Football League Cup 2008/09, First Round |
 | 12.08.2008 | | Walsall | – | Darlington | | 1:2 (1:1) |
| Walsall |
Football League Cup 2006/07, First Round |
| 22.08.2006 | | Stoke City | – | Darlington | | 1:2 (1:1) |
| Stoke-on-Trent |
Football League Cup 2000/01, First Round |
| 06.09.2000 | | Nottingham Forest | – | Darlington | | 1:2 (1:0) |
| Nottingham |
Football League Cup 1996/97, First Round |
| 03.09.1996 | | Rotherham United | – | Darlington | | 0:1 (0:0) |
| Rotherham |
Football League Cup 1996/97, First Round |
| 20.08.1996 | | Darlington | – | Rotherham United | | 1:0 (1:0) |
| Darlington |
Football League Cup 1991/92, First Round |
| 20.08.1991 | | Darlington | – | Huddersfield Town | | 1:0 (1:0) |
| Darlington |
Football League Cup 1990/91, Second round |
| 25.09.1990 | | Darlington | – | Swindon Town | | 3:0 |
| Darlington |
Football League Cup 1988/89, Second round |
| 27.09.1988 | | Darlington | – | Oldham Athletic | | 2:0 |
| Darlington |
Football League Cup 1988/89, First Round |
| 06.09.1988 | | Darlington | – | Doncaster Rovers | | 2:0 |
| Darlington |
Football League Cup 1987/88, First Round |
| 26.08.1987 | | Darlington | – | Grimsby Town | | 2:1 aet |
| Darlington |
Football League Cup 1985/86, First Round |
| 20.08.1985 | | Darlington | – | Scunthorpe United | | 3:2 |
| |
Football League Cup 1983/84, First Round |
| 13.09.1983 | | Darlington | – | Halifax Town | | 3:2 |
| |
Football League Cup 1983/84, First Round |
| 30.08.1983 | | Halifax Town | – | Darlington | | 0:1 |
| |
Football League Cup 1979/80, First Round |
| 11.08.1979 | | Bradford City | – | Darlington | | 0:2 |
| |
Football League Cup 1978/79, Second round |
| 05.09.1978 | | Darlington | – | Fulham | | 1:0 * |
| |
Football League Cup 1978/79, First Round |
| 12.08.1978 | | Mansfield Town | – | Darlington | | 0:1 |
| |
Football League Cup 1976/77, First Round |
| 30.08.1976 | | Halifax Town | – | Darlington | | 1:2 aet * |
| |
Football League Cup 1975/76, Second round |
| 09.09.1975 | | Darlington | – | Luton Town | | 2:1 |
| |
Football League Cup 1975/76, First Round |
| 27.08.1975 | | Sheffield Wednesday | – | Darlington | | 0:2 |
| |
Football League Cup 1973/74, First Round |
| 29.08.1973 | | Darlington | – | Bradford City | | 2:1 |
| |
Football League Cup 1970/71, First Round |
| 24.08.1970 | | Darlington | – | Doncaster Rovers | | 3:1 * |
| |
Football League Cup 1969/70, First Round |
| 13.08.1969 | | Darlington | – | York City | | 3:0 |
| |
Football League Cup 1968/69, First Round |
| 13.08.1968 | | Bradford Park Avenue | – | Darlington | | 0:3 |
| |
Football League Cup 1967/68, Fourth Round |
| 31.10.1967 | | Darlington | – | Millwall | | 2:0 |
| |
Football League Cup 1967/68, Third round |
| 11.10.1967 | | Darlington | – | Portsmouth | | 4:1 |
| |
Football League Cup 1967/68, Second round |
| 13.09.1967 | | Southend United | – | Darlington | | 1:2 |
| |
Football League Cup 1967/68, First Round |
| 23.08.1967 | | Darlington | – | York City | | 1:0 |
| |
Football League Cup 1966/67, First Round |
| 29.08.1966 | | Darlington | – | Halifax Town | | 4:0 * |
| |
Football League Cup 1965/66, Third round |
| 13.10.1965 | | Blackpool | – | Darlington | | 1:2 |
| |
Football League Cup 1965/66, Second round |
| 22.09.1965 | | Darlington | – | Swindon Town | | 2:1 |
| |
Football League Cup 1965/66, First Round |
| 01.09.1965 | | Scunthorpe United | – | Darlington | | 0:2 |
| |
Football League Cup 1964/65, First Round |
| 02.09.1964 | | Halifax Town | – | Darlington | | 1:3 |
| |
Football League Cup 1962/63, First Round |
| 05.09.1962 | | Darlington | – | Chesterfield | | 1:0 |
| |
Football League Cup 1960/61, Second round |
| 24.10.1960 | | Darlington | – | West Ham United | | 3:2 |
| |
Football League Cup 1960/61, First Round |
| 12.10.1960 | | Darlington | – | Crystal Palace | | 2:0 |
| |
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