FA Cup 2023/24, Third Qualifying Round |
 | 30.09.2023 | | Darlington | – | Scarborough Athletic | | 1:2 (0:1) |
| Darlington |
FA Cup 2022/23, Third Qualifying Round |
| 01.10.2022 | | Hyde | – | Darlington | | 1:0 (0:0) |
| Hyde |
FA Cup 2021/22, Second qualifying round |
| 21.09.2021 | | Chester | – | Darlington | | 1:0 (0:0) * |
| Chester |
FA Cup 2020/21, Second Round Proper |
| 29.11.2020 | | Bristol Rovers | – | Darlington | | 6:0 (4:0) * |
| Bristol |
FA Cup 2019/20, First Round Proper |
| 20.11.2019 | | Darlington | – | Walsall | | 0:1 (0:0) * |
| Darlington |
FA Cup 2018/19, Second Qualifying Round |
| 22.09.2018 | | Darlington | – | Bradford Park Avenue | | 0:1 (0:1) |
| Darlington |
FA Cup 2017/18, Second Qualifying Round |
| 16.09.2017 | | Darlington | – | South Shields | | 0:3 (0:2) |
| Darlington |
FA Cup 2016/17, Second Qualifying Round |
| 17.09.2016 | | Lancaster City | – | Darlington 1883 | | 2:1 |
| Lancaster |
FA Cup 2015/16, First Qualifying Round |
| 12.09.2015 | | Darlington 1883 | – | Hyde United | | 1:3 (1:1) |
| Bishop Auckland |
FA Cup 2014/15, First Qualifying Round |
| 16.09.2014 | | Blyth Spartans | – | Darlington 1883 | | 3:0 (0:0) * |
| Blyth |
FA Cup 2011/12, Fourth Qualifying Round |
| 01.11.2011 | | Hinckley United | – | Darlington | | 3:0 (1:0) * |
| Hinckley Middlefield Lane |
FA Cup 2010/11, Second Round Proper |
| 27.11.2010 | | Darlington | – | York City | | 0:2 (0:1) |
| Darlington |
FA Cup 2009/10, First Round Proper |
| 07.11.2009 | | Barnet | – | Darlington | | 3:1 (1:0) |
| London |
FA Cup 2008/09, First Round Proper |
| 18.11.2008 | | Droylsden | – | Darlington | | 1:0 (1:0) * |
| Droylsden |
FA Cup 2007/08, First Round Proper |
| 20.11.2007 | | Northampton Town | – | Darlington | | 2:1 (2:0) * |
| Northampton |
FA Cup 2006/07, Second Round Proper |
| 02.12.2006 | | Darlington | – | Swansea City | | 1:3 (1:1) |
| Darlington |
FA Cup 2005/06, First Round Proper |
| 05.11.2005 | | Barnsley | – | Darlington | | 1:0 (1:0) |
| Barnsley |
FA Cup 2004/05, First Round Proper |
| 23.11.2004 | | Yeovil Town | – | Darlington | | 1:0 (0:0) * |
| Yeovil |
FA Cup 2003/04, First Round Proper |
| 09.11.2003 | | Hornchurch | – | Darlington | | 2:0 (1:0) |
| |
FA Cup 2002/03, Third Round Proper |
| 04.01.2003 | | Darlington | – | Farnborough Town | | 2:3 (2:2) |
| Darlington |
FA Cup 2001/02, Third Round Proper |
| 21.01.2002 | | Peterborough United | – | Darlington | | 2:0 (0:0) * |
| Peterborough |
FA Cup 2000/01, Second Round Proper |
| 19.12.2000 | | Luton Town | – | Darlington | | 2:0 (0:0) * |
| Luton |
FA Cup 1999/00, Third Round Proper |
| 11.12.1999 | | Aston Villa | – | Darlington | | 2:1 (1:0) |
| Birmingham |
FA Cup 1998/99, Second Round Proper |
| 15.12.1998 | | Manchester City | – | Darlington | | 1:0 aet
(0:0) * |
| Manchester |
FA Cup 1997/98, Third Round Proper |
| 14.01.1998 | | Darlington | – | Wolverhampton Wanderers | | 0:4 (0:1) |
| Darlington |
FA Cup 1996/97, Second Round Proper |
| 07.12.1996 | | Carlisle United | – | Darlington | | 1:0 (0:0) |
| Carlisle |
FA Cup 1995/96, Second Round Proper |
| 12.12.1995 | | Darlington | – | Rochdale | | 0:1 (0:0) * |
| Darlington |
FA Cup 1994/95, Second Round Proper |
| 04.12.1994 | | Carlisle United | – | Darlington | | 2:0 (0:0) |
| Carlisle |
FA Cup 1993/94, First Round Proper |
| 13.11.1993 | | Crewe Alexandra | – | Darlington | | 4:2 (2:2) |
| Crewe |
FA Cup 1992/93, First Round Proper |
| 14.11.1992 | | Darlington | – | Hull City | | 1:2 (1:0) |
| Darlington |
FA Cup 1991/92, Second Round Proper |
| 17.12.1991 | | Darlington | – | Hartlepool United | | 1:2 |
