Football League Cup 2023/24, First Round |
 | 08.08.2023 | | Mansfield Town | – | Grimsby Town | | 2:0 (1:0) |
| Mansfield |
Football League Cup 2022/23, Second Round |
| 23.08.2022 | | Grimsby Town | – | Nottingham Forest | | 0:3 (0:2) |
| Cleethorpes |
Football League Cup 2019/20, Third round |
| 25.09.2019 | | Chelsea | – | Grimsby Town | | 7:1 (3:1) |
| London |
Football League Cup 2018/19, First Round |
| 14.08.2018 | | Grimsby Town | – | Rochdale | | 0:2 (0:1) |
| Cleethorpes |
Football League Cup 2017/18, First Round |
| 22.08.2017 | | Grimsby Town | – | Derby County | | 0:1 (0:0) |
| Cleethorpes |
Football League Cup 2016/17, First Round |
| 09.08.2016 | | Derby County | – | Grimsby Town | | 1:0 (0:0) |
| Derby |
Football League Cup 2009/10, First Round |
| 11.08.2009 | | Tranmere Rovers | – | Grimsby Town | | 4:0 (3:0) |
| Birkenhead |
Football League Cup 2008/09, Second round |
| 27.08.2008 | | Blackburn Rovers | – | Grimsby Town | | 4:1 (3:1) |
| Blackburn |
Football League Cup 2006/07, First Round |
| 22.08.2006 | | Grimsby Town | – | Crewe Alexandra | | 0:3 (0:1) |
| Cleethorpes |
Football League Cup 2005/06, Third round |
| 26.10.2005 | | Grimsby Town | – | Newcastle United | | 0:1 (0:0) |
| Cleethorpes |
Football League Cup 2004/05, Second round |
| 21.09.2004 | | Grimsby Town | – | Charlton Athletic | | 0:2 (0:1) |
| Cleethorpes |
Football League Cup 2003/04, First Round |
| 12.08.2003 | | Doncaster Rovers | – | Grimsby Town | | 3:2 (0:1) |
| Doncaster |
Football League Cup 2002/03, First Round |
| 10.09.2002 | | Grimsby Town | – | Chesterfield | | 0:1 (0:0) |
| Cleethorpes |
Football League Cup 2001/02, Fourth Round |
| 27.11.2001 | | Arsenal | – | Grimsby Town | | 2:0 (1:0) |
| London |
Football League Cup 2000/01, Second round |
| 02.10.2000 | | Wolverhampton Wanderers | – | Grimsby Town | | 2:0 (1:0) |
| Wolverhampton |
Football League Cup 1999/00, Third round |
| 13.10.1999 | | Leicester City | – | Grimsby Town | | 2:0 (1:0) |
| Leicester |
Football League Cup 1999/00, Second round |
| 21.09.1999 | | Leyton Orient | – | Grimsby Town | | 1:0 (1:0) |
| London |
Football League Cup 1998/99, Third round |
| 27.10.1998 | | Sunderland | – | Grimsby Town | | 2:1 aet
(0:1, 1:1) |
| Sunderland |
Football League Cup 1998/99, Second round |
| 15.09.1998 | | Sheffield United | – | Grimsby Town | | 2:1 (1:0) |
| Sheffield |
Football League Cup 1997/98, Fourth Round |
| 18.11.1997 | | Liverpool | – | Grimsby Town | | 3:0 (2:0) |
| Liverpool |
Football League Cup 1997/98, Second round |
| 01.10.1997 | | Sheffield Wednesday | – | Grimsby Town | | 3:2 (1:0) |
| Sheffield |
Football League Cup 1997/98, First Round |
| 12.08.1997 | | Oldham Athletic | – | Grimsby Town | | 1:0 (0:0) |
| Oldham |
Football League Cup 1996/97, First Round |
| 03.09.1996 | | Grimsby Town | – | Oldham Athletic | | 0:1 aet
(0:0, 0:1),
pen. 4:5 |
| Cleethorpes |
Football League Cup 1995/96, Second round |
| 20.09.1995 | | Birmingham City | – | Grimsby Town | | 3:1 (2:1) |
| Birmingham |
Football League Cup 1994/95, First Round |
| 23.08.1994 | | Grimsby Town | – | Bradford City | | 1:2 (1:2) |
| Cleethorpes |
Football League Cup 1994/95, First Round |
| 16.08.1994 | | Bradford City | – | Grimsby Town | | 2:1 (0:0) |
| Bradford |
Football League Cup 1993/94, Third round |
| 26.10.1993 | | Tranmere Rovers | – | Grimsby Town | | 4:1 (2:0) |
| Birkenhead |
Football League Cup 1992/93, Second round |
| 23.09.1992 | | Queens Park Rangers | – | Grimsby Town | | 2:1 (1:0) |
| London |
Football League Cup 1991/92, Third round |
| 29.10.1991 | | Grimsby Town | – | Tottenham Hotspur | | 0:3 (0:1) |
| Cleethorpes |
Football League Cup 1990/91, First Round |
| 04.09.1990 | | Crewe Alexandra | – | Grimsby Town | | 1:0 aet |
