Football League Cup 2022/23, First Round |
 | 09.08.2022 |  | Grimsby Town | – | Crewe Alexandra | | 4:0 (2:0) |
| Cleethorpes |
Football League Cup 2019/20, First Round |
| 13.08.2019 | | Grimsby Town | – | Doncaster Rovers | | 1:0 (1:0) |
| Cleethorpes |
Football League Cup 2008/09, First Round |
| 12.08.2008 | | Grimsby Town | – | Tranmere Rovers | | 2:0 (1:0) |
| Cleethorpes |
Football League Cup 2005/06, Second round |
| 20.09.2005 | | Grimsby Town | – | Tottenham Hotspur | | 1:0 (0:0) |
| Cleethorpes |
Football League Cup 2005/06, First Round |
| 24.08.2005 | | Derby County | – | Grimsby Town | | 0:1 (0:1) |
| Derby |
Football League Cup 2004/05, First Round |
| 24.08.2004 | | Grimsby Town | – | Wigan Athletic | | 1:0 (1:0) |
| Cleethorpes |
Football League Cup 2001/02, Third round |
| 09.10.2001 | | Liverpool | – | Grimsby Town | | 1:2 aet
(0:0) |
| Liverpool |
Football League Cup 2001/02, First Round |
| 21.08.2001 | | Grimsby Town | – | Lincoln City | | 2:1 (0:1) |
| Cleethorpes |
Football League Cup 2000/01, Second round |
| 26.09.2000 | | Grimsby Town | – | Wolverhampton Wanderers | | 3:2 (1:2) |
| Cleethorpes |
Football League Cup 2000/01, First Round |
| 22.08.2000 | | Grimsby Town | – | Carlisle United | | 2:0 (2:0) |
| Cleethorpes |
Football League Cup 1999/00, Second round |
| 14.09.1999 | | Grimsby Town | – | Leyton Orient | | 4:1 (2:1) |
| Cleethorpes |
Football League Cup 1999/00, First Round |
| 24.08.1999 | | Grimsby Town | – | Carlisle United | | 6:0 (3:0) |
| Cleethorpes |
Football League Cup 1998/99, Second round |
| 22.09.1998 | | Grimsby Town | – | Sheffield United | | 2:0 aet
(0:0, 1:0) |
| Cleethorpes |
Football League Cup 1997/98, Third round |
| 14.10.1997 | | Grimsby Town | – | Leicester City | | 3:1 (0:1) |
| Cleethorpes |
Football League Cup 1997/98, Second round |
| 17.09.1997 | | Grimsby Town | – | Sheffield Wednesday | | 2:0 (1:0) |
| Cleethorpes |
Football League Cup 1997/98, First Round |
| 26.08.1997 | | Grimsby Town | – | Oldham Athletic | | 5:0 (3:0) |
| Cleethorpes |
Football League Cup 1996/97, First Round |
| 20.08.1996 | | Oldham Athletic | – | Grimsby Town | | 0:1 (0:1) |
| Oldham |
Football League Cup 1993/94, Second round |
| 05.10.1993 | | Hartlepool United | – | Grimsby Town | | 0:2 (0:1) |
| Hartlepool |
Football League Cup 1993/94, Second round |
| 21.09.1993 | | Grimsby Town | – | Hartlepool United | | 3:0 (1:0) |
| Cleethorpes |
Football League Cup 1992/93, Second round |
| 06.10.1992 | | Grimsby Town | – | Queens Park Rangers | | 2:1 aet,
pen. 5:6 |
| Cleethorpes |
Football League Cup 1991/92, First Round |
| 27.08.1991 | | Grimsby Town | – | Rotherham United | | 1:0 (1:0) |
| Cleethorpes |
Football League Cup 1991/92, First Round |
| 20.08.1991 | | Rotherham United | – | Grimsby Town | | 1:3 (0:2) |
| Rotherham |
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 | | Grimsby Town | – | Coventry City | | 3:1 |
| Cleethorpes |
Football League Cup 1989/90, First Round |
| 29.08.1989 | | Grimsby Town | – | Hull City | | 2:0 aet |
| Cleethorpes |
Football League Cup 1987/88, First Round |
| 18.08.1987 | | Grimsby Town | – | Darlington | | 3:2 |
| Cleethorpes |
Football League Cup 1986/87, First Round |
| 09.09.1986 | | Grimsby Town | – | Carlisle United | | 2:0 |
| Cleethorpes |
Football League Cup 1985/86, Second round |
