Football League Cup 2023/24, Second Round |
 | 29.08.2023 |  | Sheffield Wednesday | – | Mansfield Town | | 1:1 (1:0),
pen. 4:5 |
| Sheffield |
Football League Cup 2023/24, First Round |
| 08.08.2023 | | Sheffield Wednesday | – | Stockport County | | 1:1 (0:1),
pen. 4:1 |
| Sheffield |
Football League Cup 2022/23, Third Round |
| 09.11.2022 | | Southampton | – | Sheffield Wednesday | | 1:1 (1:1),
pen. 6:5 |
| Southampton |
Football League Cup 2021/22, First Round |
| 01.08.2021 | | Sheffield Wednesday | – | Huddersfield Town | | 0:0,
pen. 2:4 |
| Sheffield |
Football League Cup 2020/21, First Round |
| 05.09.2020 | | Walsall | – | Sheffield Wednesday | | 0:0,
pen. 2:4 * |
| Walsall |
Football League Cup 2011/12, First Round |
| 11.08.2011 | | Sheffield Wednesday | – | Blackpool | | 0:0 aet,
pen. 4:2 |
| Sheffield |
Football League Cup 2008/09, First Round |
| 12.08.2008 | | Sheffield Wednesday | – | Rotherham United | | 2:2 aet
(1:1, 1:1),
pen. 3:5 |
| Sheffield |
Football League Cup 2003/04, First Round |
| 13.08.2003 | | Sheffield Wednesday | – | Hartlepool United | | 2:2 aet
(0:0, 1:1),
pen. 4:5 |
| Sheffield |
Football League Cup 2001/02, Third round |
| 10.10.2001 | | Sheffield Wednesday | – | Crystal Palace | | 2:2 aet
(0:1, 1:1),
pen. 3:1 |
| Sheffield |
Football League Cup 1999/00, Second round |
| 14.09.1999 | | Stoke City | – | Sheffield Wednesday | | 0:0 |
| Stoke-on-Trent |
Football League Cup 1998/99, Second round |
| 22.09.1998 | | Cambridge United | – | Sheffield Wednesday | | 1:1 (0:0) |
| Cambridge |
Football League Cup 1996/97, Second round |
| 18.09.1996 | | Sheffield Wednesday | – | Oxford United | | 1:1 (1:0) |
| Sheffield |
Football League Cup 1995/96, Second round |
| 19.09.1995 | | Crewe Alexandra | – | Sheffield Wednesday | | 2:2 (1:2) |
| Crewe |
Football League Cup 1994/95, Second round |
| 04.10.1994 | | Bradford City | – | Sheffield Wednesday | | 1:1 (0:1) |
| Bradford |
Football League Cup 1993/94, Third round |
| 27.10.1993 | | Middlesbrough | – | Sheffield Wednesday | | 1:1 (0:0) |
| Middlesbrough |
Football League Cup 1993/94, Second round |
| 21.09.1993 | | Bolton Wanderers | – | Sheffield Wednesday | | 1:1 (0:0) |
| Bolton |
Football League Cup 1992/93, Fifth Round |
| 19.01.1993 | | Ipswich Town | – | Sheffield Wednesday | | 1:1 (0:0) |
| Ipswich |
Football League Cup 1992/93, Second round |
| 06.10.1992 | | Hartlepool United | – | Sheffield Wednesday | | 2:2 (0:1) |
| Hartlepool |
Football League Cup 1991/92, Third round |
| 30.10.1991 | | Sheffield Wednesday | – | Southampton | | 1:1 (1:0) |
| Sheffield |
Football League Cup 1991/92, Second round |
| 24.09.1991 | | Leyton Orient | – | Sheffield Wednesday | | 0:0 |
| London |
Football League Cup 1990/91, Fourth Round |
| 28.11.1990 | | Sheffield Wednesday | – | Derby County | | 1:1 |
| Sheffield |
Football League Cup 1990/91, Third round |
| 31.10.1990 | | Sheffield Wednesday | – | Swindon Town | | 0:0 |
| Sheffield |
Football League Cup 1989/90, Second round |
| 20.09.1989 | | Sheffield Wednesday | – | Aldershot | | 0:0 |
| Sheffield |
Football League Cup 1987/88, Second round |
| 22.09.1987 | | Shrewsbury Town | – | Sheffield Wednesday | | 1:1 |
| Shrewsbury |
Football League Cup 1985/86, Second round |
| 25.09.1985 | | Brentford | – | Sheffield Wednesday | | 2:2 |
| |
Football League Cup 1984/85, Fifth Round |
| 30.01.1985 | | Sheffield Wednesday | – | Chelsea | | 4:4 aet * |
| Sheffield |
Football League Cup 1984/85, Fifth Round |
| 28.01.1985 | | Chelsea | – | Sheffield Wednesday | | 1:1 |
| London |
Football League Cup 1983/84, Fifth Round |
| 17.01.1984 | | Sheffield Wednesday | – | Liverpool | | 2:2 |
| Sheffield |
Football League Cup 1982/83, Second round |
| 26.10.1982 | | Sheffield Wednesday | – | Bristol City | | 1:1 aet |
| |
Football League Cup 1981/82, Second round |
| 07.10.1981 | | Blackburn Rovers | – | Sheffield Wednesday | | 1:1 |
| |
Football League Cup 1980/81, First Round |
| 12.08.1980 | | Sheffield United | – | Sheffield Wednesday | | 1:1 |
| Sheffield |
Football League Cup 1979/80, Second round |
| 28.08.1979 | | Sheffield Wednesday | – | Manchester City | | 1:1 |
| |
Football League Cup 1979/80, First Round |
| 11.08.1979 | | Sheffield Wednesday | – | Hull City | | 1:1 |
| |
Football League Cup 1977/78, Second round |
| 30.08.1977 | | Blackpool | – | Sheffield Wednesday | | 2:2 |
| |
Football League Cup 1976/77, First Round |
| 18.08.1976 | | Sheffield Wednesday | – | Grimsby Town | | 0:0 |
| |
Football League Cup 1975/76, First Round |
| 03.09.1975 | | Sheffield Wednesday | – | Darlington | | 0:0 aet,
pen. 3:5 * |
| |
Football League Cup 1973/74, Second round |
| 15.10.1973 | | Sheffield Wednesday | – | Bournemouth | | 2:2 aet * |
| |
Football League Cup 1973/74, Second round |
| 10.10.1973 | | Bournemouth | – | Sheffield Wednesday | | 0:0 |
| |
Football League Cup 1970/71, Second round |
| 09.09.1970 | | Sheffield Wednesday | – | Chelsea | | 1:1 |
| |
Football League Cup 1969/70, Second round |
| 03.09.1969 | | Sheffield Wednesday | – | Bournemouth & Boscombe Athletic | | 1:1 |
| |
Football League Cup 1967/68, Fourth Round |
| 01.11.1967 | | Sheffield Wednesday | – | Stoke City | | 0:0 |
| |
