FA Cup 2023/24, Fourth Qualifying Round |
 | 14.10.2023 |  | Hartlepool United | – | Chester | | 0:2 (0:1) |
| Hartlepool |
FA Cup 2022/23, Third Round Proper |
| 08.01.2023 | | Hartlepool United | – | Stoke City | | 0:3 (0:2) |
| Hartlepool |
FA Cup 2021/22, Fourth Round Proper |
| 05.02.2022 | | Crystal Palace | – | Hartlepool United | | 2:0 (2:0) |
| London |
FA Cup 2020/21, First Round Proper |
| 07.11.2020 | | Salford City | – | Hartlepool United | | 2:0 aet
(0:0, 0:0) * |
| Salford |
FA Cup 2019/20, Third Round Proper |
| 04.01.2020 | | Oxford United | – | Hartlepool United | | 4:1 (0:1) |
| Oxford |
FA Cup 2018/19, First Round Proper |
| 21.11.2018 | | Hartlepool United | – | Gillingham | | 3:4 aet
(2:0, 2:2) * |
| Hartlepool |
FA Cup 2017/18, First Round Proper |
| 04.11.2017 | | Morecambe | – | Hartlepool United | | 3:0 (1:0) |
| Morecambe |
FA Cup 2016/17, Second Round Proper |
| 04.12.2016 | | Port Vale | – | Hartlepool United | | 4:0 (3:0) |
| Stoke-on-Trent |
FA Cup 2015/16, Third Round Proper |
| 09.01.2016 | | Hartlepool United | – | Derby County | | 1:2 (0:0) |
| Hartlepool |
FA Cup 2014/15, Second Round Proper |
| 05.12.2014 | | Hartlepool United | – | Blyth Spartans | | 1:2 (1:0) |
| Hartlepool |
FA Cup 2013/14, Second Round Proper |
| 17.12.2013 | | Coventry City | – | Hartlepool United | | 2:1 (1:0) * |
| Coventry |
FA Cup 2012/13, First Round Proper |
| 03.11.2012 | | Chesterfield | – | Hartlepool United | | 6:1 (3:0) |
| Chesterfield |
FA Cup 2011/12, First Round Proper |
| 12.11.2011 | | Hartlepool United | – | Stevenage | | 0:1 (0:1) |
| Hartlepool |
FA Cup 2010/11, Third Round Proper |
| 08.01.2011 | | Watford | – | Hartlepool United | | 4:1 (0:1) |
| Watford |
FA Cup 2009/10, First Round Proper |
| 07.11.2009 | | Hartlepool United | – | Kettering Town | | 0:1 (0:1) |
| Hartlepool |
FA Cup 2008/09, Fourth Round Proper |
| 24.01.2009 | | Hartlepool United | – | West Ham United | | 0:2 (0:2) |
| Hartlepool |
FA Cup 2007/08, Second Round Proper |
| 01.12.2007 | | Hereford United | – | Hartlepool United | | 2:0 (1:0) |
| Hereford |
FA Cup 2006/07, Second Round Proper |
| 02.12.2006 | | Macclesfield Town | – | Hartlepool United | | 2:1 (1:1) |
| Macclesfield |
FA Cup 2005/06, Second Round Proper |
| 03.12.2005 | | Hartlepool United | – | Tamworth | | 1:2 (0:1) |
| Hartlepool |
FA Cup 2004/05, Fourth Round Proper |
| 12.02.2005 | | Hartlepool United | – | Brentford | | 0:1 (0:0) * |
| Hartlepool |
FA Cup 2003/04, Third Round Proper |
| 03.01.2004 | | Sunderland | – | Hartlepool United | | 1:0 (0:0) |
| Sunderland |
FA Cup 2002/03, First Round Proper |
| 26.11.2002 | | Hartlepool United | – | Southend United | | 1:2 (0:0) * |
| Hartlepool |
FA Cup 2001/02, First Round Proper |
| 17.11.2001 | | Swindon Town | – | Hartlepool United | | 3:1 (2:1) |
| Swindon |
FA Cup 2000/01, First Round Proper |
| 18.11.2000 | | Scunthorpe United | – | Hartlepool United | | 3:1 (1:1) |
| Scunthorpe |
FA Cup 1999/00, Second Round Proper |
| 21.11.1999 | | Hereford United | – | Hartlepool United | | 1:0 (0:0) |
| Hereford |
FA Cup 1998/99, Second Round Proper |
| 05.12.1998 | | Fulham | – | Hartlepool United | | 4:2 (1:1) |
| London |
FA Cup 1997/98, First Round Proper |
| 15.11.1997 | | Hartlepool United | – | Macclesfield Town | | 2:4 (0:0) |
| Hartlepool |
FA Cup 1996/97, First Round Proper |
| 26.11.1996 | | York City | – | Hartlepool United | | 3:0 (2:0) * |
| York |
FA Cup 1995/96, First Round Proper |
| 11.11.1995 | | Hartlepool United | – | Darlington | | 2:4 (1:2) |
| Hartlepool |