| 08.10.1985 | | York City | – | Grimsby Town | | 2:3 |
| |
Football League Cup 1984/85, Fourth Round |
| 20.11.1984 | | Everton | – | Grimsby Town | | 0:1 |
| Liverpool |
Football League Cup 1984/85, Third round |
| 06.11.1984 | | Grimsby Town | – | Rotherham United | | 6:1 * |
| |
Football League Cup 1984/85, Second round |
| 25.09.1984 | | Grimsby Town | – | Barnsley | | 3:0 |
| |
Football League Cup 1983/84, First Round |
| 13.09.1983 | | Grimsby Town | – | York City | | 2:0 aet |
| |
Football League Cup 1982/83, First Round |
| 31.08.1982 | | Scunthorpe United | – | Grimsby Town | | 1:2 |
| |
Football League Cup 1981/82, Second round |
| 06.10.1981 | | Grimsby Town | – | Watford | | 1:0 |
| |
Football League Cup 1980/81, First Round |
| 09.08.1980 | | Grimsby Town | – | Notts County | | 1:0 |
| |
Football League Cup 1979/80, Fourth Round |
| 30.10.1979 | | Grimsby Town | – | Everton | | 2:1 |
| |
Football League Cup 1979/80, Third round |
| 25.09.1979 | | Grimsby Town | – | Notts County | | 3:1 |
| |
Football League Cup 1979/80, Second round |
| 04.09.1979 | | Huddersfield Town | – | Grimsby Town | | 1:4 |
| Huddersfield |
Football League Cup 1979/80, Second round |
| 28.08.1979 | | Grimsby Town | – | Huddersfield Town | | 1:0 |
| |
Football League Cup 1979/80, First Round |
| 11.08.1979 | | Grimsby Town | – | Scunthorpe United | | 2:0 |
| |
Football League Cup 1978/79, First Round |
| 15.08.1978 | | York City | – | Grimsby Town | | 0:3 |
| |
Football League Cup 1978/79, First Round |
| 12.08.1978 | | Grimsby Town | – | York City | | 2:0 |
| |
Football League Cup 1977/78, First Round |
| 16.08.1977 | | Hartlepool United | – | Grimsby Town | | 1:2 |
| |
Football League Cup 1977/78, First Round |
| 13.08.1977 | | Grimsby Town | – | Hartlepool United | | 3:0 |
| |
Football League Cup 1973/74, First Round |
| 28.08.1973 | | Grimsby Town | – | Northampton Town | | 2:1 |
| |
Football League Cup 1972/73, First Round |
| 22.08.1972 | | Grimsby Town | – | Barnsley | | 2:0 * |
| |
Football League Cup 1971/72, Third round |
| 12.10.1971 | | Grimsby Town | – | Gillingham | | 1:0 * |
| |
Football League Cup 1971/72, Second round |
| 07.09.1971 | | Grimsby Town | – | Shrewsbury Town | | 2:1 |
| |
Football League Cup 1971/72, First Round |
| 17.08.1971 | | Grimsby Town | – | Doncaster Rovers | | 4:3 |
| |
Football League Cup 1968/69, First Round |
| 21.08.1968 | | Notts County | – | Grimsby Town | | 0:1 * |
| |
Football League Cup 1967/68, First Round |
| 23.08.1967 | | Grimsby Town | – | Chesterfield | | 1:0 |
| |
Football League Cup 1966/67, Third round |
| 05.10.1966 | | Grimsby Town | – | Workington | | 3:0 |
| |
Football League Cup 1966/67, Second round |
| 21.09.1966 | | Grimsby Town | – | Bradford Park Avenue | | 3:1 * |
| |
Football League Cup 1966/67, First Round |
| 24.08.1966 | | Barnsley | – | Grimsby Town | | 1:2 |
| |
Football League Cup 1965/66, Fourth Round |
| 03.11.1965 | | Grimsby Town | – | Preston North End | | 4:0 |
| |
Football League Cup 1965/66, Third round |
| 13.10.1965 | | Grimsby Town | – | Bolton Wanderers | | 4:2 |
| |
Football League Cup 1965/66, Second round |
| 22.09.1965 | | Crystal Palace | – | Grimsby Town | | 0:1 |
| |
Football League Cup 1964/65, Second round |
| 23.09.1964 | | Grimsby Town | – | Oldham Athletic | | 3:1 |
| |
