Football League Cup 2006/07, Second round |
| 19.09.2006 | | Reading | | Darlington | | 3:3 aet (2:2, 3:3), pen. 4:2 |
| Reading |
Football League Cup 2003/04, First Round |
| 12.08.2003 | | Bradford | | Darlington | | 0:0 aet, pen. 3:5 |
| Bradford |
Football League Cup 2000/01, First Round |
| 22.08.2000 | | Darlington | | Nottingham Forest | | 2:2 (1:1) |
| Darlington |
Football League Cup 1999/00, First Round |
| 10.08.1999 | | Darlington | | Bolton Wanderers | | 1:1 (1:0) |
| Darlington |
Football League Cup 1998/99, First Round |
| 18.08.1998 | | Darlington | | Sheffield United | | 2:2 aet (0:0, 2:0) |
| Darlington |
Football League Cup 1997/98, First Round |
| 12.08.1997 | | Darlington | | Notts County | | 1:1 (1:1) |
| Darlington |
Football League Cup 1996/97, Second round |
| 18.09.1996 | | Leeds United | | Darlington | | 2:2 (1:1) |
| Leeds |
Football League Cup 1995/96, First Round |
| 05.09.1995 | | Darlington | | Crewe Alexandra | | 1:1 (0:0) |
| Darlington |
Football League Cup 1994/95, First Round |
| 23.08.1994 | | Barnsley | | Darlington | | 0:0 aet |
| Barnsley |
Football League Cup 1994/95, First Round |
| 17.08.1994 | | Darlington | | Barnsley | | 2:2 (0:2) |
| Darlington |
Football League Cup 1992/93, First Round |
| 18.08.1992 | | Darlington | | Scunthorpe United | | 1:1 (0:0) |
| Darlington |
Football League Cup 1990/91, First Round |
| 04.09.1990 | | Blackpool | | Darlington | | 1:1 aet |
| Blackpool |
Football League Cup 1990/91, First Round |
| 28.08.1990 | | Darlington | | Blackpool | | 0:0 |
| Darlington |
Football League Cup 1988/89, First Round |
| 30.08.1988 | | Doncaster Rovers | | Darlington | | 1:1 |
| Doncaster |
Football League Cup 1985/86, First Round |
| 10.09.1985 | | Scunthorpe United | | Darlington | | 0:0 |
| |
Football League Cup 1978/79, Second round |
| 29.08.1978 | | Fulham | | Darlington | | 2:2 |
| |
Football League Cup 1978/79, First Round |
| 15.08.1978 | | Darlington | | Mansfield Town | | 2:2 |
| |
Football League Cup 1977/78, First Round |
| 13.08.1977 | | Darlington | | Scunthorpe United | | 0:0 |
| |
Football League Cup 1976/77, First Round |
| 18.08.1976 | | Darlington | | Halifax Town | | 1:1 |
| |
Football League Cup 1976/77, First Round |
| 14.08.1976 | | Halifax Town | | Darlington | | 0:0 |
| |
Football League Cup 1975/76, First Round |
| 03.09.1975 | | Sheffield Wednesday | | Darlington | | 0:0 aet, pen. 3:5 * |
| |
Football League Cup 1970/71, First Round |
| 19.08.1970 | | Doncaster Rovers | | Darlington | | 1:1 |
| |
Football League Cup 1966/67, Second round |
| 14.09.1966 | | Darlington | | Doncaster Rovers | | 1:1 |
| |
Football League Cup 1966/67, First Round |
| 23.08.1966 | | Halifax Town | | Darlington | | 0:0 |
| |
Football League Cup 1963/64, First Round |
| 04.09.1963 | | Darlington | | Barnsley | | 2:2 |
| |