| First Team Matches | Associated with both clubs | Transfers |
| Seasons | Competitions | Date | Venue | Results | Wolves Manager | Crawley Manager | Referee | |
| 2013/14 | Football League (L1) | 23 August 2013 | Molineux | W | 2-1 | Kenny Jackett | Richie Barker | S Hooper (Swindon) |
| 2013/14 | Football League (L1) | 18 March 2014 | Broadfield Stadium | L | 1-2 | Kenny Jackett | John Gregory | C Barry (Surrey) |
| 2016/17 | FL Cup | 09 August 2016 | Molineux | W | 2-1 | Walter Zenga | Dermot Drummy | R Joyce (Cleveland) |
