| First Team Matches | Second Team Matches | Youth Team Matches | Associated with both clubs | Transfers |
| Season | Competition | Date | Venue | Results | |
| 1888/89 | Birmingham Cup | 24 December 1888 | Shrewsbury Racecourse | W | 10-0 |
| 1894/95 | Friendly | 18 April 1895 | Sutton Lane | W | 3-1 |
| 1965/66 | Friendly | 27 October 1965 | Gay Meadow | L | 0-3 |
| 1978/79 | FA Cup | 10 March 1979 | Molineux | D | 1-1 |
| 1978/79 | FA Cup | 13 March 1979 | Gay Meadow | W | 3-1 |
| 1979/80 | Friendly | 3 August 1979 | Gay Meadow | L | 0-4 |
| 1980/81 | Friendly | 30 July 1980 | Gay Meadow | D | 0-0 |
| 1982/83 | Football League | 4 April 1982 | Molineux | D | 2-2 |
| 1982/83 | Football League | 27 December 1982 | Gay Meadow | W | 2-0 |
| 1984/85 | Football League | 26 December 1984 | Gay Meadow | L | 1-2 |
| 1984/85 | Football League | 6 April 1985 | Molineux | L | 0-2 |
| 1984/85 | Friendly | 21 May 1985 | Malta | L | 2-5 |
| 1986/87 | Friendly | 8 August 1986 | Molineux | D | 0-0 |
| 1987/88 | Friendly | 3 August 1987 | Gay Meadow | L | 1-4 |
| 1990/91 | Friendly | 8 August 1990 | Gay Meadow | D | 2-2 |
| 1991/92 | Friendly | 7 August 1991 | Gay Meadow | L | 1-2 |
| 1991/92 | FL Cup | 24 September 1991 | Molineux | W | 6-1 |
| 1991/92 | FL Cup | 8 October 1991 | Gay Meadow | L | 1-3 |
| 1992/93 | Friendly | 30 July 1992 | Gay Meadow | L | 1-2 |
| 1995/96 | Friendly | 25 July 1995 | Lilleshall | W | 1-0 |
| 2001/02 | Friendly | 28 July 2001 | Gay Meadow | W | 2-0 |
| 2012/13 | Friendly | 31 July 2012 | New Meadow | D | 2-2 |
| 2013/14 | Football League | 21 September 2013 | New Meadow | W | 1-0 |
| 2013/14 | Football League | 15 March 2014 | Molineux | D | 0-0 |
| 2015/16 | Friendly | 25 July 2015 | New Meadow | D | 1-1 |
| 2016/17 | Friendly | 9 July 2016 | New Meadow | D | 2-2 |
| 2017/18 | Friendly | 22 July 2017 | New Meadow | L | 0-2 |
| 2018/19 | FA Cup | 26 January 2019 | New Meadow | D | 2-2 |
| 2018/19 | FA Cup | 5 February 2019 | Molineux | W | 3-2 |