| Darlington |
FA Cup 1990/91, First Round Proper |
| 19.11.1990 | | York City | – | Darlington | | 1:0 * |
| York |
FA Cup 1989/90, Third Round Proper |
| 09.01.1990 | | Darlington | – | Cambridge United | | 1:3 * |
| Darlington |
FA Cup 1988/89, First Round Proper |
| 19.11.1988 | | Darlington | – | Notts County | | 1:2 (0:1) |
| Darlington |
FA Cup 1987/88, First Round Proper |
| 14.11.1987 | | Sunderland | – | Darlington | | 2:0 (1:0) |
| Sunderland |
FA Cup 1986/87, Second Round Proper |
| 06.12.1986 | | Darlington | – | Wigan Athletic | | 0:5 (0:1) |
| Darlington |
FA Cup 1985/86, First Round Proper |
| 16.11.1985 | | Rochdale | – | Darlington | | 2:1 |
| |
FA Cup 1984/85, Fourth Round Proper |
| 04.02.1985 | | Telford United | – | Darlington | | 3:0 * |
| |
FA Cup 1983/84, Fourth Round Proper |
| 28.01.1984 | | Plymouth Argyle | – | Darlington | | 2:1 |
| |
FA Cup 1982/83, First Round Proper |
| 20.11.1982 | | Darlington | – | Scunthorpe United | | 0:1 |
| |
FA Cup 1981/82, First Round Proper |
| 24.11.1981 | | Carlisle United | – | Darlington | | 3:1 * |
| |
FA Cup 1980/81, First Round Proper |
| 22.11.1980 | | Darlington | – | Bury | | 0:2 |
| |
FA Cup 1979/80, Second Round Proper |
| 15.12.1979 | | Darlington | – | Bradford City | | 0:1 |
| |
FA Cup 1978/79, Third Round Proper |
| 09.01.1979 | | Darlington | – | Colchester United | | 0:1 |
| |
FA Cup 1977/78, First Round Proper |
| 26.11.1977 | | Chester | – | Darlington | | 4:1 |
| |
FA Cup 1976/77, Third Round Proper |
| 17.01.1977 | | Darlington | – | Orient | | 0:3 * |
| Darlington |
FA Cup 1975/76, First Round Proper |
| 26.11.1975 | | Chester | – | Darlington | | 2:0 * |
| |
FA Cup 1974/75, Second Round Proper |
| 14.12.1974 | | Blackburn Rovers | – | Darlington | | 1:0 |
| |
FA Cup 1973/74, First Round Proper |
| 24.11.1973 | | Scunthorpe United | – | Darlington | | 1:0 |
| |
FA Cup 1972/73, First Round Proper |
| 22.11.1972 | | Wrexham | – | Darlington | | 5:0 * |
| |
FA Cup 1971/72, Second Round Proper |
| 11.12.1971 | | Port Vale | – | Darlington | | 1:0 |
| |
FA Cup 1970/71, Second Round Proper |
| 12.12.1970 | | Darlington | – | Rochdale | | 0:2 |
| |
FA Cup 1969/70, First Round Proper |
| 18.11.1969 | | Barnsley | – | Darlington | | 2:0 (1:0) * |
| |
FA Cup 1968/69, Second Round Proper |
| 10.12.1968 | | Barnsley | – | Darlington | | 1:0 * |
| |
FA Cup 1967/68, First Round Proper |
| 13.12.1967 | | Shrewsbury Town | – | Darlington | | 3:0 |
| |
FA Cup 1966/67, Second Round Proper |
| 07.01.1967 | | Crewe Alexandra | – | Darlington | | 2:1 |
| |
FA Cup 1965/66, Second Round Proper |
| 04.12.1965 | | Darlington | – | Oldham Athletic | | 0:1 |
| |
FA Cup 1964/65, Third Round Proper |
| 09.01.1965 | | Darlington | – | Arsenal | | 0:2 |
| |
FA Cup 1963/64, First Round Proper |
| 16.11.1963 | | Darlington | – | Gateshead | | 1:4 |
| |
FA Cup 1962/63, First Round Proper |
| 07.11.1962 | | Darlington | – | Lincoln City | | 1:2 * |
| |
FA Cup 1961/62, First Round Proper |
| 04.11.1961 | | Darlington | – | Carlisle United | | 0:4 |
| |
FA Cup 1960/61, Second Round Proper |
| 15.12.1960 | | Darlington | – | Hull City | | 0:3 * |
| |
FA Cup 1959/60, Second Round Proper |
| 05.12.1959 | | Doncaster Rovers | – | Darlington | | 3:2 |
| |
FA Cup 1958/59, Third Round Proper |
| 10.01.1959 | | Accrington Stanley | – | Darlington | | 3:0 |
| |
FA Cup 1957/58, Fifth Round Proper |
| 15.02.1958 | | Wolverhampton Wanderers | – | Darlington | | 6:1 |
| |
FA Cup 1956/57, Second Round Proper |
| 08.12.1956 | | Carlisle United | – | Darlington | | 2:1 |
| |
FA Cup 1955/56, Second Round Proper |
