Football League Cup 2021/22, First Round |
 | 10.08.2021 |  | Hartlepool United | – | Crewe Alexandra | | 0:1 (0:0) |
| Hartlepool |
Football League Cup 2016/17, First Round |
| 09.08.2016 | | Sheffield United | – | Crewe Alexandra | | 1:2 aet
(1:0, 1:1) |
| Sheffield |
Football League Cup 2014/15, First Round |
| 12.08.2014 | | Barnsley | – | Crewe Alexandra | | 0:2 (0:1) |
| Barnsley |
Football League Cup 2012/13, First Round |
| 11.08.2012 | | Crewe Alexandra | – | Hartlepool United | | 5:0 (4:0) |
| Crewe |
Football League Cup 2010/11, First Round |
| 10.08.2010 | | Crewe Alexandra | – | Derby County | | 1:0 (1:0) |
| Crewe |
Football League Cup 2008/09, Second round |
| 26.08.2008 | | Crewe Alexandra | – | Bristol City | | 2:1 (1:0) |
| Crewe |
Football League Cup 2008/09, First Round |
| 12.08.2008 | | Crewe Alexandra | – | Barnsley | | 2:0 (2:0) |
| Crewe |
Football League Cup 2006/07, Second round |
| 19.09.2006 | | Crewe Alexandra | – | Wigan Athletic | | 2:0 (1:0) |
| Crewe |
Football League Cup 2006/07, First Round |
| 22.08.2006 | | Grimsby Town | – | Crewe Alexandra | | 0:3 (0:1) |
| Cleethorpes |
Football League Cup 2004/05, First Round |
| 24.08.2004 | | Crewe Alexandra | – | Blackpool | | 4:1 (4:0) |
| Crewe |
Football League Cup 2003/04, First Round |
| 12.08.2003 | | Crewe Alexandra | – | Wrexham |  | 2:0 (0:0) |
| Crewe |
Football League Cup 2002/03, First Round |
| 10.09.2002 | | Port Vale | – | Crewe Alexandra | | 0:2 (0:2) |
| Stoke-on-Trent |
Football League Cup 2001/02, Second round |
| 11.09.2001 | | Crewe Alexandra | – | Rushden & Diamonds | | 2:0 aet
(0:0) |
| Crewe |
Football League Cup 2000/01, First Round |
| 05.09.2000 | | Bury | – | Crewe Alexandra | | 1:2 (1:1) |
| Bury |
Football League Cup 1999/00, Second round |
| 14.09.1999 | | Crewe Alexandra | – | Ipswich Town | | 2:1 (0:1) |
| Crewe |
Football League Cup 1999/00, First Round |
| 24.08.1999 | | Crewe Alexandra | – | Hartlepool United | | 1:0 (0:0) |
| Crewe |
Football League Cup 1998/99, Second round |
| 22.09.1998 | | Crewe Alexandra | – | Bristol City | | 2:0 (0:0) |
| Crewe |
Football League Cup 1998/99, First Round |
| 18.08.1998 | | Crewe Alexandra | – | Oldham Athletic | | 2:0 (1:0) |
| Crewe |
Football League Cup 1995/96, First Round |
| 23.08.1995 | | Crewe Alexandra | – | Darlington | | 4:0 (0:0) |
| Crewe |
Football League Cup 1994/95, First Round |
| 16.08.1994 | | Crewe Alexandra | – | Wigan Athletic | | 2:1 (1:0) |
| Crewe |
Football League Cup 1992/93, Second round |
| 07.10.1992 | | Crewe Alexandra | – | West Ham United | | 2:0 (0:0) |
| Crewe |
Football League Cup 1992/93, First Round |
| 25.08.1992 | | Rochdale | – | Crewe Alexandra | | 1:2 (1:0) |
| Rochdale |
Football League Cup 1992/93, First Round |
| 18.08.1992 | | Crewe Alexandra | – | Rochdale | | 4:1 (3:0) |
| Crewe |
Football League Cup 1991/92, First Round |
| 27.08.1991 | | Doncaster Rovers | – | Crewe Alexandra | | 2:4 (1:0) |
| Doncaster |
Football League Cup 1991/92, First Round |
| 20.08.1991 | | Crewe Alexandra | – | Doncaster Rovers | | 5:2 (3:1) |
| Crewe |
Football League Cup 1990/91, First Round |
| 04.09.1990 | | Crewe Alexandra | – | Grimsby Town | | 1:0 aet |
| Crewe |
Football League Cup 1989/90, First Round |
| 29.08.1989 | | Chester City | – | Crewe Alexandra | | 0:2 |
| Chester |
Football League Cup 1989/90, First Round |
| 22.08.1989 | | Crewe Alexandra | – | Chester City | | 4:0 |
| Crewe |
Football League Cup 1985/86, First Round |
| 03.09.1985 | | Carlisle United | – | Crewe Alexandra | | 3:4 |
| |
Football League Cup 1984/85, First Round |
| 28.08.1984 | | Burnley | – | Crewe Alexandra | | 1:2 |
| |
Football League Cup 1983/84, Second round |
| 25.10.1983 | | Crewe Alexandra | – | Queens Park Rangers | | 3:0 |
| |
Football League Cup 1983/84, First Round |
| 13.09.1983 | | Burnley | – | Crewe Alexandra | | 3:4 |
| |
Football League Cup 1983/84, First Round |
| 30.08.1983 | | Crewe Alexandra | – | Burnley | | 1:0 |
| |
Football League Cup 1978/79, Second round |
| 30.08.1978 | | Crewe Alexandra | – | Notts County | | 2:0 |
| |
Football League Cup 1978/79, First Round |
| 14.08.1978 | | Rochdale | – | Crewe Alexandra | | 2:4 |
| |
Football League Cup 1978/79, First Round |
| 12.08.1978 | | Crewe Alexandra | – | Rochdale | | 1:0 |
| |
Football League Cup 1976/77, First Round |
| 14.08.1976 | | Crewe Alexandra | – | Tranmere Rovers | | 2:1 |
| |
Football League Cup 1975/76, Second round |
| 10.09.1975 | | Crewe Alexandra | – | Chelsea | | 1:0 |
| |
Football League Cup 1975/76, First Round |
| 02.09.1975 | | Crewe Alexandra | – | Tranmere Rovers | | 2:1 aet * |
| |
Football League Cup 1975/76, First Round |
| 20.08.1975 | | Crewe Alexandra | – | Tranmere Rovers | | 2:1 |
| |
Football League Cup 1974/75, Second round |
| 11.09.1974 | | Crewe Alexandra | – | Birmingham City | | 2:1 |
| |
Football League Cup 1974/75, First Round |
| 20.08.1974 | | Wrexham | – | Crewe Alexandra | | 1:2 |
| |
Football League Cup 1968/69, First Round |
| 21.08.1968 | | Crewe Alexandra | – | Northampton Town | | 1:0 * |
| |
Football League Cup 1966/67, First Round |
| 24.08.1966 | | Crewe Alexandra | – | Stockport County | | 1:0 |
| |
Football League Cup 1965/66, First Round |
| 01.09.1965 | | Crewe Alexandra | – | Southport | | 2:0 |
| |
Football League Cup 1961/62, First Round |
| 13.09.1961 | | Colchester United | – | Crewe Alexandra | | 1:2 |
| |
Football League Cup 1960/61, Second round |
| 19.10.1960 | | Crewe Alexandra | – | Bournemouth & Boscombe Athletic | | 2:0 * |
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