Football League Cup 2009/10, First Round |
 | 10.08.2009 |  | Darlington | – | Leeds United | | 0:1 (0:0) |
| Darlington |
Football League Cup 2008/09, Second round |
| 26.08.2008 | | Watford | – | Darlington | | 2:1 aet
(1:0, 1:1) |
| Watford |
Football League Cup 2007/08, First Round |
| 14.08.2007 | | Barnsley | – | Darlington | | 2:1 (0:0) |
| Barnsley |
Football League Cup 2005/06, First Round |
| 23.08.2005 | | Hartlepool United | – | Darlington | | 3:1 (1:0) |
| Hartlepool |
Football League Cup 2004/05, First Round |
| 24.08.2004 | | Darlington | – | Barnsley | | 0:2 (0:1) |
| Darlington |
Football League Cup 2003/04, Second round |
| 23.09.2003 | | Wolverhampton Wanderers | – | Darlington | | 2:0 (1:0) |
| Wolverhampton |
Football League Cup 2002/03, First Round |
| 10.09.2002 | | Huddersfield Town | – | Darlington | | 2:0 (2:0) |
| Huddersfield |
Football League Cup 2001/02, First Round |
| 20.08.2001 | | Darlington | – | Sheffield United | | 0:1 (0:0) |
| Darlington |
Football League Cup 2000/01, Second round |
| 25.09.2000 | | Bradford City | – | Darlington | | 7:2 (4:0) |
| Bradford |
Football League Cup 2000/01, Second round |
| 19.09.2000 | | Darlington | – | Bradford City | | 0:1 (0:1) |
| Darlington |
Football League Cup 1999/00, First Round |
| 24.08.1999 | | Bolton Wanderers | – | Darlington | | 5:3 (2:2) |
| Bolton |
Football League Cup 1998/99, First Round |
| 11.08.1998 | | Sheffield United | – | Darlington | | 3:1 (1:0) |
| Sheffield |
Football League Cup 1997/98, First Round |
| 26.08.1997 | | Notts County | – | Darlington | | 2:1 aet
(1:0, 1:1) |
| Nottingham |
Football League Cup 1996/97, Second round |
| 24.09.1996 | | Darlington | – | Leeds United | | 0:2 (0:2) |
| Darlington |
Football League Cup 1995/96, First Round |
| 23.08.1995 | | Crewe Alexandra | – | Darlington | | 4:0 (0:0) |
| Crewe |
Football League Cup 1993/94, First Round |
| 25.08.1993 | | Bradford City | – | Darlington | | 6:0 (2:0) |
| Bradford |
Football League Cup 1993/94, First Round |
| 17.08.1993 | | Darlington | – | Bradford City | | 1:5 (1:2) |
| Darlington |
Football League Cup 1992/93, First Round |
| 25.08.1992 | | Scunthorpe United | – | Darlington | | 2:0 (2:0) |
| Scunthorpe |
Football League Cup 1991/92, First Round |
| 28.08.1991 | | Huddersfield Town | – | Darlington | | 4:0 (1:0) |
| Huddersfield |
Football League Cup 1990/91, Second round |
| 09.10.1990 | | Swindon Town | – | Darlington | | 4:0 |
| Swindon |
Football League Cup 1988/89, Second round |
| 11.10.1988 | | Oldham Athletic | – | Darlington | | 4:0 aet |
| Oldham |
Football League Cup 1987/88, Second round |
| 06.10.1987 | | Watford | – | Darlington | | 8:0 |
| Watford |
Football League Cup 1987/88, Second round |
| 22.09.1987 | | Darlington | – | Watford | | 0:3 |
| Darlington |
Football League Cup 1987/88, First Round |
| 18.08.1987 | | Grimsby Town | – | Darlington | | 3:2 |
| Cleethorpes |
Football League Cup 1986/87, First Round |
| 02.09.1986 | | Darlington | – | Scunthorpe United | | 1:2 |
| Darlington |
Football League Cup 1986/87, First Round |
| 26.08.1986 | | Scunthorpe United | – | Darlington | | 2:0 |
| Scunthorpe |
Football League Cup 1985/86, Second round |
| 08.10.1985 | | Darlington | – | Ipswich Town | | 1:4 |
| |
Football League Cup 1985/86, Second round |
