Football League Cup 2015/16, First Round |
 | 11.08.2015 |  | Fleetwood Town | – | Hartlepool United | | 0:1 (0:0) |
| Fleetwood |
Football League Cup 2010/11, First Round |
| 11.08.2010 | | Hartlepool United | – | Sheffield United | | 2:0 (1:0) |
| Hartlepool |
Football League Cup 2009/10, First Round |
| 12.08.2009 | | Coventry City | – | Hartlepool United | | 0:1 aet
(0:0) |
| Coventry |
Football League Cup 2008/09, Second round |
| 26.08.2008 | | Hartlepool United | – | West Bromwich Albion | | 3:1 aet
(0:0, 1:1) |
| Hartlepool |
Football League Cup 2008/09, First Round |
| 12.08.2008 | | Hartlepool United | – | Scunthorpe United | | 3:0 (0:0) |
| Hartlepool |
Football League Cup 2007/08, First Round |
| 14.08.2007 | | Scunthorpe United | – | Hartlepool United | | 1:2 (0:0) |
| Scunthorpe |
Football League Cup 2006/07, First Round |
| 22.08.2006 | | Burnley | – | Hartlepool United | | 0:1 (0:0) |
| Burnley |
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 | | Hartlepool | – | Macclesfield Town | | 2:1 (0:0) |
| Hartlepool |
Football League Cup 2000/01, First Round |
| 05.09.2000 | | Hartlepool United | – | Burnley | | 3:2 (2:1) |
| Hartlepool |
Football League Cup 1997/98, First Round |
| 26.08.1997 | | Hartlepool United | – | Tranmere Rovers | | 2:1 (1:1) |
| Hartlepool |
Football League Cup 1995/96, First Round |
| 22.08.1995 | | Hartlepool United | – | Scarborough | | 1:0 aet,
pen. 7:6 |
| Hartlepool |
Football League Cup 1994/95, First Round |
| 23.08.1994 | | Hartlepool United | – | Bury | | 5:1 aet |
| Hartlepool |
Football League Cup 1993/94, First Round |
| 24.08.1993 | | Hartlepool United | – | Stockport County | | 2:1 (0:1) |
| Hartlepool |
Football League Cup 1992/93, First Round |
| 25.08.1992 | | Hartlepool United | – | Halifax Town | | 3:2 (2:2) |
| Hartlepool |
Football League Cup 1992/93, First Round |
| 18.08.1992 | | Halifax Town | – | Hartlepool United | | 1:2 (0:1) |
| Halifax |
Football League Cup 1991/92, First Round |
| 20.08.1991 | | Hartlepool United | – | Bury | | 1:0 (1:0) |
| Hartlepool |
Football League Cup 1990/91, First Round |
| 28.08.1990 | | Chesterfield | – | Hartlepool United | | 1:2 |
| Chesterfield |
Football League Cup 1985/86, First Round |
| 04.09.1985 | | Hartlepool United | – | Derby County | | 2:0 |
| |
Football League Cup 1982/83, Second round |
| 12.10.1982 | | Hartlepool United | – | Derby County | | 4:2 aet |
| |
Football League Cup 1982/83, First Round |
| 15.09.1982 | | Hartlepool United | – | Chesterfield | | 2:0 aet |
| |
Football League Cup 1981/82, First Round |
| 16.09.1981 | | Hartlepool United | – | Northampton Town | | 2:1 |
| |
Football League Cup 1979/80, First Round |
| 14.08.1979 | | Hartlepool United | – | Chesterfield | | 2:1 |
| |
Football League Cup 1975/76, First Round |
| 25.08.1975 | | Hartlepool | – | Halifax Town | | 2:1 |
| |
Football League Cup 1974/75, Third round |
| 16.10.1974 | | Blackburn Rovers | – | Hartlepool | | 1:2 * |
| |
Football League Cup 1974/75, Second round |
| 26.09.1974 | | Hartlepool | – | Bournemouth | | 1:0 * |
| |
Football League Cup 1974/75, First Round |
| 21.08.1974 | | Workington | – | Hartlepool | | 1:2 |
| |
Football League Cup 1972/73, First Round |
| 16.08.1972 | | Hartlepool United | – | Doncaster Rovers | | 1:0 |
| |
Football League Cup 1969/70, First Round |
| 12.08.1969 | | Scunthorpe United | – | Hartlepool | | 0:2 |
| |
Football League Cup 1967/68, First Round |
| 23.08.1967 | | Hartlepools United | – | Bradford City | | 2:0 |
| |
Football League Cup 1965/66, First Round |
| 01.09.1965 | | Hartlepools United | – | Bradford City | | 1:0 |
| |
