| First Team | Second Team Matches | League debuts | Associated with both clubs | Transfers |
| Season | Competition | Date | Venue | Result | |
| 1903/04 | Friendly | 16 April 1904 | Racecourse Ground | W | 4-1 |
| 1923/24 | Football League | 19 January 1924 | Racecourse Ground | D | 2-2 |
| 1923/24 | Football League | 26 January 1924 | Molineux | W | 3-0 |
| 1930/31 | FA Cup | 10 January 1931 | Molineux | W | 9-1 |
| 1939/40 | War Years | 20 April 1940 | Racecourse Ground | D | 1-1 |
| 1939/40 | War Years | 27 April 1940 | Molineux | W | 3-0 |
| 1941/42 | War Years | 7 February 1942 | Racecourse Ground | W | 3-0 |
| 1941/42 | War Years | 14 February 1942 | Molineux | W | 4-1 |
| 1942/43 | War Years | 9 January 1943 | Molineux | W | 4-0 |
| 1942/43 | War Years | 16 January 1943 | Racecourse Ground | D | 3-3 |
| 1942/43 | War Years | 20 March 1943 | Racecourse Ground | L | 1-3 |
| 1943/44 | War Years | 1 April 1944 | Molineux | L | 0-1 |
| 1944/45 | War Years | 17 February 1945 | Molineux | W | 4-1 |
| 1944/45 | War Years | 24 February 1945 | Racecourse Ground | D | 1-1 |
| 1976/77 | Friendly | 7 August 1976 | Racecourse Ground | W | 2-1 |
| 1979/80 | Friendly | 26 November 1979 | Racecourse Ground | L | 2-3 |
| 1980/81 | FA Cup | 14 February 1981 | Molineux | W | 3-1 |
| 1980/81 | Friendly | 8 March 1981 | Castlecroft | L | 3-4 |
| 1986/87 | Football League | 22 November 1986 | Molineux | L | 0-3 |
| 1986/87 | Football League | 3 January 1987 | Racecourse Ground | D | 0-0 |
| 1987/88 | Football League | 28 November 1987 | Molineux | L | 0-2 |
| 1987/88 | Football League | 30 April 1988 | Racecourse Ground | L | 2-4 |
| 1991/92 | Friendly | 23 July 1991 | Racecourse Ground | D | 1-1 |
| 1993/94 | Friendly | 3 August 1993 | Racecourse Ground | W | 1-0 |
| 1997/98 | Friendly | 30 July 1997 | Racecourse Ground | W | 2-1 |
| 2008/09 | Friendly | 12 July 2008 | Racecourse Ground | L | 0-1 |
| 2013/14 | Friendly | 16 July 2013 | Racecourse Ground | W | 2-1 |
