| First Team Matches | Associated with both clubs | Transfers |
| Season | Competition | Date | Venue | Results | |
| 1998/99 | FL Cup | 11 August 1998 | Underhill Street | L | 1-2 |
| 1998/99 | FL Cup | 18 August 1998 | Molineux | W | 5-0 |
| 2015/16 | FL Cup | 25 August 2015 | Molineux | W | 2-1 |
| First Team Matches | Associated with both clubs | Transfers |
| Season | Competition | Date | Venue | Results | |
| 1998/99 | FL Cup | 11 August 1998 | Underhill Street | L | 1-2 |
| 1998/99 | FL Cup | 18 August 1998 | Molineux | W | 5-0 |
| 2015/16 | FL Cup | 25 August 2015 | Molineux | W | 2-1 |