| 1890 | Football League | Preston North End | Molineux | L | 0-1 |
| 1896 | Football League | Bolton Wanderers | Burnden Park | L | 0-4 |
| 1908 | Football League | Glossop | Molineux | W | 5-0 |
| 1913 | Football League | Birmingham | Molineux | D | 2-2 |
| 1930 | Football League | Bradford City | Molineux | W | 6-0 |
| 1936 | Football League | Sheffield Wednesday | Molineux | W | 2-1 |
| 1947 | Football League | Blackpool | Molineux | W | 3-1 |
| 1958 | FA Cup | Lincoln City | Sincil Bank | W | 1-0 |
| 1964 | FA Cup | Arsenal | Highbury | L | 1-2 |
| 1969 | FA Cup | Hull City | Boothferry Park | W | 3-1 |
| 1975 | FA Cup | Ipswich Town | Molineux | L | 1-2 |
| 1992 | FA Cup | Nottingham Forest | City Ground | L | 0-1 |
| 1997 | FA Cup | Portsmouth | Molineux | L | 1-2 |
| 2005 | Football League | Wigan Athletic | JJB Stadium | L | 0-2 |
| 2020 | FA Cup | Manchester United | Molineux | D | 0-0 |
| 2023 | Premier League | Aston Villa | Villa Park | D | 1-1 |
