FA Cup 2023/24, Second Qualifying Round |
 | 15.09.2023 |  | Darlington | – | Workington | | 3:1 (1:1) |
| Darlington |
FA Cup 2022/23, Second Qualifying Round |
| 17.09.2022 | | Darlington | – | Southport | | 3:2 (1:2) |
| Darlington |
FA Cup 2020/21, First Round Proper |
| 07.11.2020 | | Swindon Town | – | Darlington | | 1:2 (1:1) * |
| Swindon |
FA Cup 2020/21, Fourth Qualifying Round |
| 24.10.2020 | | Darlington | – | Cambridge City | | 2:0 |
| Darlington |
FA Cup 2020/21, Third Qualifying Round |
| 13.10.2020 | | Darlington | – | Tadcaster Albion | | 6:1 |
| Darlington |
FA Cup 2019/20, Fourth Qualifying Round |
| 19.10.2019 | | Tamworth | – | Darlington | | 0:3 (0:2) |
| Tamworth |
FA Cup 2019/20, Third Qualifying Round |
| 05.10.2019 | | Leamington | – | Darlington | | 0:2 (0:0) |
| Royal Leamington Spa |
FA Cup 2019/20, Second Qualifying Round |
| 21.09.2019 | | Trafford | – | Darlington | | 1:3 (0:1) |
| Flixton |
FA Cup 2014/15, Preliminary Round |
| 03.09.2014 | | Darlington 1883 | – | West Auckland Town | | 3:1 (0:1) * |
| Darlington |
FA Cup 2010/11, First Round Proper |
| 06.11.2010 | | Darlington | – | Bristol Rovers | | 2:1 (1:1) |
| Darlington |
FA Cup 2010/11, Fourth Qualifying Round |
| 23.10.2010 | | Mossley | – | Darlington | | 2:6 |
| Mossley |
FA Cup 2006/07, First Round Proper |
| 11.11.2006 | | Lewes | – | Darlington | | 1:4 (0:1) |
| Lewes |
FA Cup 2002/03, Second Round Proper |
| 07.12.2002 | | Darlington | – | Stevenage Borough | | 4:1 (2:1) |
| Darlington |
FA Cup 2002/03, First Round Proper |
| 16.11.2002 |  | Wrexham | – | Darlington | | 0:2 (0:0) |
| Wrexham |
FA Cup 2001/02, Second Round Proper |
| 08.12.2001 | | Altrincham | – | Darlington | | 1:2 (0:1) |
| Altrincham |
FA Cup 2001/02, First Round Proper |
| 17.11.2001 | | Kidderminster Harriers | – | Darlington | | 0:1 (0:0) |
| Kidderminster |
FA Cup 2000/01, First Round Proper |
| 18.11.2000 | | Darlington | – | AFC Sudbury | | 6:1 (1:1) |
| Darlington |
FA Cup 1999/00, First Round Proper |
| 30.10.1999 | | Darlington | – | Southport | | 2:1 (1:0) |
| Darlington |
FA Cup 1998/99, First Round Proper |
| 17.11.1998 | | Darlington | – | Burnley | | 3:2 (0:1) |
| Darlington |
FA Cup 1997/98, Second Round Proper |
| 06.12.1997 | | Hednesford Town | – | Darlington | | 0:1 (0:0) |
| Hednesford |
FA Cup 1996/97, First Round Proper |
| 16.11.1996 | | Runcorn | – | Darlington | | 1:4 (1:2) |
| Runcorn Canal Street |
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 | | Hyde United | – | Darlington | | 1:3 (1:1) |
| Hyde |
FA Cup 1991/92, First Round Proper |
| 16.11.1991 | | Darlington | – | Chesterfield | | 2:1 |
| Darlington |
FA Cup 1989/90, Second Round Proper |
| 09.12.1989 | | Darlington | – | Halifax Town | | 3:0 |
| Darlington |
FA Cup 1989/90, First Round Proper |
| 18.11.1989 | | Darlington | – | Northwich Victoria | | 6:2 |
| Darlington |
FA Cup 1989/90, Fourth Qualifying Round |
| | | Darlington | – | Runcorn | | 4:2 |
| |
FA Cup 1986/87, First Round Proper |
| 16.11.1986 | | Darlington | – | Mansfield Town | | 2:1 (1:0) |
