| 1885 | Walsall Cup | Birmingham Excelsior | Dudley Road | W | 4-0 |
| 1891 | Football League | West Bromwich Albion | Molineux | W | 4-0 |
| 1893 | Friendly | Middlesbrough Ironpolis | Away | L | 1-3 |
| 1903 | Football League | Sunderland | Roker Park | L | 0-3 |
| 1914 | Football League | Woolwich Arsenal | Highbury | L | 1-3 |
| 1920 | Football League | Lincoln City | Molineux | W | 4-0 |
| 1925 | Football League | Bradford City | Valley Parade | L | 1-3 |
| 1931 | Football League | Tottenham Hospur | White Hart Lane | L | 0-1 |
| 1948 | Football League | Blackburn Rovers | Ewood Park | L | 0-1 |
| 1953 | Football League | Charlton Athletic | Molineux | L | 1-2 |
| 1959 | Football League | Chelsea | Molineux | L | 1-2 |
| 1970 | FA Cup | Burnley | Turf Moor | L | 0-3 |
| 1976 | FA Cup | Arsenal | Molineux | W | 3-0 |
| 1981 | FA Cup | Stoke City | Victoria Ground | D | 2-2 |
| 1983 | Football League | Leeds United | Molineux | W | 3-0 |
| 1987 | Football League | Wrexham | Racecourse Ground | D | 0-0 |
| 1994 | Football League | Bolton Wanderers | Molineux | W | 1-0 |
| 2000 | Football League | Blackburn Rovers | Ewood Park | D | 1-1 |
| 2004 | FA Cup | Kidderminster Harriers | Aggborough | D | 1-1 |
| 2010 | FA Cup | Tranmere Rovers | Prenton Park | W | 1-0 |
| 2014 | Football League | Gillingham | Priestfield Stadium | L | 0-1 |
| 2015 | FA Cup | Fulham | Craven Cottage | D | 0-0 |
| 2022 | Premier League | Manchester United | Old Trafford | W | 1-0 |
