FA Cup 2024/25, First Qualifying Round |
 | 31.08.2024 |  | Enfield 1893 | – | Brentwood Town | | 0:5 (0:1) |
| London |
FA Cup 2023/24, Preliminary Round |
| 19.08.2023 | | Leighton Town | – | Enfield 1893 | | 1:0 (1:0) |
| Leighton Buzzard |
FA Cup 2022/23, Second Qualifying Round |
| 17.09.2022 | | Enfield 1893 | – | Billericay Town | | 0:4 (0:1) |
| London |
FA Cup 2021/22, First Qualifying Round |
| 08.09.2021 | | Enfield 1893 | – | Hadley | | 2:3 aet
(0:1, 2:2) * |
| London |
FA Cup 2020/21, Extra Preliminary Round |
| 01.09.2020 | | Harlow Town | – | Enfield 1893 | | 5:1 |
| Harlow |
FA Cup 2019/20, Extra Preliminary Round |
| 10.08.2019 | | Fairford Town | – | Enfield 1893 | | 3:2 (2:0) |
| Fairford |
FA Cup 2018/19, Extra Preliminary Round |
| 12.08.2018 | | St Margaretsbury | – | Enfield 1893 | | 2:0 (1:0) |
| Stanstead Abbotts |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Enfield 1893 | – | Haverhill Borough | | 1:2 |
| London |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Enfield 1893 | – | Tower Hamlets | | 2:4 |
| London |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Enfield 1893 | – | London Colney | | 0:4 |
| London |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Wivenhoe Town | – | Enfield 1893 | | 3:0 |
| Wivenhoe |
FA Cup 2013/14, Extra Preliminary Round |
| 20.08.2013 | | London Tigers | – | Enfield 1893 | | 2:1 * |
| London |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Aylesbury United | – | Enfield 1893 | | 4:0 |
| |
FA Cup 2011/12, Preliminary Round |
| 06.09.2011 | | Enfield 1893 | – | Hatfield Town | | 1:2 * |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Tring Athletic | – | Enfield 1893 | | 2:0 |
| |
FA Cup 2009/10, Second Qualifying Round |
| 26.09.2009 | | Enfield 1893 | – | Chelmsford City | | 0:5 |
| |
FA Cup 2006/07, Preliminary Round |
| 06.09.2006 | | Enfield | – | Raunds Town | | 1:2 * |
| |
FA Cup 2005/06, Preliminary Round |
| 27.08.2005 | | Southall | – | Enfield | | 5:0 |
| |
FA Cup 2004/05, First Qualifying Round |
| | | Enfield | – | Arlesey Town | | 1:4 |
| |
FA Cup 2003/04, Second Qualifying Round |
| | | Hendon | – | Enfield | | 4:0 |
| |
FA Cup 2002/03, Second Qualifying Round |
| | | Enfield | – | Bishop's Stortford | | 1:5 |
| |
FA Cup 2001/02, Third Qualifying Round |
| | | Enfield | – | Yeading | | 3:4 (2:2) |
| |
FA Cup 2000/01, Fourth Qualifying Round |
| | | Harrow Borough | – | Enfield | | 2:1 (0:0) |
| |
FA Cup 1999/00, Second Round Proper |
| 30.11.1999 | | Enfield | – | Preston North End | | 0:3 (0:0) * |
| Borehamwood |
FA Cup 1998/99, First Round Proper |
| 24.11.1998 | | York City | – | Enfield | | 2:1 (2:1) * |
| York |
FA Cup 1997/98, Fourth Qualifying Round |
| | | Enfield | – | Carshalton Athletic | | 1:2 |
| |
FA Cup 1996/97, Second Round Proper |
| 17.12.1996 | | Peterborough United | – | Enfield | | 4:1 (3:1) * |
| Peterborough |
FA Cup 1995/96, Second Round Proper |
| 12.12.1995 | | Woking | – | Enfield | | 2:1 (0:0) * |
| Woking |
FA Cup 1994/95, Third Round Proper |
| 07.01.1995 | | Leicester City | – | Enfield | | 2:0 (1:0) |
| Leicester |
FA Cup 1993/94, First Round Proper |
| 30.11.1993 |  | Cardiff City | – | Enfield | | 1:0 (0:0) * |
| Cardiff |
FA Cup 1992/93, Fourth Qualifying Round |
| | | Aylesbury United | – | Enfield | | 2:1 * |
| |
FA Cup 1991/92, Second Round Proper |
| 07.12.1991 | | Enfield | – | Barnet | | 1:4 |
| London Southbury Road |
FA Cup 1990/91, Third Qualifying Round |
| | | Chelmsford City | – | Enfield | | 1:0 * |
| |
FA Cup 1989/90, Fourth Qualifying Round |
| | | Matlock Town | – | Enfield | | 3:1 |
| |
FA Cup 1988/89, Second Round Proper |
| 11.12.1988 | | Enfield | – | Cardiff City | | 1:4 (0:1) |
| London Southbury Road |
FA Cup 1987/88, Fourth Qualifying Round |
| | | Enfield | – | Aylesbury United | | 1:2 |
| |
FA Cup 1986/87, Second Round Proper |
| 06.12.1986 | | Swindon Town | – | Enfield | | 3:0 (1:0) |
| Swindon |
FA Cup 1985/86, First Round Proper |