| Darlington |
FA Cup 1984/85, Third Round Proper |
| 08.01.1985 | | Darlington | – | Middlesbrough | | 2:1 * |
| |
FA Cup 1984/85, Second Round Proper |
| 08.12.1984 | | Darlington | – | Frickley Athletic | | 1:0 |
| |
FA Cup 1984/85, First Round Proper |
| 17.11.1984 | | Darlington | – | Chester City | | 3:2 |
| |
FA Cup 1983/84, Third Round Proper |
| 07.01.1984 | | Darlington | – | Maidstone United | | 4:1 |
| |
FA Cup 1983/84, Second Round Proper |
| 14.12.1983 | | Altrincham | – | Darlington | | 0:2 * |
| |
FA Cup 1983/84, First Round Proper |
| 19.11.1983 | | Darlington | – | Mossley | | 5:0 |
| |
FA Cup 1979/80, First Round Proper |
| 27.11.1979 | | Huddersfield Town | – | Darlington | | 0:1 * |
| |
FA Cup 1978/79, Second Round Proper |
| 16.12.1978 | | Darlington | – | Chester | | 2:1 |
| |
FA Cup 1978/79, First Round Proper |
| 06.12.1978 | | Chesterfield | – | Darlington | | 0:1 * |
| |
FA Cup 1976/77, Second Round Proper |
| 15.12.1976 | | Darlington | – | Sheffield Wednesday | | 1:0 |
| Darlington |
FA Cup 1976/77, First Round Proper |
| 22.11.1976 | | Darlington | – | Scarborough | | 4:1 * |
| Darlington |
FA Cup 1974/75, First Round Proper |
| 23.11.1974 | | Darlington | – | Workington | | 1:0 |
| |
FA Cup 1971/72, First Round Proper |
| 20.11.1971 | | Barrow | – | Darlington | | 0:2 |
| |
FA Cup 1970/71, First Round Proper |
| 21.11.1970 | | Darlington | – | Bangor City | | 5:1 |
| |
FA Cup 1968/69, First Round Proper |
| 16.11.1968 | | Darlington | – | Grimsby Town | | 2:0 |
| |
FA Cup 1966/67, First Round Proper |
| 05.12.1966 | | Darlington | – | Stockport County | | 4:2 * |
| |
FA Cup 1965/66, First Round Proper |
| 13.11.1965 | | Darlington | – | Bradford City | | 3:2 |
| |
FA Cup 1964/65, Second Round Proper |
| 09.12.1964 | | Darlington | – | Hartlepools United | | 4:1 * |
| |
FA Cup 1964/65, First Round Proper |
| 14.11.1964 | | Scunthorpe United | – | Darlington | | 1:2 |
| |
FA Cup 1960/61, First Round Proper |
| 05.11.1960 | | Darlington | – | Grimsby Town | | 2:0 |
| |
FA Cup 1959/60, First Round Proper |
| 14.11.1959 | | Darlington | – | Prescot Cables | | 4:0 |
| |
FA Cup 1958/59, Second Round Proper |
| 10.12.1958 | | Darlington | – | Halifax Town | | 3:0 * |
| |
FA Cup 1958/59, First Round Proper |
| 15.11.1958 | | Wrexham | – | Darlington | | 1:2 |
| |
FA Cup 1957/58, Fourth Round Proper |
| 29.01.1958 | | Darlington | – | Chelsea | | 4:1 * |
| |
FA Cup 1957/58, Third Round Proper |
| 04.01.1958 | | Norwich City | – | Darlington | | 1:2 |
| |
FA Cup 1957/58, Second Round Proper |
| 07.12.1957 | | Darlington | – | Boston United | | 5:3 |
| |
FA Cup 1957/58, First Round Proper |
| 16.11.1957 | | Rochdale | – | Darlington | | 0:2 |
| |
FA Cup 1956/57, First Round Proper |
| 17.11.1956 | | Darlington | – | Evenwood Town | | 7:2 |
| |
FA Cup 1955/56, First Round Proper |
| 28.11.1955 | | Darlington | – | Carlisle United | | 3:1 * |
| |
FA Cup 1954/55, Second Round Proper |
| 11.12.1954 | | Walthamstow Avenue | – | Darlington | | 0:3 |
| |
FA Cup 1954/55, First Round Proper |
