| First Team Matches | Second Team Matches | Youth Team Matches | League Debuts | Associated with both clubs | Transfers |
| Season | Competition | Date | Venue | Results | ||
| 1895/96 | Friendly | 14 March 1896 | Caversham Cricket Ground | W | 2-0 | |
| 1897/98 | Friendly | 19 March 1898 | Elm Park | W | 3-0 | |
| 1909/10 | FA Cup | 15 January 1910 | Molineux | W | 5-0 | |
| 1914/15 | FA Cup | 9 January 1915 | Elm Park | W | 1-0 | |
| 1926/27 | Football League | 23 October 1926 | Molineux | D | 1-1 | |
| 1926/27 | Football League | 12 March 1927 | Elm Park | W | 2-1 | |
| 1927/28 | Football League | 3 December 1927 | Elm Park | L | 1-2 | |
| 1927/28 | Football League | 14 April 1928 | Molineux | W | 2-1 | |
| 1928/29 | Football League | 15 September 1928 | Molineux | W | 2-0 | |
| 1928/29 | Football League | 13 March 1929 | Elm Park | L | 0-3 | |
| 1929/30 | Football League | 4 September 1929 | Elm Park | L | 1-3 | |
| 1929/30 | Football League | 9 September 1929 | Molineux | W | 2-1 | |
| 1930/31 | Football League | 4 October 1930 | Molineux | W | 3-1 | |
| 1930/31 | Football League | 7 February 1931 | Elm Park | L | 0-3 | |
| 1978/79 | FL Cup | 30 August 1978 | Elm Park | L | 0-1 | |
| 1985/86 | Football League | 23 October 1985 | Elm Park | D | 2-2 | |
| 1985/86 | Football League | 8 April 1986 | Molineux | L | 2-3 | |
| 1988/89 | Football League | 3 September 1988 | Molineux | W | 2-1 | |
| 1988/89 | Football League | 14 January 1989 | Elm Park | W | 2-0 | |
| 1994/95 | Football League | 13 August 1994 | Molineux | W | 1-0 | |
| 1994/95 | Football League | 18 December 1994 | Elm Park | L | 2-4 | |
| 1995/96 | Football League | 9 March 1996 | Molineux | D | 1-1 | |
| 1995/96 | Football League | 30 April 1996 | Elm Park | L | 0-3 | |
| 1996/97 | Football League | 5 October 1996 | Molineux | L | 0-1 | |
| 1996/97 | Football League | 12 April 1997 | Elm Park | L | 1-2 | |
| 1997/98 | Football League | 20 December 1997 | Elm Park | D | 0-0 | |
| 1997/98 | Football League | 18 April 1998 | Molineux | W | 3-1 | |
| 1997/98 | FL Cup | 14 October 1997 | Elm Park | L | 2-4 | |
| 2002/03 | Football League | 21 September 2002 | Molineux | L | 0-1 | |
| 2002/03 | Football League | 12 March 2003 | Madejski Stadium | W | 1-0 | |
| 2002/03 | Play-offs | 10 May 2003 | Molineux | W | 2-1 | |
| 2002/03 | Play-offs | 14 May 2003 | Madejski Stadium | W | 1-0 | |
| 2004/05 | Football League | 4 December 2004 | Molineux | W | 4-1 | |
| 2004/05 | Football League | 30 April 2005 | Madejski Stadium | W | 2-1 | |
| 2005/06 | Football League | 26 December 2005 | Molineux | L | 0-2 | |
| 2005/06 | Football League | 18 March 2006 | Madejski Stadium | D | 1-1 | |
| 2007/08 | Friendly | 4 August 2007 | Molineux | L | 2-3 | |
| 2008/09 | Football League | 30 September 2008 | Molineux | L | 0-3 | |
| 2008/09 | Football League | 27 January 2009 | Madejski Stadium | L | 0-1 | |
| 2010/11 | Friendly | 27 July 2010 | Madejski Stadium | L | 1-2 | |
| 2014/15 | Football League | 28 September 2014 | Madejski Stadium | D | 3-3 | |
| 2014/15 | Football League | 7 February 2015 | Molineux | L | 1-2 | |
| 2015/16 | Football League | 26 December 2015 | Molineux | W | 1-0 | |
| 2015/16 | Football League | 6 February 2016 | Madejski Stadium | D | 0-0 | |
| 2016/17 | Football League | 13 August 2016 | Molineux | W | 2-0 | |
| 2016/17 | Football League | 4 March 2017 | Madejski Stadium | L | 1-2 | |
| 2017/18 | Football League | 18 November 2017 | Madejski Stadium | W | 2-0 | |
| 2017/18 | Football League | 13 March 2018 | Molineux | W | 3-0 | |
| 2019/20 | FL Cup | 25 September 2019 | Molineux | D | 1-1 | Wolves won penalties |