| First Team Matches | Youth Team Matches | League Debuts | Associated with both clubs | Transfers |
| Season | Competition | Date | Venue | Results | |
| 1911/12 | FA Cup | 13 January 1912 | Cassio Road | D | 0-0 |
| 1911/12 | FA Cup | 24 January 1912 | Molineux | W | 10-0 |
| 1972/73 | Friendly | 1 May 1973 | Vicarage Road | D | 1-1 |
| 1973/74 | Friendly | 7 May 1974 | Vicarage Road | L | 2-3 |
| 1978/79 | Friendly | 8 August 1978 | Vicarage Road | D | 2-2 |
| 1979/90 | FA Cup | 16 February 1980 | Molineux | L | 0-3 |
| 1980/81 | FA Cup | 24 January 1981 | Vicarage Road | D | 1-1 |
| 1980/81 | FA Cup | 27 January 1981 | Molineux | W | 2-1 |
| 1983/84 | Football League | 3 December 1983 | Molineux | L | 0-5 |
| 1983/84 | Football League | 5 May 1984 | Vicarage Road | D | 0-0 |
| 1989/90 | Football League | 25 November 1989 | Vicarage Road | L | 1-3 |
| 1989/90 | Football League | 24 February 1990 | Molineux | D | 1-1 |
| 1990/91 | Football League | 1 January 1991 | Molineux | D | 0-0 |
| 1990/91 | Football League | 13 April 1991 | Vicarage Road | L | 1-3 |
| 1991/92 | Football League | 17 August 1991 | Vicarage Road | W | 2-0 |
| 1991/92 | Football League | 18 January 1992 | Molineux | W | 3-0 |
| 1992/93 | Football League | 19 September 1992 | Molineux | D | 2-2 |
| 1992/93 | FA Cup | 2 January 1993 | Vicarage Road | W | 4-1 |
| 1992/93 | Football League | 9 January 1993 | Vicarage Road | L | 1-3 |
| 1993/94 | Football League | 7 September 1993 | Vicarage Road | L | 0-1 |
| 1993/94 | Football League | 11 December 1993 | Molineux | W | 2-0 |
| 1994/95 | Football League | 30 August 1994 | Vicarage Road | L | 1-2 |
| 1994/95 | Football League | 18 March 1995 | Molineux | D | 1-1 |
| 1995/96 | Football League | 21 October 1995 | Vicarage Road | D | 1-1 |
| 1995/96 | Football League | 30 March 1996 | Molineux | W | 3-0 |
| 1998/99 | Football League | 28 August 1998 | Vicarage Road | W | 2-0 |
| 1998/99 | Football League | 16 January 1999 | Molineux | D | 0-0 |
| 2000/01 | Football League | 28 October 2000 | Molineux | D | 2-2 |
| 2000/01 | Football League | 17 April 2001 | Vicarage Road | L | 2-3 |
| 2001/02 | Football League | 25 August 2001 | Molineux | W | 1-0 |
| 2001/02 | Football League | 22 December 2001 | Vicarage Road | D | 1-1 |
| 2002/03 | Football League | 2 November 2002 | Vicarage Road | D | 1-1 |
| 2002/03 | Football League | 25 February 2003 | Molineux | D | 0-0 |
| 2004/05 | Football League | 11 December 2004 | Vicarage Road | D | 1-1 |
| 2004/05 | Football League | 26 February 2005 | Molineux | D | 0-0 |
| 2005/06 | FL Cup | 20 September 2005 | Vicarage Road | L | 1-2 |
| 2005/06 | Football League | 29 October 2005 | Vicarage Road | L | 1-3 |
| 2005/06 | Football League | 14 April 2006 | Molineux | D | 1-1 |
| 2007/08 | Football League | 11 August 2007 | Molineux | L | 1-2 |
| 2007/08 | FA Cup | 26 January 2008 | Vicarage Road | W | 4-1 |
| 2007/08 | Football League | 2 February 2008 | Vicarage Road | L | 0-3 |
| 2008/09 | Football League | 25 October 2008 | Vicarage Road | W | 3-2 |
| 2008/09 | Football League | 31 January 2009 | Molineux | W | 3-1 |
| 2012/13 | Football League | 17 November 2012 | Vicarage Road | L | 1-2 |
| 2012/13 | Football League | 1 March 2013 | Molineux | D | 1-1 |
| 2014/15 | Football League | 26 December 2014 | Vicarage Road | W | 1-0 |
| 2014/15 | Football League | 7 March 2015 | Molineux | D | 2-2 |
| 2018/19 | Premier League | 20 October 2018 | Molineux | L | 0-2 |
| 2018/19 | FA Cup | 7 April 2019 | Wembley Stadium | L | 2-3 |
| 2018/19 | Premier League | 27 April 2019 | Vicarage Road | W | 2-1 |
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