| First Team | Second Team Matches | League debuts | Associated with both clubs | Transfers |
| Season | Competition | Date | Venue | wld | Result |
| 1908/09 | FA Cup | 16 January 1909 | Molineux | D | 2-2 |
| 1908/09 | FA Cup | 21 January 1909 | Crystal Palace | L | 2-4 |
| 1921/22 | Football League | 19 November 1921 | Molineux | L | 0-1 |
| 1921/22 | Football League | 7 December 1921 | The Nest | D | 1-1 |
| 1922/23 | Football League | 28 April 1922 | The Nest | L | 0-5 |
| 1922/23 | Football League | 5 May 1923 | Molineux | W | 1-0 |
| 1924/25 | Football League | 13 December 1924 | Selhurst Park | L | 1-2 |
| 1924/25 | Football League | 18 April 1925 | Molineux | W | 3-1 |
| 1965/66 | Football League | 30 October 1965 | Molineux | W | 1-0 |
| 1965/66 | Football League | 9 April 1966 | Selhurst Park | W | 1-0 |
| 1966/67 | Football League | 7 September 1966 | Molineux | D | 1-1 |
| 1966/67 | Football League | 13 May 1967 | Selhurst Park | L | 1-4 |
| 1969/70 | Football League | 18 March 1969 | Molineux | D | 1-1 |
| 1969/70 | Football League | 22 November 1969 | Selhurst Park | L | 1-2 |
| 1970/71 | Football League | 28 November 1970 | Selhurst Park | D | 1-1 |
| 1970/71 | Football League | 30 January 1971 | Molineux | W | 2-1 |
| 1971/72 | Football League | 31 August 1971 | Molineux | W | 1-0 |
| 1971/72 | Football League | 18 March 1972 | Selhurst Park | W | 2-0 |
| 1972/73 | Football League | 14 October 1972 | Selhurst Park | D | 1-1 |
| 1972/73 | Football League | 10 March 1973 | Molineux | D | 1-1 |
| 1977/78 | Friendly | 10 August 1977 | Selhurst Park | W | 2-1 |
| 1978/79 | FA Cup | 26 February 1979 | Selhurst Park | W | 1-0 |
| 1979/80 | Football League | 8 September 1979 | Molineux | D | 1-1 |
| 1979/80 | FL Cup | 25 September 1979 | Selhurst Park | W | 2-1 |
| 1979/80 | Football League | 19 January 1980 | Selhurst Park | L | 0-1 |
| 1980/81 | Football League | 30 August 1980 | Molineux | W | 2-0 |
| 1980/81 | Football League | 17 January 1981 | Selhurst Park | D | 0-0 |
| 1982/83 | Football League | 27 November 1982 | Selhurst Park | W | 4-3 |
| 1982/83 | Football League | 30 April 1983 | Molineux | W | 1-0 |
| 1984/85 | Football League | 20 October 1984 | Molineux | W | 2-1 |
| 1984/85 | Football League | 9 March 1985 | Selhurst Park | D | 0-0 |
| 1993/94 | Football League | 17 October 1993 | Selhurst Park | D | 1-1 |
| 1993/94 | FA Cup | 8 January 1994 | Molineux | W | 1-0 |
| 1993/94 | Football League | 15 January 1994 | Molineux | W | 2-0 |
| 1994/95 | FA Cup | 11 March 1995 | Selhurst Park | D | 1-1 |
| 1994/95 | FA Cup | 22 March 1995 | Molineux | L | 1-4 |
| 1995/96 | Football League | 22 November 1995 | Selhurst Park | L | 2-3 |
| 1995/96 | Football League | 20 April 1996 | Molineux | L | 0-2 |
| 1996/97 | Football League | 23 November 1996 | Selhurst Park | W | 3-2 |
| 1996/97 | Football League | 15 February 1997 | Molineux | L | 0-3 |
| 1996/97 | Play-offs | 10 May 1997 | Selhurst Park | L | 1-3 |
| 1996/97 | Play-offs | 14 May 1997 | Molineux | W | 2-1 |
| 1998/99 | Football League | 20 October 1998 | Selhurst Park | L | 2-3 |
| 1998/99 | Football League | 10 April 1999 | Molineux | D | 0-0 |
| 1999/00 | Football League | 28 September 1999 | Selhurst Park | D | 1-1 |
| 1999/00 | Football League | 5 February 2000 | Molineux | W | 2-1 |
| 2000/01 | Football League | 11 November 2000 | Molineux | L | 1-3 |
| 2000/01 | Football League | 28 April 2001 | Selhurst Park | W | 2-0 |
| 2001/02 | Football League | 20 October 2001 | Molineux | L | 0-1 |
| 2001/02 | Football League | 7 February 2002 | Selhurst Park | W | 2-0 |
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