Football League Cup 2022/23, Fifth Round |
 | 11.01.2023 |  | Nottingham Forest | – | Wolverhampton Wanderers | | 1:1 (1:0),
pen. 4:3 |
| Nottingham |
Football League Cup 2021/22, Third round |
| 22.09.2021 | | Wolverhampton Wanderers | – | Tottenham Hotspur | | 2:2 (1:2),
pen. 2:3 |
| Wolverhampton |
Football League Cup 2019/20, Third round |
| 25.09.2019 | | Wolverhampton Wanderers | – | Reading | | 1:1 (1:0),
pen. 4:2 |
| Wolverhampton |
Football League Cup 2018/19, Third round |
| 25.09.2018 | | Wolverhampton Wanderers | – | Leicester City | | 0:0,
pen. 1:3 |
| Wolverhampton |
Football League Cup 2017/18, Fourth Round |
| 24.10.2017 | | Manchester City | – | Wolverhampton Wanderers | | 0:0 aet,
pen. 4:1 |
| Manchester |
Football League Cup 2012/13, First Round |
| 11.08.2012 | | Wolverhampton Wanderers | – | Aldershot Town | | 1:1 aet
(0:0, 1:1),
pen. 7:6 |
| Wolverhampton |
Football League Cup 2009/10, Second round |
| 25.08.2009 | | Wolverhampton Wanderers | – | Swindon Town | | 0:0 aet,
pen. 6:5 |
| Wolverhampton |
Football League Cup 2008/09, Second round |
| 26.08.2008 | | Rotherham United | – | Wolverhampton Wanderers | | 0:0 aet,
pen. 4:3 |
| Rotherham |
Football League Cup 2006/07, First Round |
| 23.08.2006 | | Chesterfield | – | Wolverhampton Wanderers | | 0:0 aet,
pen. 4:3 |
| Chesterfield |
Football League Cup 2004/05, Second round |
| 21.09.2004 | | Burnley | – | Wolverhampton Wanderers | | 1:1 aet
(0:1, 1:1),
pen. 4:2 |
| Burnley |
Football League Cup 2002/03, Second round |
| 01.10.2002 | | Rotherham United | – | Wolverhampton Wanderers | | 4:4 aet
(1:1, 3:3),
pen. 4:2 |
| Rotherham |
Football League Cup 1998/99, Second round |
| 15.09.1998 | | AFC Bournemouth | – | Wolverhampton Wanderers | | 1:1 (1:0) |
| Bournemouth |
Football League Cup 1995/96, Third round |
| 25.10.1995 | | Wolverhampton Wanderers | – | Charlton Athletic | | 0:0 |
| Wolverhampton |
Football League Cup 1994/95, Second round |
| 27.09.1994 | | Wolverhampton Wanderers | – | Chesterfield | | 1:1 (1:0) |
| Wolverhampton |
Football League Cup 1990/91, Second round |
| 09.10.1990 | | Wolverhampton Wanderers | – | Hull City | | 1:1 aet |
| Wolverhampton |
Football League Cup 1990/91, Second round |
| 25.09.1990 | | Hull City | – | Wolverhampton Wanderers | | 0:0 |
| Kingston upon Hull |
Football League Cup 1989/90, Second round |
| 04.10.1989 | | Wolverhampton Wanderers | – | Aston Villa | | 1:1 (0:1) |
| Wolverhampton |
Football League Cup 1984/85, Third round |
| 30.10.1984 | | Southampton | – | Wolverhampton Wanderers | | 2:2 |
| |
Football League Cup 1984/85, Second round |
| 09.10.1984 | | Wolverhampton Wanderers | – | Port Vale | | 0:0 |
| |
Football League Cup 1982/83, Second round |
| 05.10.1982 | | Wolverhampton Wanderers | – | Sunderland | | 1:1 |
| |
Football League Cup 1979/80, Fifth Round |
| 11.12.1979 | | Wolverhampton Wanderers | – | Grimsby Town | | 1:1 aet * |
| Wolverhampton |
Football League Cup 1979/80, Fifth Round |
| 04.12.1979 | | Grimsby Town | – | Wolverhampton Wanderers | | 0:0 |
| Grimsby |
Football League Cup 1979/80, Fourth Round |
| 30.10.1979 | | Queens Park Rangers | – | Wolverhampton Wanderers | | 1:1 |
| |
Football League Cup 1979/80, Second round |
| 28.08.1979 | | Burnley | – | Wolverhampton Wanderers | | 1:1 |
| |
Football League Cup 1975/76, Second round |
| 09.09.1975 | | Swindon Town | – | Wolverhampton Wanderers | | 2:2 |
| |
Football League Cup 1973/74, Semifinals |
| 23.01.1974 | | Norwich City | – | Wolverhampton Wanderers | | 1:1 (0:0) |
| Norwich |
Football League Cup 1972/73, Semifinals |
| 30.12.1973 | | Tottenham Hotspur | – | Wolverhampton Wanderers | | 2:2 aet |
| London |
Football League Cup 1973/74, Third round |
| 31.10.1973 | | Tranmere Rovers | – | Wolverhampton Wanderers | | 1:1 |
| |
Football League Cup 1972/73, Fifth Round |
| 21.11.1972 | | Wolverhampton Wanderers | – | Blackpool | | 1:1 |
| |
