Football League Cup 2022/23, First Round |
| 09.08.2022 | | Grimsby Town | | Crewe Alexandra | | 4:0 (2:0) |
| Cleethorpes |
Football League Cup 2021/22, Second round |
| 24.08.2021 | | Leeds United | | Crewe Alexandra | | 3:0 (0:0) |
| Leeds |
Football League Cup 2020/21, First Round |
| 05.09.2020 | | Crewe Alexandra | | Lincoln City | | 1:2 (0:0) * |
| Crewe |
Football League Cup 2019/20, Second round |
| 27.08.2019 | | Crewe Alexandra | | Aston Villa | | 1:6 (0:3) |
| Crewe |
Football League Cup 2017/18, First Round |
| 09.08.2017 | | Crewe Alexandra | | Bolton Wanderers | | 1:2 (1:0) |
| Crewe |
Football League Cup 2016/17, Second round |
| 23.08.2016 | | Blackburn Rovers | | Crewe Alexandra | | 4:3 aet (1:2, 3:3) |
| Blackburn |
Football League Cup 2015/16, First Round |
| 12.08.2015 | | Crewe Alexandra | | Preston North End | | 1:3 (1:2) |
| Crewe |
Football League Cup 2014/15, Second round |
| 26.08.2014 | | Crewe Alexandra | | Bolton Wanderers | | 2:3 aet (1:1, 2:2) |
| Crewe |
Football League Cup 2013/14, First Round |
| 06.08.2013 | | Bury | | Crewe Alexandra | | 3:2 (2:1) |
| Bury |
Football League Cup 2012/13, Second round |
| 28.08.2012 | | West Ham United | | Crewe Alexandra | | 2:0 (1:0) |
| London |
Football League Cup 2011/12, First Round |
| 09.08.2011 | | Preston North End | | Crewe Alexandra | | 3:2 (1:2) |
| Preston |
Football League Cup 2010/11, Second round |
| 24.08.2010 | | Crewe Alexandra | | Ipswich Town | | 0:1 aet (0:0) |
| Crewe |
Football League Cup 2009/10, First Round |
| 11.08.2009 | | Crewe Alexandra | | Blackpool | | 1:2 (0:0) |
| Crewe |
Football League Cup 2008/09, Third round |
| 23.09.2008 | | Liverpool | | Crewe Alexandra | | 2:1 (1:1) |
| Liverpool |
Football League Cup 2007/08, First Round |
| 15.08.2007 | | Crewe Alexandra | | Hull City | | 0:3 (0:1) |
| Crewe |
Football League Cup 2006/07, Third round |
| 25.10.2006 | | Crewe Alexandra | | Manchester United | | 1:2 aet (0:1, 1:1) |
| Crewe |
Football League Cup 2005/06, First Round |
| 23.08.2005 | | Lincoln City | | Crewe Alexandra | | 5:1 (2:1) |
| Lincoln |
Football League Cup 2004/05, Third round |
| 26.10.2004 | | Crewe Alexandra | | Manchester United | | 0:3 (0:1) |
| Crewe |
Football League Cup 2003/04, Second round |
| 23.09.2003 | | Leicester City | | Crewe Alexandra | | 1:0 (0:0) |
| Leicester |
Football League Cup 2002/03, Second round |
| 01.10.2002 | | Manchester City | | Crewe Alexandra | | 3:2 (0:1) |
| Manchester |
Football League Cup 2001/02, Third round |
| 09.10.2001 | | Crewe Alexandra | | Ipswich Town | | 2:3 (1:2) |
| Crewe |
Football League Cup 2000/01, Second round |
| 26.09.2000 | | Crewe Alexandra | | Barnsley | | 0:3 (0:1) |
| Crewe |
Football League Cup 2000/01, Second round |
| 19.09.2000 | | Barnsley | | Crewe Alexandra | | 4:0 (1:0) |
| Barnsley |
Football League Cup 1999/00, Third round |
| 13.10.1999 | | Tottenham Hotspur | | Crewe Alexandra | | 3:1 (0:0) |
| London |
Football League Cup 1998/99, Third round |
| 28.10.1998 | | Crewe Alexandra | | Blackburn Rovers | | 0:1 (0:0) |
| Crewe |
Football League Cup 1998/99, First Round |
| 11.08.1998 | | Oldham Athletic | | Crewe Alexandra | | 3:2 (3:1) |
| Oldham |
Football League Cup 1997/98, First Round |
| 12.08.1997 | | Crewe Alexandra | | Bury | | 2:3 (2:2) |
| Crewe |
Football League Cup 1996/97, First Round |
| 03.09.1996 | | Crewe Alexandra | | Port Vale | | 1:5 (1:2) |
| Crewe |
Football League Cup 1996/97, First Round |
| 20.08.1996 | | Port Vale | | Crewe Alexandra | | 1:0 (1:0) |
| Stoke-on-Trent |
Football League Cup 1995/96, Second round |
| 04.10.1995 | | Sheffield Wednesday | | Crewe Alexandra | | 5:2 (3:2) |
| Sheffield |
Football League Cup 1994/95, First Round |
| 23.08.1994 | | Wigan Athletic | | Crewe Alexandra | | 3:0 (0:0) |
| Wigan |
Football League Cup 1993/94, First Round |
| 17.08.1993 | | Crewe Alexandra | | Wrexham | | 0:1 (0:0) |
| Crewe |
Football League Cup 1992/93, Third round |
| 28.10.1992 | | Crewe Alexandra | | Nottingham Forest | | 0:1 (0:0) |
| Crewe |
Football League Cup 1991/92, Second round |