FA Cup 1994/95, First Round Proper |
| 12.11.1994 | | Port Vale | – | Hartlepool United | | 6:0 (3:0) |
| Stoke-on-Trent |
FA Cup 1993/94, First Round Proper |
| 13.11.1993 | | Macclesfield Town | – | Hartlepool United | | 2:0 (0:0) |
| Macclesfield |
FA Cup 1992/93, Fourth Round Proper |
| 23.01.1993 | | Sheffield United | – | Hartlepool United | | 1:0 (0:0) |
| Sheffield |
FA Cup 1991/92, Third Round Proper |
| 15.01.1992 | | Hartlepool United | – | Ipswich Town | | 0:2 * |
| Hartlepool |
FA Cup 1990/91, Second Round Proper |
| 08.12.1990 | | Wigan Athletic | – | Hartlepool United | | 2:0 |
| Wigan |
FA Cup 1989/90, First Round Proper |
| 18.11.1989 | | Hartlepool United | – | Huddersfield Town | | 0:2 |
| Hartlepool |
FA Cup 1988/89, Fourth Round Proper |
| 31.01.1989 | | Bournemouth | – | Hartlepool United | | 5:2 (3:1) * |
| Bournemouth |
FA Cup 1987/88, Third Round Proper |
| 09.01.1988 | | Hartlepool United | – | Luton Town | | 1:2 (0:0) |
| Hartlepool |
FA Cup 1986/87, First Round Proper |
| 15.11.1986 |  | Wrexham | – | Hartlepool United | | 2:1 (1:1) |
| Wrexham |
FA Cup 1985/86, Second Round Proper |
| 07.12.1985 | | Hartlepool United | – | Frickley Athletic | | 0:1 |
| |
FA Cup 1984/85, Second Round Proper |
| 08.12.1984 | | Hartlepool United | – | York City | | 0:2 |
| |
FA Cup 1983/84, First Round Proper |
| 23.11.1983 | | Hartlepool United | – | Rotherham United | | 0:1 * |
| |
FA Cup 1982/83, Second Round Proper |
| 14.12.1982 | | York City | – | Hartlepool United | | 4:0 * |
| |
FA Cup 1981/82, Second Round Proper |
| 04.01.1982 | | Hull City | – | Hartlepool United | | 2:0 |
| |
FA Cup 1980/81, First Round Proper |
| 22.11.1980 | | Scunthorpe United | – | Hartlepool United | | 3:1 |
| |
FA Cup 1979/80, First Round Proper |
| 24.11.1979 | | Barnsley | – | Hartlepool United | | 5:2 |
| |
FA Cup 1978/79, Third Round Proper |
| 18.01.1979 | | Hartlepool United | – | Leeds United | | 2:6 |
| |
FA Cup 1977/78, Fourth Round Proper |
| 28.01.1978 | | Ipswich Town | – | Hartlepool United | | 4:1 |
| |
FA Cup 1976/77, First Round Proper |
| 20.11.1976 | | Chester | – | Hartlepool | | 1:0 |
| Chester |
FA Cup 1975/76, Third Round Proper |
| 03.01.1976 | | Manchester City | – | Hartlepool | | 6:0 |
| |
FA Cup 1974/75, Second Round Proper |
| 17.12.1974 | | Lincoln City | – | Hartlepool | | 1:0 * |
| |
FA Cup 1973/74, First Round Proper |
| 24.11.1973 | | Altrincham | – | Hartlepool | | 2:0 |
| |
FA Cup 1972/73, First Round Proper |
| 27.11.1972 | | Hartlepool | – | Scunthorpe United | | 1:2 * |
| |
FA Cup 1971/72, Second Round Proper |
| 11.12.1971 | | Boston United | – | Hartlepool | | 2:1 |
| |
FA Cup 1970/71, First Round Proper |
| 21.11.1970 | | Rhyl | – | Hartlepool | | 1:0 |
| |
FA Cup 1969/70, Second Round Proper |
| 06.12.1969 | | Hartlepool | – | Wrexham | | 0:1 (0:0) |
| |
FA Cup 1968/69, First Round Proper |
| 19.11.1968 | | Rotherham United | – | Hartlepool | | 3:0 * |
| |
FA Cup 1967/68, First Round Proper |
| 09.12.1967 | | Hartlepools United | – | Bury | | 2:3 |
| |
FA Cup 1966/67, First Round Proper |
| 26.11.1966 | | Shrewsbury Town | – | Hartlepools United | | 5:2 |
| |
FA Cup 1965/66, Third Round Proper |
| 24.01.1966 | | Huddersfield Town | – | Hartlepools United | | 3:1 |
| |
FA Cup 1964/65, Second Round Proper |
| 09.12.1964 | | Darlington | – | Hartlepools United | | 4:1 * |
| |
FA Cup 1963/64, First Round Proper |
| 16.11.1963 | | Hartlepools United | – | Lincoln City | | 0:1 |
| |
FA Cup 1962/63, First Round Proper |
| 03.11.1962 | | Carlisle United | – | Hartlepools United | | 2:1 |
