FA Cup 2023/24, Second Qualifying Round |
 | 16.09.2023 | | Dartford | – | Welling United | | 2:3 (1:1) |
| Dartford |
FA Cup 2022/23, Second Qualifying Round |
| 17.09.2022 | | Dartford | – | Beckenham Town | | 1:2 (0:1) |
| Dartford |
FA Cup 2021/22, Fourth Qualifying Round |
| 16.10.2021 | | AFC Sudbury | – | Dartford | | 3:1 (0:1) |
| Sudbury |
FA Cup 2020/21, Second Qualifying Round |
| 03.10.2020 | | Dartford | – | Slough Town | | 0:1 |
| Dartford |
FA Cup 2019/20, Fourth Qualifying Round |
| 19.10.2019 | | Dartford | – | Kingstonian | | 2:3 (1:3) |
| Dartford |
FA Cup 2018/19, Third Qualifying Round |
| 06.10.2018 | | Oxford City | – | Dartford | | 4:1 (1:0) |
| Marston |
FA Cup 2017/18, First Round Proper |
| 05.11.2017 | | Dartford | – | Swindon Town | | 1:5 (0:3) |
| Dartford |
FA Cup 2016/17, First Round Proper |
| 05.11.2016 | | Dartford | – | Sutton United | | 3:6 (2:3) |
| Dartford |
FA Cup 2015/16, Second Qualifying Round |
| 26.09.2015 | | Dartford | – | Uxbridge | | 0:1 (0:1) |
| Dartford |
FA Cup 2014/15, Second Round Proper |
| 07.12.2014 | | Bradford City | – | Dartford | | 4:1 (2:0) |
| Bradford |
FA Cup 2013/14, First Round Proper |
| 09.11.2013 | | Salisbury City | – | Dartford | | 4:2 (3:0) |
| Salisbury |
FA Cup 2012/13, Fourth Qualifying Round |
| 23.10.2012 | | Dartford | – | Forest Green Rovers | | 1:4 (1:1) * |
| Dartford |
FA Cup 2011/12, Fourth Qualifying Round |
| 29.10.2011 | | Dartford | – | Bromley | | 1:2 (1:1) |
| Dartford |
FA Cup 2010/11, First Round Proper |
| 16.11.2010 | | Port Vale | – | Dartford | | 4:0 (2:0) * |
| Stoke-on-Trent |
FA Cup 2009/10, Third Qualifying Round |
| 10.10.2009 | | Dartford | – | Chelmsford City | | 1:4 |
| |
FA Cup 2008/09, Second Qualifying Round |
| 27.09.2008 | | Dartford | – | Hampton & Richmond Borough | | 0:1 |
| |
FA Cup 2007/08, Third Qualifying Round |
| 13.10.2007 | | Bromley | – | Dartford | | 1:0 |
| |
FA Cup 2006/07, First Qualifying Round |
| 16.09.2006 | | Dartford | – | Hastings United | | 0:2 |
| |
FA Cup 2005/06, Preliminary Round |
| 28.08.2005 | | Dartford | – | Dorking | | 1:2 |
| |
FA Cup 2004/05, First Qualifying Round |
| | | Dartford | – | Dorking | | 0:1 |
| |
FA Cup 2003/04, Second Qualifying Round |
| | | Bromley | – | Dartford | | 3:0 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Carterton Town | – | Dartford | | 1:0 * |
| |
FA Cup 2001/02, Third Qualifying Round |
| | | Dartford | – | Gravesend & Northfleet | | 0:2 (0:2) |
| |
FA Cup 2000/01, Third Qualifying Round |
| | | Dartford | – | Havant & Waterlooville | | 0:4 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Ramsgate | – | Dartford | | 2:1 |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Fleet Town | – | Dartford | | 3:2 |
| |
FA Cup 1997/98, Second Qualifying Round |
| | | Dartford | – | Staines Town | | 1:2 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Horsham | – | Dartford | | 1:0 * |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Farnborough Town | – | Dartford | | 1:0 |
| |
FA Cup 1991/92, Third Qualifying Round |
| | | Dartford | – | Baldock Town | | 1:2 * |
| |
FA Cup 1990/91, Fourth Qualifying Round |
| | | Boston United | – | Dartford | | 2:1 * |
| |
FA Cup 1989/90, First Round Proper |
| 22.11.1989 | | Exeter City | – | Dartford | | 4:1 * |
| Exeter |
FA Cup 1988/89, First Round Proper |
| 19.11.1988 | | Kettering Town | – | Dartford | | 2:1 (2:0) |
| Kettering |
FA Cup 1987/88, Fourth Qualifying Round |
| | | Maidstone United | – | Dartford | | 2:0 |
| |
FA Cup 1986/87, First Round Proper |
| 18.11.1986 | | Enfield | – | Dartford | | 3:0 (0:0) * |
| London Southbury Road |
FA Cup 1985/86, First Round Proper |
| 19.11.1985 | | Dartford | – | Bournemouth | | 0:2 * |
| |
FA Cup 1984/85, Second Round Proper |
| 11.12.1984 | | Bournemouth | – | Dartford | | 4:1 * |
| |
FA Cup 1983/84, First Round Proper |
| 19.11.1983 | | Millwall | – | Dartford | | 2:1 |
| |
FA Cup 1982/83, First Round Proper |
| 20.11.1982 | | Worthing | – | Dartford | | 2:1 |
| |
FA Cup 1981/82, Preliminary Round |
| | | Redhill | – | Dartford | | 1:0 * |
| |
FA Cup 1980/81, Second Qualifying Round |