| 09.10.1991 | | Newcastle United | | Crewe Alexandra | | 1:0 (0:0) |
| Newcastle upon Tyne |
Football League Cup 1991/92, Second round |
| 24.09.1991 | | Crewe Alexandra | | Newcastle United | | 3:4 (3:2) |
| Crewe |
Football League Cup 1990/91, Second round |
| 09.10.1990 | | Crewe Alexandra | | Liverpool | | 1:4 |
| Crewe |
Football League Cup 1990/91, Second round |
| 25.09.1990 | | Liverpool | | Crewe Alexandra | | 5:1 |
| Liverpool |
Football League Cup 1990/91, First Round |
| 28.08.1990 | | Grimsby Town | | Crewe Alexandra | | 2:1 |
| Cleethorpes |
Football League Cup 1989/90, Second round |
| 19.09.1989 | | Crewe Alexandra | | Bournemouth | | 0:1 |
| Crewe |
Football League Cup 1988/89, First Round |
| 07.09.1988 | | Lincoln City | | Crewe Alexandra | | 2:1 |
| Lincoln |
Football League Cup 1987/88, First Round |
| 08.09.1987 | | Shrewsbury Town | | Crewe Alexandra | | 4:1 |
| Shrewsbury |
Football League Cup 1986/87, First Round |
| 02.09.1986 | | Crewe Alexandra | | Shrewsbury Town | | 0:4 |
| Crewe |
Football League Cup 1985/86, Second round |
| 08.10.1985 | | Watford | | Crewe Alexandra | | 3:2 |
| |
Football League Cup 1985/86, Second round |
| 24.09.1985 | | Crewe Alexandra | | Watford | | 1:3 |
| |
Football League Cup 1984/85, First Round |
| 04.09.1984 | | Crewe Alexandra | | Burnley | | 0:3 |
| |
Football League Cup 1983/84, Second round |
| 04.10.1983 | | Queens Park Rangers | | Crewe Alexandra | | 8:1 |
| |
Football League Cup 1981/82, First Round |
| 15.09.1981 | | Bristol Rovers | | Crewe Alexandra | | 1:0 aet |
| |
Football League Cup 1980/81, First Round |
| 09.08.1980 | | Wigan Athletic | | Crewe Alexandra | | 2:1 |
| |
Football League Cup 1979/80, First Round |
| 15.08.1979 | | Crewe Alexandra | | Huddersfield Town | | 1:3 |
| |
Football League Cup 1979/80, First Round |
| 11.08.1979 | | Huddersfield Town | | Crewe Alexandra | | 2:1 |
| Huddersfield |
Football League Cup 1978/79, Third round |
| 03.10.1978 | | Luton Town | | Crewe Alexandra | | 2:1 |
| |
Football League Cup 1977/78, First Round |
| 13.08.1977 | | Bury | | Crewe Alexandra | | 3:0 |
| |
Football League Cup 1976/77, First Round |
| 18.08.1976 | | Tranmere Rovers | | Crewe Alexandra | | 3:1 |
| |
Football League Cup 1975/76, Third round |
| 08.10.1975 | | Crewe Alexandra | | Tottenham Hotspur | | 0:2 |
| |
Football League Cup 1975/76, First Round |
| 26.08.1975 | | Tranmere Rovers | | Crewe Alexandra | | 2:1 |
| |
Football League Cup 1974/75, Third round |
| 16.10.1974 | | Aston Villa | | Crewe Alexandra | | 1:0 (0:0) * |
| Birmingham |
Football League Cup 1973/74, First Round |
| 05.09.1973 | | Crewe Alexandra | | Tranmere Rovers | | 0:1 * |
| |
Football League Cup 1972/73, First Round |
| 16.08.1972 | | Wrexham | | Crewe Alexandra | | 4:0 |
| |
Football League Cup 1971/72, First Round |
| 18.08.1971 | | Crewe Alexandra | | Southport | | 0:1 |
| |
Football League Cup 1970/71, First Round |
| 24.08.1970 | | Tranmere Rovers | | Crewe Alexandra | | 4:0 * |
| |
Football League Cup 1969/70, First Round |
| 18.08.1969 | | Wrexham | | Crewe Alexandra | | 1:0 * |
| |
Football League Cup 1968/69, Second round |
| 04.09.1968 | | Southampton | | Crewe Alexandra | | 3:1 |
| |
Football League Cup 1967/68, First Round |
| 28.08.1967 | | Stockport County | | Crewe Alexandra | | 3:0 * |
| |
Football League Cup 1966/67, Second round |
| 14.09.1966 | | Preston North End | | Crewe Alexandra | | 2:0 |
| |
Football League Cup 1965/66, Second round |
| 29.09.1965 | | Cardiff City | | Crewe Alexandra | | 3:0 * |
| |
Football League Cup 1964/65, First Round |
| 02.09.1964 | | Tranmere Rovers | | Crewe Alexandra | | 2:0 |
| |
Football League Cup 1963/64, First Round |
| 04.09.1963 | | Carlisle United | | Crewe Alexandra | | 3:2 |
| |
Football League Cup 1962/63, First Round |
| 05.09.1962 | | Crewe Alexandra | | Oldham Athletic | | 2:3 |
| |
Football League Cup 1961/62, Second round |
| 04.10.1961 | | Middlesbrough | | Crewe Alexandra | | 3:1 |
| |
Football League Cup 1960/61, Third round |
| 16.11.1960 | | Tranmere Rovers | | Crewe Alexandra | | 2:0 |
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