| First Team Matches | Second Team Matches | Youth Team Matches | League Debuts | Associated with both clubs | Transfers |
| Season | Competition | Date | Venue | Results | |
| 1983/84 | Football League | 12 November 1983 | Molineux | L | 0-3 |
| 1983/84 | Football League | 10 March 1984 | Boleyn Ground | D | 1-1 |
| 1989/90 | Football League | 4 November 1989 | Molineux | W | 1-0 |
| 1989/90 | Football League | 5 May 1990 | Boleyn Ground | L | 0-4 |
| 1990/91 | Football League | 15 September 1990 | Boleyn Ground | D | 1-1 |
| 1990/91 | Football League | 2 February 1991 | Molineux | W | 2-1 |
| 1992/93 | Football League | 4 October 1992 | Molineux | D | 0-0 |
| 1992/93 | Football League | 6 March 1993 | Boleyn Ground | L | 1-3 |
| 2002/03 | FA Cup | 25 January 2004 | Molineux | L | 1-3 |
| 2004/05 | Football League | 2 October 2004 | Boleyn Ground | L | 0-1 |
| 2004/05 | Football League | 15 January 2005 | Molineux | W | 4-2 |
| 2009/10 | Premier League | 15 August 2009 | Molineux | L | 0-2 |
| 2009/10 | Premier League | 23 March 2010 | Boleyn Ground | W | 3-1 |
| 2010/11 | Premier League | 16 October 2010 | Molineux | D | 1-1 |
| 2010/11 | Premier League | 1 January 2011 | Boleyn Ground | L | 0-2 |
| 2015/16 | FA Cup | 9 January 2016 | Boleyn Ground | L | 0-1 |
| 2018/19 | Premier League | 1 September 2018 | London Stadium | W | 1-0 |
| 2018/19 | Premier League | 29 January 2019 | Molineux | W | 3-0 |
| 2019/20 | Premier League | 4 December 2019 | Molineux | W | 2-0 |
| 2019/20 | Premier League | 20 June 2020 | London Stadium | W | 2-0 |
| 2020/21 | Premier League | 27 September 2020 | London Stadium | L | 0-4 |
| 2020/21 | Premier League | 5 April 2021 | Molineux | L | 2-3 |
| 2021/22 | Premier League | 20 November 2021 | Molineux | W | 1-0 |
| 2021/22 | Premier League | 27 February 2022 | London Stadium | L | 0-1 |
| 2022/23 | Premier League | 1 October 2022 | London Stadium | L | 0-2 |
| 2022/23 | Premier League | 14 January 2023 | Molineux | W | 1-0 |
| 2023/24 | Premier League | 16 December 2023 | London Stadium | L | 0-3 |
| 2023/24 | Premier League | 6 April 2024 | Molineux | L | 1-2 |
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