| |
FA Cup 1961/62, Third Round Proper |
| 06.01.1962 | | Fulham | – | Hartlepools United | | 3:1 |
| |
FA Cup 1960/61, First Round Proper |
| 05.11.1960 | | Halifax Town | – | Hartlepools United | | 5:1 |
| |
FA Cup 1959/60, First Round Proper |
| 14.11.1959 | | Bury | – | Hartlepools United | | 5:0 |
| |
FA Cup 1958/59, Second Round Proper |
| 06.12.1958 | | Barrow | – | Hartlepools United | | 2:0 |
| |
FA Cup 1957/58, Second Round Proper |
| 07.12.1957 | | Stockport County | – | Hartlepools United | | 2:1 |
| |
FA Cup 1956/57, Third Round Proper |
| 05.01.1957 | | Hartlepools United | – | Manchester United | | 3:4 |
| |
FA Cup 1955/56, Third Round Proper |
| 07.01.1956 | | Hartlepools United | – | Chelsea | | 0:1 |
| |
FA Cup 1954/55, Fourth Round Proper |
| 02.02.1955 | | Nottingham Forest | – | Hartlepools United | | 2:1 * |
| |
FA Cup 1953/54, Third Round Proper |
| 09.01.1954 | | Stoke City | – | Hartlepools United | | 6:2 |
| |
FA Cup 1952/53, Second Round Proper |
| 06.12.1952 | | Tranmere Rovers | – | Hartlepools United | | 2:1 |
| |
FA Cup 1951/52, Third Round Proper |
| 12.01.1952 | | Burnley | – | Hartlepools United | | 1:0 |
| |
FA Cup 1950/51, Second Round Proper |
| 09.12.1950 | | Hartlepools United | – | Oldham Athletic | | 1:2 |
| |
FA Cup 1949/50, Second Round Proper |
| 16.12.1949 | | Norwich City | – | Hartlepools United | | 5:1 * |
| |
FA Cup 1948/49, First Round Proper |
| 27.11.1948 | | Hartlepools United | – | Chester | | 1:3 |
| |
FA Cup 1947/48, Second Round Proper |
| 20.12.1947 | | Brighton & Hove Albion | – | Hartlepools United | | 2:1 * |
| |
FA Cup 1946/47, Second Round Proper |
| 14.12.1946 | | Rochdale | – | Hartlepools United | | 6:1 |
| |
FA Cup 1945/46, First Round Proper |
| 24.11.1945 | | Hartlepools United | – | Gateshead | | 1:2 |
| |
FA Cup 1945/46, First Round Proper |
| 17.11.1945 | | Gateshead | – | Hartlepools United | | 6:2 |
| |
FA Cup 1938/39, Second Round Proper |
| 10.12.1938 | | Hartlepools United | – | Queens Park Rangers | | 0:2 |
| |
FA Cup 1937/38, Second Round Proper |
| 11.12.1937 | | Tranmere Rovers | – | Hartlepools United | | 3:1 |
| |
FA Cup 1936/37, Second Round Proper |
| 16.12.1936 | | Hartlepools United | – | Crewe Alexandra | | 1:2 * |
| |
FA Cup 1935/36, Third Round Proper |
| 14.01.1936 | | Grimsby Town | – | Hartlepools United | | 4:1 * |
| |
FA Cup 1934/35, Second Round Proper |
| 08.12.1934 | | Hartlepools United | – | Coventry City | | 0:4 |
| |
FA Cup 1933/34, Second Round Proper |
| 13.12.1933 | | Hartlepools United | – | Halifax Town | | 1:2 * |
| |
FA Cup 1932/33, Second Round Proper |
| 10.12.1932 | | Walsall | – | Hartlepools United | | 2:1 |
| |
FA Cup 1931/32, First Round Proper |
| 28.11.1931 | | Chester | – | Hartlepools United | | 4:1 |
| |
FA Cup 1930/31, First Round Proper |
| 29.11.1930 | | Hartlepools United | – | Stockport County | | 2:3 |
| |
FA Cup 1929/30, First Round Proper |
| 30.11.1929 | | Scunthorpe United | – | Hartlepools United | | 1:0 |
| |
FA Cup 1928/29, First Round Proper |
| 24.11.1928 | | Spennymoor United | – | Hartlepools United | | 5:2 |
| |
FA Cup 1927/28, First Round Proper |
| 26.11.1927 | | Halifax Town | – | Hartlepools United | | 3:0 |
| |
FA Cup 1926/27, First Round Proper |
| 27.11.1926 | | Carlisle United | – | Hartlepools United | | 6:2 |
| |
FA Cup 1925/26, First Round Proper |
| 09.12.1925 | | Hartlepools United | – | Blyth Spartans | | 1:2 * |
| |
FA Cup 1924/25, First Round Proper |
| 10.01.1925 | | Newcastle United | – | Hartlepools United | | 4:1 |
| |