| 24.09.1985 | | Ipswich Town | – | Darlington | | 3:1 |
| |
Football League Cup 1984/85, First Round |
| 04.09.1984 | | Rotherham United | – | Darlington | | 4:0 |
| |
Football League Cup 1984/85, First Round |
| 28.08.1984 | | Darlington | – | Rotherham United | | 1:2 |
| |
Football League Cup 1983/84, Second round |
| 25.10.1983 | | Darlington | – | Sheffield Wednesday | | 2:4 |
| |
Football League Cup 1983/84, Second round |
| 04.10.1983 | | Sheffield Wednesday | – | Darlington | | 3:0 |
| |
Football League Cup 1982/83, First Round |
| 15.09.1982 | | Peterborough United | – | Darlington | | 4:2 |
| |
Football League Cup 1982/83, First Round |
| 31.08.1982 | | Darlington | – | Peterborough United | | 0:2 |
| |
Football League Cup 1981/82, First Round |
| 15.09.1981 | | Rotherham United | – | Darlington | | 2:1 |
| |
Football League Cup 1981/82, First Round |
| 01.09.1981 | | Darlington | – | Rotherham United | | 1:3 |
| |
Football League Cup 1980/81, First Round |
| 12.08.1980 | | Darlington | – | Chesterfield | | 1:2 |
| |
Football League Cup 1980/81, First Round |
| 09.08.1980 | | Chesterfield | – | Darlington | | 1:0 |
| |
Football League Cup 1979/80, First Round |
| 14.08.1979 | | Darlington | – | Bradford City | | 0:3 |
| |
Football League Cup 1978/79, Third round |
| 03.10.1978 | | Everton | – | Darlington | | 1:0 |
| Liverpool |
Football League Cup 1977/78, First Round |
| 16.08.1977 | | Scunthorpe United | – | Darlington | | 3:1 |
| |
Football League Cup 1976/77, Second round |
| 01.09.1976 | | Bury | – | Darlington | | 2:1 |
| |
Football League Cup 1975/76, Third round |
| 08.10.1975 | | West Ham United | – | Darlington | | 3:0 |
| London |
Football League Cup 1975/76, First Round |
| 19.08.1975 | | Darlington | – | Sheffield Wednesday | | 0:2 |
| |
Football League Cup 1974/75, First Round |
| 20.08.1974 | | Bradford City | – | Darlington | | 2:1 |
| |
Football League Cup 1973/74, Second round |
| 08.10.1973 | | Coventry City | – | Darlington | | 5:1 |
| |
Football League Cup 1972/73, First Round |
| 16.08.1972 | | Darlington | – | Rotherham United | | 0:1 |
| |
Football League Cup 1971/72, First Round |
| 18.08.1971 | | Darlington | – | York City | | 0:1 |
| |
Football League Cup 1970/71, Second round |
| 09.09.1970 | | Darlington | – | Fulham | | 0:4 |
| |
Football League Cup 1969/70, Second round |
| 03.09.1969 | | Darlington | – | Everton | | 0:1 |
| |
Football League Cup 1968/69, Second round |
| 04.09.1968 | | Darlington | – | Leicester City | | 1:2 |
| |
Football League Cup 1967/68, Fifth Round |
| 29.11.1967 | | Derby County | – | Darlington | | 5:4 |
| |
Football League Cup 1966/67, Second round |
| 19.09.1966 | | Doncaster Rovers | – | Darlington | | 2:0 * |
| |
Football League Cup 1965/66, Fourth Round |
| 03.11.1965 | | Ipswich Town | – | Darlington | | 2:0 |
| |
Football League Cup 1964/65, Second round |
| 23.09.1964 | | Bury | – | Darlington | | 1:0 |
| |
Football League Cup 1963/64, First Round |
| 11.09.1963 | | Barnsley | – | Darlington | | 6:2 * |
| |
Football League Cup 1962/63, Second round |
| 25.09.1962 | | Swindon Town | – | Darlington | | 4:0 |
| |
Football League Cup 1961/62, First Round |
| 11.09.1961 | | Darlington | – | Rotherham United | | 0:1 |
| |
Football League Cup 1960/61, Third round |
| 14.11.1960 | | Darlington | – | Bolton Wanderers | | 1:2 |
| |
