| First Team Matches | Youth Team Matches | League Debuts | Associated with both clubs | Transfers |
| Seasons | Competition | Date | Venue | Results | Wolves Manager | Plymouth Manager | Referee | |
| 1930/31 | Football League (2) | 20 December 1930 | Home Park | L | 2-3 | Major Frank Buckley | Bob Jack | A Milsom (Bristol) |
| 1930/31 | Football League (2) | 25 April 1931 | Molineux | W | 4-3 | Major Frank Buckley | Bob Jack | A Milsom (Bristol) |
| 1931/32 | Football League (2) | 14 November 1931 | Home Park | D | 3-3 | Major Frank Buckley | Bob Jack | H Gray (Forest Gate) |
| 1931/32 | Football League (2) | 26 March 1932 | Molineux | W | 2-0 | Major Frank Buckley | Bob Jack | H Gray (Forest Gate) |
| 1945/46 | War Competition | 2 February 1946 | Home Park | L | 2-3 | Ted Vizard | W Ross-Gower (Norbury) | |
| 1945/46 | War Competition | 29 April 1946 | Molineux | D | 1-1 | Ted Vizard | J Parker (Crewe) | |
| 1949/50 | FA Cup | 7 January 1950 | Home Park | D | 1-1 | Stan Cullis | Jimmy Rae | R Tarratt (Horsham) |
| 1949/50 | FA Cup | 11 January 1950 | Molineux | W | 3-0 | Stan Cullis | Jimmy Rae | R Tarratt (Horsham) |
| 1950/51 | FA Cup | 6 January 1951 | Home Park | W | 2-1 | Stan Cullis | Jimmy Rae | N Taylor (Westbury, Wilts) |
| 1965/66 | Football League (2) | 20 November 1965 | Home Park | D | 2-2 | Andy Beattie © | Derek Ufton | H Davies (Wenvoe) |
| 1965/66 | Football League (2) | 16 April 1966 | Molineux | D | 0-0 | Andy Beattie © | Derek Ufton | K Seddon (Southport) |
| 1966/67 | Football League (2) | 22 October 1966 | Molineux | W | 2-1 | Ronnie Allen | Derek Ufton | J Cattlin (Rochdale) |
| 1966/67 | Football League (2) | 18 March 1967 | Home Park | W | 1-0 | Ronnie Allen | Derek Ufton | D Smith (Stonehouse, Glos) |
| 1976/77 | Football League (2) | 4 December 1976 | Molineux | W | 4-0 | Sammy Chung | Tony Waiters | M Sinclair (Guildford) |
| 1976/77 | Football League (2) | 30 April 1977 | Home Park | D | 0-0 | Sammy Chung | Mike Kelly | B Daniels (Brentwood) |
| 1985/86 | Football League (3) | 21 September 1985 | Home Park | L | 1-3 | Bill McGarry | Dave Smith | K Cooper (Pontypridd) |
| 1985/86 | Football League (3) | 11 March 1986 | Molineux | L | 0-3 | Sammy Chapman | Dave Smith | DT Richardson (Lincoln) |
| 1989/90 | Football League (2) | 23 September 1989 | Molineux | W | 1-0 | Graham Turner | Ken Brown | A Ward (London) |
| 1989/90 | Football League (2) | 2 February 1990 | Home Park | W | 1-0 | Graham Turner | Ken Brown* | R Gifford (Llanbradach) |
| 1990/91 | Football League (2) | 22 September 1990 | Molineux | W | 3-1 | Graham Turner | David Kemp | A Bennett (Sheffield) |
| 1990/91 | Football League (2) | 9 April 1991 | Home Park | L | 0-1 | Graham Turner | David Kemp | J Deakin (Llantwit Major,) |
| 1991/92 | Football League (2) | 2 November 1991 | Home Park | L | 0-1 | Graham Turner | David Kemp | M Pierce (Portsmouth) |
| 1991/92 | Football League (2) | 14 March 1992 | Molineux | W | 1-0 | Graham Turner | Peter Shilton | R Poulain (Huddersfield) |
| 2004/05 | Football League (C) | 18 September 2004 | Home Park | W | 2-1 | Dave Jones | Bobby Williamson | R Beeby (Northampton) |
| 2004/05 | Football League (C) | 1 January 2005 | Molineux | D | 1-1 | Glen Hoddle | Bobby Williamson | C Webster (Gateshead) |
| 2005/06 | Football League (C) | 31 December 2005 | Molineux | D | 1-1 | Glen Hoddle | Tony Pulis | P Armstrong (Thatcham) |
| 2005/06 | FA Cup | 7 January 2006 | Molineux | W | 1-0 | Glen Hoddle | Tony Pulis | M Thorpe (Ipswich) |
| 2005/06 | Football League (C) | 1 April 2006 | Home Park | L | 0-2 | Glen Hoddle | Tony Pulis | P Melin (Surrey) |
| 2006/07 | Football League (C) | 5 August 2006 | Home Park | D | 1-1 | Mick McCarthy | Ian Holloway | I Williamson (Reading) |
| 2006/07 | Football League (C) | 3 February 2007 | Molineux | D | 2-2 | Mick McCarthy | Ian Holloway | S Bennett (Orpington) |
| 2007/08 | Football League (C) | 29 September 2007 | Home Park | D | 1-1 | Mick McCarthy | Ian Holloway | P Joslin (Newark) |
| 2007/08 | Football League (C) | 4 May 2008 | Molineux | W | 1-0 | Mick McCarthy | Paul Sturrock | M Pike (Barrow in Furness) |
| 2008/09 | Football League (C) | 9 August 2008 | Home Park | D | 2-2 | Mick McCarthy | Paul Sturrock | K Friend (Leicester) |
| 2008/09 | Football League (C) | 28 February 2009 | Molineux | L | 0-1 | Mick McCarthy | Paul Sturrock | C Boyeson (Hull) |