| Crewe |
Football League Cup 1989/90, Second round |
| 04.10.1989 | | Coventry City | – | Grimsby Town | | 3:0 |
| Coventry |
Football League Cup 1989/90, First Round |
| 22.08.1989 | | Hull City | – | Grimsby Town | | 1:0 |
| Kingston upon Hull |
Football League Cup 1988/89, First Round |
| 06.09.1988 | | Rotherham United | – | Grimsby Town | | 1:0 |
| Rotherham |
Football League Cup 1988/89, First Round |
| 30.08.1988 | | Grimsby Town | – | Rotherham United | | 0:1 |
| Cleethorpes |
Football League Cup 1987/88, First Round |
| 26.08.1987 | | Darlington | – | Grimsby Town | | 2:1 aet |
| Darlington |
Football League Cup 1986/87, Second round |
| 23.09.1986 | | Hull City | – | Grimsby Town | | 1:0 |
| Kingston upon Hull |
Football League Cup 1986/87, First Round |
| 02.09.1986 | | Carlisle United | – | Grimsby Town | | 1:0 |
| Carlisle |
Football League Cup 1985/86, Third round |
| 29.10.1985 | | Grimsby Town | – | Ipswich Town | | 0:2 |
| |
Football League Cup 1984/85, Fifth Round |
| 16.01.1985 | | Grimsby Town | – | Norwich City | | 0:1 |
| |
Football League Cup 1983/84, Second round |
| 25.10.1983 | | Coventry City | – | Grimsby Town | | 2:1 |
| |
Football League Cup 1982/83, Second round |
| 26.10.1982 | | Sheffield United | – | Grimsby Town | | 5:1 |
| |
Football League Cup 1981/82, Second round |
| 27.10.1981 | | Watford | – | Grimsby Town | | 3:1 |
| |
Football League Cup 1980/81, First Round |
| 12.08.1980 | | Notts County | – | Grimsby Town | | 3:0 |
| |
Football League Cup 1979/80, Fifth Round |
| 18.12.1979 | | Grimsby Town | – | Wolverhampton Wanderers | | 0:2 * |
| Derby |
Football League Cup 1978/79, Second round |
| 29.08.1978 | | Manchester City | – | Grimsby Town | | 2:0 |
| Manchester |
Football League Cup 1977/78, Second round |
| 30.08.1977 | | Grimsby Town | – | Watford | | 1:2 |
| |
Football League Cup 1976/77, First Round |
| 14.08.1976 | | Grimsby Town | – | Sheffield Wednesday | | 0:3 |
| |
Football League Cup 1975/76, First Round |
| 19.08.1975 | | Doncaster Rovers | – | Grimsby Town | | 3:1 |
| |
Football League Cup 1974/75, First Round |
| 21.08.1974 | | Chesterfield | – | Grimsby Town | | 3:0 |
| |
Football League Cup 1973/74, Second round |
| 23.10.1973 | | Luton Town | – | Grimsby Town | | 2:0 * |
| |
Football League Cup 1972/73, Second round |
| 05.09.1972 | | Bury | – | Grimsby Town | | 1:0 |
| |
Football League Cup 1971/72, Fourth Round |
| 03.11.1971 | | Norwich City | – | Grimsby Town | | 3:1 * |
| |
Football League Cup 1970/71, First Round |
| 19.08.1970 | | Lincoln City | – | Grimsby Town | | 2:1 |
| |
Football League Cup 1969/70, First Round |
| 13.08.1969 | | Grimsby Town | – | Doncaster Rovers | | 0:2 |
| |
Football League Cup 1968/69, Second round |
| 10.09.1968 | | Burnley | – | Grimsby Town | | 6:0 * |
| |
Football League Cup 1967/68, Second round |
| 19.09.1967 | | Bury | – | Grimsby Town | | 2:0 * |
| |
Football League Cup 1966/67, Fourth Round |
| 26.10.1966 | | Grimsby Town | – | Birmingham City | | 2:4 |
| |
Football League Cup 1965/66, Fifth Round |
| 15.12.1965 | | West Ham United | – | Grimsby Town | | 1:0 * |
| London |
Football League Cup 1964/65, Third round |
| 19.10.1964 | | Grimsby Town | – | Leicester City | | 0:5 |
| |
Football League Cup 1963/64, Second round |
| 25.09.1963 | | Grimsby Town | – | Rotherham United | | 1:3 |
| |
Football League Cup 1962/63, Second round |
| 25.09.1962 | | Barnsley | – | Grimsby Town | | 3:2 |
| |
Football League Cup 1961/62, First Round |
| 13.09.1961 | | Doncaster Rovers | – | Grimsby Town | | 3:2 |
| |
Football League Cup 1960/61, Second round |
| 26.10.1960 | | Bolton Wanderers | – | Grimsby Town | | 6:2 |
| |
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