| 16.11.1985 | | Enfield | – | Bognor Regis Town | | 0:2 |
| |
FA Cup 1984/85, Second Round Proper |
| 08.12.1984 | | Millwall | – | Enfield | | 1:0 |
| |
FA Cup 1983/84, First Round Proper |
| 28.11.1983 | | Wealdstone | – | Enfield | | 2:0 * |
| |
FA Cup 1982/83, First Round Proper |
| 23.11.1982 | | Newport County | – | Enfield | | 4:2 * |
| |
FA Cup 1981/82, Third Round Proper |
| 02.01.1982 | | Enfield | – | Crystal Palace | | 2:3 |
| |
FA Cup 1980/81, Fourth Round Proper |
| 28.01.1981 | | Enfield | – | Barnsley | | 0:3 * |
| |
FA Cup 1979/80, First Round Proper |
| 24.11.1979 | | Enfield | – | Yeovil Town | | 0:1 |
| |
FA Cup 1978/79, Second Round Proper |
| 16.12.1978 | | Swindon Town | – | Enfield | | 3:0 |
| |
FA Cup 1977/78, Third Round Proper |
| 07.01.1978 | | Blyth Spartans | – | Enfield | | 1:0 |
| |
FA Cup 1976/77, Second Round Proper |
| 11.12.1976 | | Crystal Palace | – | Enfield | | 4:0 |
| London |
FA Cup 1975/76, Third Qualifying Round |
| | | Wembley | – | Enfield | | 1:0 |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Stevenage Athletic | – | Enfield | | 1:0 |
| |
FA Cup 1973/74, Fourth Qualifying Round |
| | | Enfield | – | Hayes | | 0:1 * |
| |
FA Cup 1972/73, First Round Proper |
| 21.11.1972 | | Bishop's Stortford | – | Enfield | | 1:0 * |
| |
FA Cup 1971/72, Second Round Proper |
| 11.12.1971 | | Peterborough United | – | Enfield | | 4:0 |
| |
FA Cup 1970/71, First Round Proper |
| 21.11.1970 | | Enfield | – | Cambridge United | | 0:1 |
| |
FA Cup 1969/70, First Round Proper |
| 15.11.1969 | | Brighton & Hove Albion | – | Enfield | | 2:1 (1:1) |
| |
FA Cup 1968/69, Fourth Qualifying Round |
| | | Barnet | – | Enfield | | 4:2 |
| |
FA Cup 1967/68, First Round Proper |
| 18.12.1967 | | Swansea Town | – | Enfield | | 2:0 |
| |
FA Cup 1966/67, Second Round Proper |
| 07.01.1967 | | Enfield | – | Watford | | 2:4 |
| |
FA Cup 1965/66, Fourth Qualifying Round |
| | | Enfield | – | Corinthian-Casuals | | 0:3 |
| |
FA Cup 1964/65, Second Round Proper |
| 08.12.1964 | | Barnet | – | Enfield | | 3:0 * |
| |
FA Cup 1963/64, First Round Proper |
| 19.11.1963 | | Enfield | – | Reading | | 2:4 * |
| |
FA Cup 1962/63, Second Round Proper |
| 24.11.1962 | | Peterborough United | – | Enfield | | 1:0 |
| |
FA Cup 1961/62, Third Qualifying Round |
| | | Enfield | – | Barnet | | 2:4 |
| |
FA Cup 1960/61, Fourth Qualifying Round |
| | | Romford | – | Enfield | | 2:1 |
| |
FA Cup 1959/60, Second Round Proper |
| 05.12.1959 | | Enfield | – | Bournemouth | | 1:5 |
| |
FA Cup 1958/59, Third Qualifying Round |
| | | Cheshunt | – | Enfield | | 3:1 |
| |
FA Cup 1957/58, Second Qualifying Round |
| | | Enfield | – | Clapton | | 2:3 |
| |
FA Cup 1956/57, Preliminary Round |
| | | Bishop's Stortford | – | Enfield | | 3:0 |
| |
FA Cup 1955/56, Third Qualifying Round |
| | | Hitchin Town | – | Enfield | | 3:1 |
| |
FA Cup 1954/55, Second Qualifying Round |
| | | Clapton | – | Enfield | | 1:0 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Tufnell Park Edmonton | – | Enfield | | 2:0 |
| |
FA Cup 1952/53, Preliminary Round |
| | | Woodford Town | – | Enfield | | 4:2 * |
| |
FA Cup 1951/52, First Qualifying Round |
| | | Enfield | – | Woodford Town | | 0:2 |
| |
FA Cup 1950/51, Third Qualifying Round |
| | | Enfield | – | Hendon | | 2:4 |
| |
FA Cup 1949/50, First Qualifying Round |
| | | Wealdstone | – | Enfield | | 2:0 * |
| |
FA Cup 1948/49, Second Qualifying Round |
| | | Hendon | – | Enfield | | 3:0 |
| |
FA Cup 1947/48, Preliminary Round |
| | | Wealdstone | – | Enfield | | 2:0 |
| |
FA Cup 1946/47, Extra Preliminary Round |
| | | Wood Green Town | – | Enfield | | 4:3 * |
| |
FA Cup 1945/46, Second Qualifying Round |
| | | Barnet | – | Enfield | | 5:0 |
| |
FA Cup 1937/38, First Round Proper |
| 27.11.1937 | | Bristol City | – | Enfield | | 3:0 |
| |
FA Cup 1931/32, First Round Proper |
| 28.11.1931 | | Cardiff City | – | Enfield | | 8:0 |
| |
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