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, Second Round |
| 23.08.2022 | | Stockport County | – | Leicester City | | 0:0,
pen. 1:3 |
| Stockport |
Football League Cup 2001/02, Second round |
| 12.09.2001 | | Nottingham Forest | – | Stockport County | | 1:1 aet
(1:1, 1:1),
pen. 8:7 |
| Nottingham |
Football League Cup 1999/00, Second round |
| 21.09.1999 | | Stockport County | – | Barnsley | | 3:3 aet
(2:0, 2:2) |
| Stockport |
Football League Cup 1999/00, Second round |
| 14.09.1999 | | Barnsley | – | Stockport County | | 1:1 (1:1) |
| Barnsley |
Football League Cup 1999/00, First Round |
| 24.08.1999 | | Oldham Athletic | – | Stockport County | | 1:1 (0:1) |
| Oldham |
Football League Cup 1998/99, First Round |
| 18.08.1998 | | Hull City | – | Stockport County | | 0:0 aet |
| Kingston upon Hull |
Football League Cup 1998/99, First Round |
| 11.08.1998 | | Stockport County | – | Hull City | | 2:2 (1:2) |
| Stockport |
Football League Cup 1996/97, Fifth Round |
| 22.01.1997 | | Stockport County | – | Southampton | | 2:2 (2:1) |
| Stockport |
Football League Cup 1996/97, Fourth Round |
| 27.11.1996 | | West Ham United | – | Stockport County | | 1:1 (1:0) |
| London |
Football League Cup 1995/96, Second round |
| 19.09.1995 | | Stockport County | – | Ipswich Town | | 1:1 (1:1) |
| Stockport |
Football League Cup 1995/96, First Round |
| 05.09.1995 |  | Wrexham | – | Stockport County | | 2:2 (0:0) |
| Wrexham |
Football League Cup 1994/95, First Round |
| 17.08.1994 | | Preston North End | – | Stockport County | | 1:1 (0:1) |
| Preston |
Football League Cup 1993/94, First Round |
| 17.08.1993 | | Stockport County | – | Hartlepool United | | 1:1 (1:1) |
| Stockport |
Football League Cup 1992/93, First Round |
| 18.08.1992 | | Stockport County | – | Chester City | | 1:1 (1:0) |
| Stockport |
Football League Cup 1991/92, First Round |
| 20.08.1991 | | Stockport County | – | Bradford City | | 1:1 (0:1) |
| Stockport |
Football League Cup 1989/90, Second round |
| 02.10.1989 | | Stockport County | – | Queens Park Rangers | | 0:0 |
| Stockport |
Football League Cup 1989/90, First Round |
| 29.08.1989 | | Bury | – | Stockport County | | 1:1 |
| Bury |
Football League Cup 1988/89, First Round |
| 05.09.1988 | | Tranmere Rovers | – | Stockport County | | 1:1 |
| Birkenhead |
Football League Cup 1986/87, First Round |
| 02.09.1986 | | Tranmere Rovers | – | Stockport County | | 3:3 |
| Birkenhead |
Football League Cup 1985/86, First Round |
| 03.09.1985 | | Stockport County | – | Bolton Wanderers | | 1:1 |
| |
Football League Cup 1984/85, Second round |
| 24.09.1984 | | Stockport County | – | Liverpool | | 0:0 |
| Stockport |
Football League Cup 1983/84, Second round |
| 25.10.1983 | | Oldham Athletic | – | Stockport County | | 2:2 |
| |
Football League Cup 1983/84, First Round |
| 12.09.1983 | | Stockport County | – | Rochdale | | 2:2 |
| |
Football League Cup 1982/83, First Round |
| 14.09.1982 | | Wigan Athletic | – | Stockport County | | 1:1 aet,
pen. 6:5 |
| |
Football League Cup 1982/83, First Round |
| 30.08.1982 | | Stockport County | – | Wigan Athletic | | 1:1 |
| |
Football League Cup 1980/81, Second round |
| 27.08.1980 | | Stockport County | – | Sunderland | | 1:1 |
| |
Football League Cup 1980/81, First Round |
| 09.08.1980 | | Chester City | – | Stockport County | | 1:1 |
| |
Football League Cup 1979/80, Second round |
| 29.08.1979 | | Stockport County | – | Crystal Palace | | 1:1 |
| |
Football League Cup 1979/80, First Round |
| 15.08.1979 | | Wigan Athletic | – | Stockport County | | 0:0 |
| |
Football League Cup 1977/78, First Round |
| 17.08.1977 | | Stockport County | – | Wrexham | | 1:1 |
| |
Football League Cup 1976/77, First Round |
| 18.08.1976 | | Stockport County | – | Workington | | 0:0 |
| |
Football League Cup 1976/77, First Round |
| 14.08.1976 | | Workington | – | Stockport County | | 0:0 |
| |
Football League Cup 1972/73, First Round |
| 21.08.1972 | | Stockport County | – | Bradford City | | 1:1 aet * |
| |
Football League Cup 1972/73, First Round |
| 16.08.1972 | | Bradford City | – | Stockport County | | 1:1 |
| |
Football League Cup 1968/69, First Round |
| 13.08.1968 | | Bury | – | Stockport County | | 1:1 |
| |
Football League Cup 1967/68, First Round |
| 23.08.1967 | | Crewe Alexandra | – | Stockport County | | 1:1 |
| |
