| First Team Matches | Second Team Matches | Youth Team Matches | League Debuts | Associated with both clubs | Transfers |
| Season | Competition | Date | Venue | Results | Wolves Manager | Town Manager | |
| 1939/40 | War | 28 October 1939 | Molineux | W | 7-2 | Major Frank Buckley | Tom Smith |
| 1939/40 | War | 16 December 1939 | County Ground | W | 2-1 | Major Frank Buckley | Tom Smith |
| 1939/40 | War | 23 March 1940 | County Ground | L | 0-2 | Major Frank Buckley | Tom Smith |
| 1939/40 | War | 1 June 1940 | Molineux | W | 1-0 | Major Frank Buckley | Tom Smith |
| 1941/42 | War | 22 November 1941 | County Ground | W | 2-1 | Major Frank Buckley | Tom Smith |
| 1941/42 | War | 29 November 1941 | Molineux | W | 2-1 | Major Frank Buckley | Tom Smith |
| 1943/44 | War | 4 March 1944 | Molineux | L | 1-4 | Committee | Tom Smith |
| 1943/44 | War | 11 March 1944 | County Ground | L | 2-7 | Committee | Tom Smith |
| 1944/45 | War | 7 October 1944 | Molineux | D | 2-2 | Ted Vizard | Tom Smith |
| 1944/45 | War | 14 October 1944 | County Ground | D | 1-1 | Ted Vizard | Tom Smith |
| 1966/67 | Football League | 29 October 1966 | County Ground | W | 4-0 | Ronnie Allen | Dave Bowen |
| 1966/67 | Football League | 4 March 1967 | Molineux | W | 1-0 | Ronnie Allen | Dave Bowen |
| 1986/87 | Football League | 27 September 1986 | County Ground | L | 1-2 | Brian Little © | Graham Carr |
| 1986/87 | Football League | 21 February 1987 | Molineux | D | 1-1 | Graham Turner | Graham Carr |
| 1988/89 | Football League | 4 December 1988 | County Ground | L | 1-3 | Graham Turner | Graham Carr |
| 1988/89 | AM Cup | 21 February 1989 | Molineux | W | 3-1 | Graham Turner | Graham Carr |
| 1988/89 | Football League | 6 May 1989 | Molineux | W | 3-2 | Graham Turner | Graham Carr |
| 1998/99 | Friendly | 29 September 2004 | Sixfields Stadium | L | 1-2 | Mark McGhee | Ian Atkins |
| 2004/05 | Friendly | 24 July 2004 | Sixfields Stadium | D | 0-0 | Dave Jones | Colin Calderwood |
| 2007/08 | Friendly | 31 July 2007 | Sixfields Stadium | W | 3-0 | Mick McCarthy | Stuart Gray |
| 2011/12 | FL Cup | 23 August 2011 | Sixfields Stadium | W | 4-0 | Mick McCarthy | Gary Johnson |
| 2012/13 | FL Cup | 30 August 2012 | Sixfields Stadium | W | 3-1 | Stole Solbakken | Adrian Bothroyd |
| 2014/15 | FL Cup | 12 August 2014 | Molineux | L | 2-3 | Kenny Jackett | Chris Wilder |
| 2016/17 | Friendly | 26 July 2016 | Sixfields Stadium | L | 1-2 | Kenny Jackett | Justin Edinburgh |
