| First Team Matches | Youth Team Matches | League Debuts | Associated with both clubs | Transfers | Programmes |
| Seasons | Competition | Date | Venue | Results | Wolves Manager | Luton Manager | |
| 1891/92 | Friendly | 23 Apr 1892 | Dallow Lane | W | 5-1 | Jack Addenbrooke | Committee |
| 1894/95 | Friendly | 22 April 1895 | Dallow Lane | L | 0-2 | Jack Addenbrooke | Committee |
| 1931/32 | FA Cup | 9 January 1932 | Kenilworth Road | W | 2-1 | Major Frank Buckley | Harold Wightman |
| 1939/40 | War Competition | 11 November 1939 | Kenilworth Road | D | 2-2 | Major Frank Buckley | George Martin |
| 1939/40 | War Competition | 30 December 1939 | Molineux | W | 4-1 | Major Frank Buckley | George Martin |
| 1939/40 | War Competition | 6 April 1940 | Molineux | W | 6-1 | Major Frank Buckley | George Martin |
| 1939/40 | War Competition | 1 May 1940 | Kenilworth Road | L | 0-1 | Major Frank Buckley | George Martin |
| 1945/46 | War Competition | 15 December 1945 | Kenilworth Road | L | 0-1 | Ted Vizard | George Martin |
| 1945/46 | War Competition | 22 December 1945 | Molineux | W | 3-0 | Ted Vizard | George Martin |
| 1955/56 | Football League (1) | 5 November 1955 | Kenilworth Road | L | 1-5 | Stan Cullis | Dally Duncan |
| 1955/56 | Football League (1) | 17 March 1956 | Molineux | L | 1-2 | Stan Cullis | Dally Duncan |
| 1956/57 | Football League (1) | 22 August 1956 | Kenilworth Road | L | 0-1 | Stan Cullis | Dally Duncan |
| 1956/57 | Football League (1) | 29 August 1956 | Molineux | W | 5-4 | Stan Cullis | Dally Duncan |
| 1957/58 | Football League (1) | 7 September 1957 | Kenilworth Road | L | 1-3 | Stan Cullis | Dally Duncan |
| 1957/58 | Football League (1) | 11 January 1958 | Molineux | D | 1-1 | Stan Cullis | Dally Duncan |
| 1958/59 | Football League (1) | 29 November 1958 | Kenilworth Road | W | 1-0 | Stan Cullis | Committee |
| 1958/59 | Football League (1) | 18 April 1959 | Molineux | W | 5-0 | Stan Cullis | Committee |
| 1959/60 | Football League (1) | 3 October 1959 | Kenilworth Road | W | 5-1 | Stan Cullis | Syd Owen |
| 1959/60 | FA Cup | 20 February 1960 | Kenilworth Road | W | 4-1 | Stan Cullis | Syd Owen |
| 1959/60 | Football League (1) | 23 February 1960 | Molineux | W | 3-2 | Stan Cullis | Syd Owen |
| 1974/75 | Football League (1) | 28 December 1974 | Kenilworth Road | L | 2-3 | Bill McGarry | Harry Haslam |
| 1974/75 | Football League (1) | 31 March 1975 | Molineux | W | 5-2 | Bill McGarry | Harry Haslam |
| 1976/77 | Football League (2) | 25 September 1976 | Molineux | L | 1-2 | Sammy Chung | Harry Haslam |
| 1976/77 | Football League (2) | 5 March 1977 | Kenilworth Road | L | 0-2 | Sammy Chung | Harry Haslam |
| 1977/78 | FL Cup | 30 August 1977 | Molineux | L | 1-3 | Sammy Chung | Harry Haslam |
| 1982/83 | Friendly | 21 August 1982 | Molineux | L | 3-4 | Graham Hawkins | David Pleat |
| 1983/84 | Football League (1) | 17 September 1983 | Kenilworth Road | L | 0-4 | Graham Hawkins | David Pleat |
| 1983/84 | Football League (1) | 21 January 1984 | Molineux | L | 1-2 | Graham Hawkins | David Pleat |
| 1992/93 | Football League (N1) | 12 December 1992 | Molineux | L | 1-2 | Graham Turner | David Pleat |
| 1992/93 | Football League (N1) | 7 April 1993 | Kenilworth Road | D | 1-1 | Graham Turner | David Pleat |
| 1993/94 | Football League (N1) | 12 April 1994 | Kenilworth Road | W | 2-0 | Graham Taylor | David Pleat |
| 1993/94 | Football League (N1) | 23 April 1994 | Molineux | W | 1-0 | Graham Taylor | David Pleat |
| 1994/95 | Football League (N1) | 5 November 1994 | Molineux | L | 2-3 | Graham Taylor | David Pleat |
| 1994/95 | Football League (N1) | 4 April 1995 | Kenilworth Road | D | 3-3 | Graham Taylor | David Pleat |
| 1995/96 | Football League (N1) | 23 September 1995 | Molineux | D | 0-0 | Graham Taylor | Terry Westley |
| 1995/96 | Football League (N1) | 10 December 1995 | Kenilworth Road | W | 3-2 | Bobby Downes © | Terry Westley |
| 2005/06 | Football League (C) | 10 September 2005 | Kenilworth Road | D | 1-1 | Glen Hoddle | Mike Newell |
| 2005/06 | Football League (C) | 13 January 2006 | Molineux | W | 2-1 | Glen Hoddle | Mike Newell |
| 2006/07 | Football League (C) | 26 August 2006 | Molineux | W | 1-0 | Mick McCarthy | Mike Newell |
| 2006/07 | Football League (C) | 3 March 2007 | Kenilworth Road | W | 3-2 | Mick McCarthy | Mike Newell |
| 2012/13 | FA Cup | 5 January 2013 | Kenilworth Road | L | 0-1 | Stole Solbakken | Paul Buckle |
| 2023/24 | Friendly | 2 August 2023 | Molineux | D | 0-0 | Julen Lopetegui | Rob Edwards |
| 2023/24 | Premier League | 23 September 2023 | Kenilworth Road | D | 1-1 | Gary O’Neil | Rob Edwards |
| 2023/24 | Premier League | 27 April 2024 | Molineux | W | 2-1 | Gary O’Neil | Rob Edwards |
