Football League Cup 2011/12, First Round |
 | 09.08.2011 |  | Hartlepool United | – | Sheffield United | | 1:1 aet
(0:1, 1:1),
pen. 3:4 |
| Hartlepool |
Football League Cup 2006/07, Second round |
| 19.09.2006 | | Hull City | – | Hartlepool United | | 0:0 aet,
pen. 3:2 |
| Kingston upon Hull |
Football League Cup 2003/04, First Round |
| 13.08.2003 | | Sheffield Wednesday | – | Hartlepool United | | 2:2 aet
(0:0, 1:1),
pen. 4:5 |
| Sheffield |
Football League Cup 1999/00, First Round |
| 10.08.1999 | | Hartlepool United | – | Crewe Alexandra | | 3:3 (1:1) |
| Hartlepool |
Football League Cup 1996/97, First Round |
| 20.08.1996 | | Hartlepool United | – | Lincoln City | | 2:2 (0:1) |
| Hartlepool |
Football League Cup 1993/94, First Round |
| 17.08.1993 | | Stockport County | – | Hartlepool United | | 1:1 (1:1) |
| Stockport |
Football League Cup 1992/93, Second round |
| 06.10.1992 | | Hartlepool United | – | Sheffield Wednesday | | 2:2 (0:1) |
| Hartlepool |
Football League Cup 1991/92, Second round |
| 25.09.1991 | | Hartlepool United | – | Crystal Palace | | 1:1 (0:1) |
| Hartlepool |
Football League Cup 1991/92, First Round |
| 27.08.1991 | | Bury | – | Hartlepool United | | 2:2 (0:0) |
| Bury |
Football League Cup 1990/91, First Round |
| 11.09.1990 | | Hartlepool United | – | Chesterfield | | 2:2 |
| Hartlepool |
Football League Cup 1989/90, First Round |
| 23.08.1989 | | Hartlepool United | – | York City | | 3:3 |
| Hartlepool |
Football League Cup 1988/89, First Round |
| 30.08.1988 | | Hartlepool United | – | Sheffield United | | 2:2 |
| Hartlepool |
Football League Cup 1986/87, First Round |
| 26.08.1986 | | Hartlepool United | – | Middlesbrough | | 1:1 |
| Hartlepool |
Football League Cup 1983/84, First Round |
| 30.08.1983 | | Rotherham United | – | Hartlepool United | | 0:0 |
| |
Football League Cup 1980/81, First Round |
| 12.08.1980 | | Hartlepool United | – | York City | | 0:0 |
| |
Football League Cup 1978/79, First Round |
| 15.08.1978 | | Hartlepool United | – | Rotherham United | | 1:1 |
| |
Football League Cup 1974/75, Fourth Round |
| 12.11.1974 | | Hartlepool | – | Aston Villa | | 1:1 (0:1) |
| Hartlepool |
Football League Cup 1974/75, Third round |
| 09.10.1974 | | Hartlepool | – | Blackburn Rovers | | 1:1 |
| |
Football League Cup 1974/75, Second round |
| 23.09.1974 | | Bournemouth | – | Hartlepool | | 1:1 aet * |
| |
Football League Cup 1974/75, Second round |
| 18.09.1974 | | Hartlepool | – | Bournemouth | | 2:2 aet * |
| |
Football League Cup 1974/75, Second round |
| 11.09.1974 | | Bournemouth | – | Hartlepool | | 1:1 |
| |
Football League Cup 1971/72, First Round |
| 18.08.1971 | | Barnsley | – | Hartlepool | | 0:0 |
| |
Football League Cup 1966/67, First Round |
| 23.08.1966 | | Bradford Park Avenue | – | Hartlepools United | | 2:2 |
| |
Football League Cup 1962/63, First Round |
| 06.09.1962 | | Hartlepools United | – | Barnsley | | 1:1 |
| |
