Football League Cup 2022/23, First Round |
| 10.08.2022 | | Blackburn Rovers | | Hartlepool United | | 4:0 (1:0) |
| Blackburn |
Football League Cup 2021/22, First Round |
| 10.08.2021 | | Hartlepool United | | Crewe Alexandra | | 0:1 (0:0) |
| Hartlepool |
Football League Cup 2016/17, First Round |
| 09.08.2016 | | Preston North End | | Hartlepool | | 1:0 (0:0) |
| Preston |
Football League Cup 2015/16, Second round |
| 25.08.2015 | | Hartlepool United | | AFC Bournemouth | | 0:4 (0:3) |
| Hartlepool |
Football League Cup 2014/15, First Round |
| 12.08.2014 | | Port Vale | | Hartlepool | | 6:2 (3:1) |
| Stoke-on-Trent |
Football League Cup 2013/14, First Round |
| 06.08.2013 | | Nottingham Forest | | Hartlepool United | | 3:1 (1:0) |
| Nottingham |
Football League Cup 2012/13, First Round |
| 11.08.2012 | | Crewe Alexandra | | Hartlepool United | | 5:0 (4:0) |
| Crewe |
Football League Cup 2010/11, Second round |
| 24.08.2010 | | Hartlepool United | | Wigan Athletic | | 0:3 (0:1) |
| Hartlepool |
Football League Cup 2009/10, Second round |
| 25.08.2009 | | Hartlepool United | | Burnley | | 1:2 aet (1:0, 1:1) |
| Hartlepool |
Football League Cup 2008/09, Third round |
| 23.09.2008 | | Leeds United | | Hartlepool United | | 3:2 (1:2) |
| Leeds |
Football League Cup 2007/08, Second round |
| 28.08.2007 | | Sheffield Wednesday | | Hartlepool United | | 2:1 aet (0:0, 1:1) |
| Sheffield |
Football League Cup 2005/06, Second round |
| 20.09.2005 | | Charlton Athletic | | Hartlepool United | | 3:1 (1:1) |
| London |
Football League Cup 2004/05, Second round |
| 21.09.2004 | | Crystal Palace | | Hartlepool United | | 2:1 aet (0:0, 1:1) |
| London |
Football League Cup 2003/04, Second round |
| 23.09.2003 | | Hartlepool United | | West Bromwich Albion | | 1:2 (1:0) |
| Hartlepool |
Football League Cup 2002/03, First Round |
| 10.09.2002 | | Hartlepool United | | Tranmere Rovers | | 1:2 (0:1) |
| Hartlepool |
Football League Cup 2001/02, First Round |
| 20.08.2001 | | Hartlepool United | | Nottingham Forest | | 0:2 (0:1) |
| Hartlepool |
Football League Cup 2000/01, First Round |
| 22.08.2000 | | Burnley | | Hartlepool United | | 4:1 (0:1) |
| Burnley |
Football League Cup 1999/00, First Round |
| 24.08.1999 | | Crewe Alexandra | | Hartlepool United | | 1:0 (0:0) |
| Crewe |
Football League Cup 1998/99, First Round |
| 25.08.1998 | | Hartlepool United | | Bolton Wanderers | | 0:3 (0:0) |
| Hartlepool |
Football League Cup 1998/99, First Round |
| 11.08.1998 | | Bolton Wanderers | | Hartlepool United | | 1:0 (0:0) |
| Bolton |
Football League Cup 1997/98, First Round |
| 12.08.1997 | | Tranmere Rovers | | Hartlepool United | | 3:1 (0:1) |
| Birkenhead |
Football League Cup 1996/97, First Round |
| 03.09.1996 | | Lincoln City | | Hartlepool United | | 3:2 (2:0) |
| Lincoln |
Football League Cup 1995/96, Second round |
| 03.10.1995 | | Arsenal | | Hartlepool United | | 5:0 (2:0) |
| London |
Football League Cup 1995/96, Second round |
| 19.09.1995 | | Hartlepool United | | Arsenal | | 0:3 (0:2) |
| Hartlepool |
Football League Cup 1995/96, First Round |
| 15.08.1995 | | Scarborough | | Hartlepool United | | 1:0 (0:0) |
| Scarborough |
Football League Cup 1994/95, Second round |
| 05.10.1994 | | Arsenal | | Hartlepool United | | 2:0 (0:0) |
| London |
Football League Cup 1994/95, Second round |
| 21.09.1994 | | Hartlepool United | | Arsenal | | 0:5 (0:2) |
| Hartlepool |
Football League Cup 1994/95, First Round |
| 16.08.1994 | | Bury | | Hartlepool United | | 2:0 (1:0) |
| Bury |
Football League Cup 1993/94, Second round |
| 05.10.1993 | | Hartlepool United | | Grimsby Town | | 0:2 (0:1) |
| Hartlepool |
Football League Cup 1993/94, Second round |
| 21.09.1993 | | Grimsby Town | | Hartlepool United | | 3:0 (1:0) |
| Cleethorpes |
Football League Cup 1992/93, Second round |
| 23.09.1992 | | Sheffield Wednesday | | Hartlepool United | | 3:0 (0:0) |
| Sheffield |
Football League Cup 1991/92, Second round |
| 08.10.1991 | | Crystal Palace | | Hartlepool United | | 6:1 (2:0) |
| London |
Football League Cup 1990/91, Second round |
| 09.10.1990 | | Hartlepool United | | Tottenham Hotspur | | 1:2 |
| Hartlepool |
Football League Cup 1990/91, Second round |