| | | Grays Athletic | – | Dartford | | 2:0 |
| |
FA Cup 1979/80, Fourth Qualifying Round |
| | | Dartford | – | Leytonstone/Ilford | | 0:2 |
| |
FA Cup 1978/79, First Round Proper |
| 25.11.1978 | | Dartford | – | AP Leamington | | 1:2 |
| |
FA Cup 1977/78, Fourth Qualifying Round |
| | | Boreham Wood | – | Dartford | | 3:2 |
| |
FA Cup 1976/77, First Round Proper |
| 20.11.1976 | | Tooting & Mitcham United | – | Dartford | | 4:2 |
| |
FA Cup 1975/76, First Round Proper |
| 22.11.1975 | | Dartford | – | Bishop's Stortford | | 1:4 |
| |
FA Cup 1974/75, First Round Proper |
| 23.11.1974 | | Dartford | – | Plymouth Argyle | | 2:3 |
| |
FA Cup 1973/74, Second Qualifying Round |
| | | Dartford | – | Kingstonian | | 1:3 |
| |
FA Cup 1972/73, Fourth Qualifying Round |
| | | Dartford | – | Walton & Hersham | | 0:1 * |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Walton & Hersham | – | Dartford | | 1:0 * |
| |
FA Cup 1970/71, Third Qualifying Round |
| | | Bishop's Stortford | – | Dartford | | 3:1 * |
| |
FA Cup 1969/70, Fourth Qualifying Round |
| | | Hillingdon Borough | – | Dartford | | 4:1 * |
| |
FA Cup 1968/69, Second Round Proper |
| 07.12.1968 | | Kettering Town | – | Dartford | | 5:0 |
| |
FA Cup 1967/68, Second Qualifying Round |
| | | Dagenham | – | Dartford | | 2:1 |
| |
FA Cup 1966/67, Fourth Qualifying Round |
| | | Wimbledon | – | Dartford | | 3:0 * |
| |
FA Cup 1965/66, Second Round Proper |
| 04.12.1965 | | Port Vale | – | Dartford | | 1:0 |
| |
FA Cup 1964/65, First Round Proper |
| 18.11.1964 | | Aldershot | – | Dartford | | 1:0 * |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Cray Wanderers | – | Dartford | | 1:0 |
| |
FA Cup 1962/63, First Round Proper |
| 03.11.1962 | | Yeovil Town | – | Dartford | | 3:2 |
| |
FA Cup 1961/62, Second Round Proper |
| 25.11.1961 | | Bristol City | – | Dartford | | 8:2 |
| |
FA Cup 1960/61, Third Qualifying Round |
| | | Bexleyheath & Welling | – | Dartford | | 5:0 |
| |
FA Cup 1959/60, Second Qualifying Round |
| | | Dartford | – | Tunbridge Wells United | | 0:2 |
| |
FA Cup 1958/59, Second Qualifying Round |
| | | Dartford | – | Gravesend & Northfleet | | 2:4 * |
| |
FA Cup 1957/58, Second Qualifying Round |
| | | Dartford | – | Gravesend & Northfleet | | 0:1 |
| |
FA Cup 1956/57, Preliminary Round |
| | | Gravesend & Northfleet | – | Dartford | | 3:2 * |
| |
FA Cup 1955/56, Preliminary Round |
| | | Dartford | – | Gravesend & Northfleet | | 0:3 |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Dartford | – | Dover | | 1:2 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Dartford | – | Hounslow Town | | 0:3 * |
| |
FA Cup 1952/53, Fourth Qualifying Round |
| | | Dartford | – | Hendon | | 0:3 |
| |
FA Cup 1951/52, Fourth Qualifying Round |
| | | Guildford City | – | Dartford | | 2:1 |
| |
FA Cup 1950/51, Second Round Proper |
| 09.12.1950 | | Reading | – | Dartford | | 4:0 |
| |
FA Cup 1949/50, Fourth Qualifying Round |
| | | Dartford | – | King's Lynn | | 1:2 * |
| |
FA Cup 1948/49, First Round Proper |
| 27.11.1948 | | Dartford | – | Leyton Orient | | 2:3 |
| |
FA Cup 1947/48, First Round Proper |
| 06.12.1947 | | Bristol City | – | Dartford | | 9:2 * |
| |
FA Cup 1946/47, Preliminary Round |
| | | Dartford | – | Sheppey United | | 2:5 |
| |
FA Cup 1937/38, First Round Proper |
| 01.12.1937 | | Dartford | – | Bournemouth | | 0:6 * |
| |
FA Cup 1936/37, Third Round Proper |
| 16.01.1937 | | Dartford | – | Darlington | | 0:1 |
| |
FA Cup 1935/36, Third Round Proper |
| 11.01.1936 | | Derby County | – | Dartford | | 3:2 |
| |
FA Cup 1934/35, Second Round Proper |
| 08.12.1934 | | Dartford | – | Bristol Rovers | | 0:1 |
| |
FA Cup 1933/34, Second Round Proper |
| 09.12.1933 | | Swindon Town | – | Dartford | | 1:0 |
| |
FA Cup 1932/33, First Round Proper |
| 01.12.1932 | | Yeovil & Petter's United | – | Dartford | | 4:2 * |
| |
FA Cup 1927/28, First Round Proper |
| 26.11.1927 | | Dartford | – | Crystal Palace | | 1:3 |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Horsham | – | Dartford | | +:- |
| |
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