| 24.11.1954 | | Darlington | – | Barrow | | 2:1 * |
| |
FA Cup 1948/49, Second Round Proper |
| 11.12.1948 | | Darlington | – | Leyton Orient | | 1:0 |
| |
FA Cup 1948/49, First Round Proper |
| 27.11.1948 | | Tranmere Rovers | – | Darlington | | 1:3 |
| |
FA Cup 1946/47, First Round Proper |
| 30.11.1946 | | Gainsborough Trinity | – | Darlington | | 1:2 |
| |
FA Cup 1945/46, Second Round Proper |
| 08.12.1945 | | Gateshead | – | Darlington | | 1:2 |
| |
FA Cup 1945/46, First Round Proper |
| 24.11.1945 | | Stockton | – | Darlington | | 1:4 |
| |
FA Cup 1945/46, First Round Proper |
| 17.11.1945 | | Darlington | – | Stockton | | 2:0 |
| |
FA Cup 1938/39, First Round Proper |
| 26.11.1938 | | Darlington | – | Stalybridge Celtic | | 4:0 |
| |
FA Cup 1936/37, Third Round Proper |
| 16.01.1937 | | Dartford | – | Darlington | | 0:1 |
| |
FA Cup 1936/37, Second Round Proper |
| 12.12.1936 | | Burton Town | – | Darlington | | 1:2 |
| |
FA Cup 1936/37, First Round Proper |
| 28.11.1936 | | Halifax Town | – | Darlington | | 1:2 |
| |
FA Cup 1935/36, Second Round Proper |
| 14.12.1935 | | Stalybridge Celtic | – | Darlington | | 0:1 |
| |
FA Cup 1935/36, First Round Proper |
| 30.11.1935 | | Darlington | – | Accrington Stanley | | 4:2 |
| |
FA Cup 1934/35, First Round Proper |
| 24.11.1934 | | Gateshead | – | Darlington | | 1:4 |
| |
FA Cup 1932/33, Third Round Proper |
| 14.01.1933 | | Darlington | – | Queens Park Rangers | | 2:0 |
| |
FA Cup 1932/33, Second Round Proper |
| 10.12.1932 | | Crewe Alexandra | – | Darlington | | 0:2 |
| |
FA Cup 1932/33, First Round Proper |
| 26.11.1932 | | Darlington | – | Boston | | 1:0 |
| |
FA Cup 1931/32, Second Round Proper |
| 12.12.1931 | | Carlisle United | – | Darlington | | 0:2 |
| |
FA Cup 1931/32, First Round Proper |
| 28.11.1931 | | Darlington | – | Walsall | | 1:0 |
| |
FA Cup 1928/29, Second Round Proper |
| 12.12.1928 | | Darlington | – | Scarborough | | 2:1 * |
| |
FA Cup 1928/29, First Round Proper |
| 24.11.1928 | | Darlington | – | New Brighton | | 3:0 |
| |
FA Cup 1927/28, Second Round Proper |
| 10.12.1927 | | Darlington | – | Rochdale | | 2:1 |
| |
FA Cup 1927/28, First Round Proper |
| 26.11.1927 | | Darlington | – | Chesterfield | | 4:1 |
| |
FA Cup 1926/27, Third Round Proper |
| 08.01.1927 | | Darlington | – | Rhyl Athletic | | 2:1 |
| |
FA Cup 1925/26, First Round Proper |
| 28.11.1925 | | Horden Athletic | – | Darlington | | 2:3 |
| |
FA Cup 1919/20, First Round Proper |
| 19.01.1920 | | Sheffield Wednesday | – | Darlington | | 0:2 * |
| |
FA Cup 1911/12, First Round Proper |
| 13.01.1912 | | Darlington | – | Brighton & Hove Albion | | 2:1 |
| |
FA Cup 1910/11, Second Round Proper |
| 04.02.1911 | | Darlington | – | Bradford Park Avenue | | 2:1 |
| |
FA Cup 1910/11, First Round Proper |
| 14.01.1911 | | Sheffield United | – | Darlington | | 0:1 |
| |
FA Cup 1887/88, Second Round |
| 05.11.1887 | | Darlington | – | Elswick Rangers | | 4:3 |
| |
FA Cup 1887/88, First Round |
| 15.10.1887 | | Gateshead Association | – | Darlington | | 0:3 |
| |