| 26.09.1990 | | Tottenham Hotspur | | Hartlepool United | | 5:0 |
| London |
Football League Cup 1989/90, First Round |
| 29.08.1989 | | York City | | Hartlepool United | | 4:1 |
| York |
Football League Cup 1988/89, First Round |
| 06.09.1988 | | Sheffield United | | Hartlepool United | | 2:0 aet |
| Sheffield |
Football League Cup 1987/88, First Round |
| 26.08.1987 | | Hartlepool United | | Scunthorpe United | | 0:1 |
| Hartlepool |
Football League Cup 1987/88, First Round |
| 18.08.1987 | | Scunthorpe United | | Hartlepool United | | 3:1 |
| Scunthorpe |
Football League Cup 1986/87, First Round |
| 02.09.1986 | | Middlesbrough | | Hartlepool United | | 2:0 |
| Middlesbrough |
Football League Cup 1985/86, First Round |
| 21.08.1985 | | Derby County | | Hartlepool United | | 3:0 |
| |
Football League Cup 1984/85, First Round |
| 05.09.1984 | | Hartlepool United | | Derby County | | 0:1 |
| |
Football League Cup 1984/85, First Round |
| 29.08.1984 | | Derby County | | Hartlepool United | | 5:1 |
| |
Football League Cup 1983/84, First Round |
| 14.09.1983 | | Hartlepool United | | Rotherham United | | 0:1 |
| |
Football League Cup 1982/83, Second round |
| 06.10.1982 | | Derby County | | Hartlepool United | | 2:0 |
| |
Football League Cup 1982/83, First Round |
| 31.08.1982 | | Chesterfield | | Hartlepool United | | 2:1 |
| |
Football League Cup 1981/82, First Round |
| 01.09.1981 | | Northampton Town | | Hartlepool United | | 2:0 |
| |
Football League Cup 1980/81, First Round |
| 09.08.1980 | | York City | | Hartlepool United | | 2:1 |
| |
Football League Cup 1979/80, First Round |
| 11.08.1979 | | Chesterfield | | Hartlepool United | | 5:1 |
| |
Football League Cup 1978/79, First Round |
| 12.08.1978 | | Rotherham United | | Hartlepool United | | 5:0 |
| |
Football League Cup 1977/78, First Round |
| 16.08.1977 | | Hartlepool United | | Grimsby Town | | 1:2 |
| |
Football League Cup 1977/78, First Round |
| 13.08.1977 | | Grimsby Town | | Hartlepool United | | 3:0 |
| |
Football League Cup 1976/77, First Round |
| 18.08.1976 | | Hartlepool | | Huddersfield Town | | 1:2 |
| |
Football League Cup 1976/77, First Round |
| 14.08.1976 | | Huddersfield Town | | Hartlepool | | 2:0 |
| Huddersfield |
Football League Cup 1975/76, First Round |
| 19.08.1975 | | Halifax Town | | Hartlepool | | 4:1 |
| |
Football League Cup 1974/75, Fourth Round |
| 25.11.1974 | | Aston Villa | | Hartlepool | | 6:1 (2:0) * |
| Birmingham |
Football League Cup 1973/74, First Round |
| 29.08.1973 | | Rochdale | | Hartlepools United | | 5:3 |
| |
Football League Cup 1972/73, Second round |
| 05.09.1972 | | Coventry City | | Hartlepool United | | 1:0 |
| |
Football League Cup 1971/72, First Round |
| 23.08.1971 | | Hartlepool | | Barnsley | | 0:1 aet * |
| |
Football League Cup 1970/71, First Round |
| 19.08.1970 | | Hartlepool | | York City | | 2:3 |
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Football League Cup 1969/70, Second round |
| 03.09.1969 | | Hartlepool | | Derby County | | 1:3 |
| |
Football League Cup 1968/69, First Round |
| 14.08.1968 | | Bradford City | | Hartlepool | | 3:2 |
| |
Football League Cup 1967/68, Second round |
| 13.09.1967 | | Derby County | | Hartlepools United | | 4:0 |
| |
Football League Cup 1966/67, First Round |
| 31.08.1966 | | Hartlepools United | | Bradford Park Avenue | | 1:2 * |
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Football League Cup 1965/66, Second round |
| 22.09.1965 | | Leeds United | | Hartlepools United | | 4:2 |
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Football League Cup 1964/65, First Round |
| 02.09.1964 | | Chesterfield | | Hartlepools United | | 3:0 |
| |
Football League Cup 1963/64, First Round |
| 04.09.1963 | | Lincoln City | | Hartlepools United | | 3:2 |
| |
Football League Cup 1962/63, First Round |
| 13.09.1962 | | Barnsley | | Hartlepools United | | 2:1 * |
| |
Football League Cup 1961/62, First Round |
| 11.09.1961 | | Bristol Rovers | | Hartlepools United | | 2:1 |
| |
Football League Cup 1960/61, First Round |
| 11.10.1960 | | Oldham Athletic | | Hartlepools United | | 2:1 |
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