| First Team Matches | Second Team Matches | Associated with both clubs | Transfers | Programmes |
| Seasons | Competition | Date | Venue | Results | Wolves Manager | Carlisle Manager | |
| 1926/27 | FA Cup | 8 January 1927 | Brunton Park | W | 2-0 | Fred Scotchbrook | George Bristow |
| 1961/62 | FA Cup | 8 January 1962 | Molineux | W | 3-1 | Stan Cullis | Ivor Powell |
| 1965/66 | Football League (2) | 28 August 1965 | Molineux | W | 3-0 | Andy Beattie © | Alan Ashman |
| 1965/66 | Football League (2) | 5 February 1966 | Brunton Park | L | 1-2 | Andy Beattie © | Alan Ashman |
| 1966/67 | Football League (2) | 10 September 1966 | Brunton Park | W | 3-1 | Andy Beattie © | Alan Ashman |
| 1966/67 | Football League (2) | 14 January 1967 | Molineux | D | 1-1 | Ronnie Allen | Alan Ashman |
| 1974/75 | Football League (1) | 12 October 1974 | Molineux | W | 2-0 | Bill McGarry | Alan Ashman |
| 1974/75 | Football League (1) | 19 April 1975 | Brunton Park | L | 0-1 | Bill McGarry | Alan Ashman |
| 1976/77 | Football League (2) | 23 October 1976 | Molineux | W | 4-0 | Sammy Chung | Bobby Moncur |
| 1976/77 | Football League (2) | 19 April 1977 | Brunton Park | L | 1-2 | Sammy Chung | Bobby Moncur |
| 1982/83 | Football League (2) | 2 October 1982 | Brunton Park | W | 2-0 | Graham Hawkins | Bob Stokoe |
| 1982/83 | Football League (2) | 12 February 1983 | Molineux | W | 2-1 | Graham Hawkins | Bob Stokoe |
| 1984/85 | Football League (2) | 1 January 1985 | Molineux | L | 0-2 | Tommy Docherty | Bob Stokoe |
| 1984/85 | Football League (2) | 8 April 1985 | Brunton Park | W | 1-0 | Tommy Docherty | Bob Stokoe |
| 1987/88 | Football League (4) | 10 October 1987 | Brunton Park | W | 1-0 | Graham Turner | Harry Gregg |
| 1987/88 | Football League (4) | 12 March 1988 | Molineux | W | 3-1 | Graham Turner | Cliff Middlemass |
| 2013/14 | Football League (L1) | 5 November 2013 | Brunton Park | D | 2-2 | Kenny Jackett | Graham Kavanagh |
| 2013/14 | Football League (L1) | 3 May 2014 | Molineux | W | 3-0 | Kenny Jackett | Graham Kavanagh |
