2000 | Gresty Road | L | 0-2 | Colin Lee | Dario Grady | S Baines (Chesterfield) |
| 2000/01 | Football League (N1) | 14 April 2001 | Molineux | D | 0-0 | Dave Jones | Dario Grady | G Laws (Whitley Bay) |
| 2001/02 | Football League (N1) | 16 October 2001 | Molineux | L | 0-1 | Dave Jones | Dario Grady | R Pearson (Peterlee, Co Durham) |
| 2001/02 | Football League (N1) | 20 February 2002 | Gresty Road | W | 4-1 | Dave Jones | Dario Grady | J Winter (Stockton on Tees) |
| 2004/05 | Football League (C) | 18 December 2004 | Molineux | D | 1-1 | Glen Hoddle | Dario Grady | B Curson (Leicester) |
| 2004/05 | Football League (C) | 5 March 2005 | Gresty Road | W | 4-1 | Glen Hoddle | Dario Grady | N Miller (Co Durham) |
| 2005/06 | Football League (C) | 27 September 2005 | Gresty Road | W | 4-0 | Glen Hoddle | Dario Grady | R Oliver (Sutton Coldfield) |
| 2005/06 | Football League (C) | 11 February 2006 | Molineux | D | 1-1 | Glen Hoddle | Dario Grady | L Mason (Bolton) |
| 2006/07 | Friendly | 26 July 2006 | Gresty Road | W | 2-0 | Mick McCarthy | Dario Grady | x |
| 2011/12 | Friendly | 16 July 2011 | Gresty Road | L | 1-2 | Mick McCarthy | Dario Grady | x |
| 2013/14 | Football League (L1) | 26 December 2013 | Molineux | W | 2-0 | Kenny Jackett | Steve Davis | S Attwell (Leicester) |
| 2013/14 | Football League (L1) | 12 April 2014 | Gresty Road | W | 2-0 | Kenny Jackett | Steve Davis | D Bond (Lancashire) |
| 2014/15 | Friendly | 26 July 2014 | Gresty Road | W | 1-0 | Kenny Jackett | Steve Davis | x |
| 2016/17 | Friendly | 15 July 2016 | Gresty Road | W | 2-0 | Kenny Jackett | Steve Davis | x |
| 2021/22 | Friendly | 17 July 2021 | Gresty Road | L | 0-1 | Bruna Lage | David Artell | x |