| 10.12.1955 | | Darlington | – | Accrington Stanley | | 0:1 |
| |
FA Cup 1954/55, Third Round Proper |
| 17.01.1955 | | Hartlepools United | – | Darlington | | 2:0 * |
| |
FA Cup 1953/54, First Round Proper |
| 21.11.1953 | | Darlington | – | Port Vale | | 1:3 |
| |
FA Cup 1952/53, First Round Proper |
| 22.11.1952 | | Darlington | – | Grimsby Town | | 2:3 |
| |
FA Cup 1951/52, First Round Proper |
| 24.11.1951 | | Grimsby Town | – | Darlington | | 4:0 |
| |
FA Cup 1950/51, First Round Proper |
| 25.11.1950 | | Darlington | – | Rotherham United | | 2:7 |
| |
FA Cup 1949/50, First Round Proper |
| 30.11.1949 | | Crewe Alexandra | – | Darlington | | 1:0 * |
| |
FA Cup 1948/49, Third Round Proper |
| 08.01.1949 | | Rotherham United | – | Darlington | | 4:2 |
| |
FA Cup 1947/48, First Round Proper |
| 29.11.1947 | | Hartlepools United | – | Darlington | | 1:0 |
| |
FA Cup 1946/47, Second Round Proper |
| 14.12.1946 | | Darlington | – | Hull City | | 1:2 |
| |
FA Cup 1945/46, Second Round Proper |
| 15.12.1945 | | Darlington | – | Gateshead | | 2:4 |
| |
FA Cup 1938/39, Second Round Proper |
| 10.12.1938 | | Chelmsford City | – | Darlington | | 3:1 |
| |
FA Cup 1937/38, First Round Proper |
| 27.11.1937 | | Darlington | – | Scarborough | | 0:2 |
| |
FA Cup 1936/37, Fourth Round Proper |
| 30.01.1937 | | West Bromwich Albion | – | Darlington | | 3:2 |
| |
FA Cup 1935/36, Third Round Proper |
| 11.01.1936 | | Darlington | – | Bury | | 2:3 |
| |
FA Cup 1934/35, Second Round Proper |
| 08.12.1934 | | Stockport County | – | Darlington | | 3:2 |
| |
FA Cup 1933/34, First Round Proper |
| 25.11.1933 | | Chester | – | Darlington | | 6:1 |
| |
FA Cup 1932/33, Fourth Round Proper |
| 28.01.1933 | | Darlington | – | Chesterfield | | 0:2 |
| |
FA Cup 1931/32, Third Round Proper |
| 14.01.1932 | | Northampton Town | – | Darlington | | 2:0 * |
| |
FA Cup 1930/31, First Round Proper |
| 29.11.1930 | | Southport | – | Darlington | | 4:2 |
| |
FA Cup 1929/30, First Round Proper |
| 30.11.1929 | | Caernarvon Athletic | – | Darlington | | 4:2 |
| |
FA Cup 1928/29, Third Round Proper |
| 12.01.1929 | | Darlington | – | Bury | | 2:6 |
| |
FA Cup 1927/28, Third Round Proper |
| 14.01.1928 | | Liverpool | – | Darlington | | 1:0 |
| |
FA Cup 1926/27, Fourth Round Proper |
| 29.01.1927 | | Darlington | – | Cardiff City | | 0:2 |
| |
FA Cup 1925/26, Second Round Proper |
| 12.12.1925 | | New Brighton | – | Darlington | | 2:0 |
| |
FA Cup 1924/25, First Round Proper |
| 19.01.1925 | | Cardiff City | – | Darlington | | 2:0 * |
| |
FA Cup 1923/24, First Round Proper |
| 12.01.1924 | | Wolverhampton Wanderers | – | Darlington | | 3:1 |
| |
FA Cup 1921/22, First Round Proper |
| 07.01.1922 | | Manchester City | – | Darlington | | 3:1 |
| |
FA Cup 1920/21, First Round Proper |
| 12.01.1921 | | Blackpool | – | Darlington | | 2:1 * |
| |
FA Cup 1919/20, Second Round Proper |
| 31.01.1920 | | Birmingham | – | Darlington | | 4:0 |
| |
FA Cup 1914/15, First Round Proper |
| 09.01.1915 | | Darlington | – | Bradford City | | 0:1 |
| |
FA Cup 1911/12, Second Round Proper |
| 08.02.1912 | | Northampton Town | – | Darlington | | 2:0 * |
| |
FA Cup 1910/11, Third Round Proper |
| 25.02.1911 | | Darlington | – | Swindon Town | | 0:3 |
| |
FA Cup 1887/88, Third Round |
| 26.11.1887 | | Darlington | – | Shankhouse | | 0:2 |
| |
FA Cup 1886/87, First Round |
| 30.10.1886 | | Horncastle | – | Darlington | | 2:0 |
| |
FA Cup 1885/86, Second Round |
| 21.11.1885 | | Grimsby Town | – | Darlington | | 8:0 |
| |
FA Cup 1885/86, First Round |
| | | Darlington | – | Walsall Swifts | | -:- * |
| |
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