FA Cup 2023/24, Extra Preliminary Round |
 | 05.08.2023 | | Harefield United | – | Farnham Town | | 0:4 (0:3) |
| London |
FA Cup 2022/23, Preliminary Round |
| 20.08.2022 | | Midhurst & Easebourne | – | Harefield United | | 2:1 |
| Midhurst |
FA Cup 2021/22, First Qualifying Round |
| 04.09.2021 | | Harefield United | – | Hastings United | | 0:4 (0:3) |
| London |
FA Cup 2020/21, Preliminary Round |
| 12.09.2020 | | Harefield United | – | Leighton Town | | 1:2 |
| London |
FA Cup 2019/20, Preliminary Round |
| 25.08.2019 | | Evesham United | – | Harefield United | | 2:1 (1:0) |
| Evesham |
FA Cup 2016/17, First Qualifying Round |
| 03.09.2016 | | AFC Kempston Rovers | – | Harefield United | | 3:2 |
| Kempston |
FA Cup 2015/16, Extra Preliminary Round |
| 18.08.2015 | | Long Buckby | – | Harefield United | | 1:0 * |
| Long Buckby |
FA Cup 2014/15, Preliminary Round |
| 30.08.2014 | | Harefield United | – | Leverstock Green | | 1:2 |
| London |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | Berkhamsted | – | Harefield United | | 4:1 |
| Berkhamsted |
FA Cup 2012/13, Second Qualifying Round |
| 25.09.2012 | | Harefield United | – | South Park | | 1:4 (1:1) * |
| London |
FA Cup 2011/12, Preliminary Round |
| 06.09.2011 | | Harefield United | – | Staines Lammas | | 0:2 * |
| |
FA Cup 2010/11, Preliminary Round |
| 28.08.2010 | | Crawley Green | – | Harefield United | | 2:0 |
| |
FA Cup 2009/10, Second Qualifying Round |
| 26.09.2009 | | Harefield United | – | Maidstone United | | 0:2 |
| |
FA Cup 2008/09, Preliminary Round |
| 03.09.2008 | | Saffron Walden Town | – | Harefield United | | 2:0 * |
| |
FA Cup 2007/08, Extra Preliminary Round |
| 18.08.2007 | | Barking | – | Harefield United | | 4:0 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Harefield United | – | Wivenhoe Town | | 1:4 |
| |
FA Cup 2005/06, Extra Preliminary Round |
| 20.08.2005 | | Harefield United | – | Langford | | 2:3 |
| |
FA Cup 2004/05, Extra Preliminary Round |
| | | Norwich United | – | Harefield United | | 2:0 |
| |
FA Cup 2003/04, Extra Preliminary Round |
| | | Bedford United & Valerio | – | Harefield United | | 1:0 |
| |
FA Cup 2002/03, Second Qualifying Round |
| | | AFC Sudbury | – | Harefield United | | 5:0 * |
| |
FA Cup 1996/97, Preliminary Round |
| | | Harefield United | – | Halstead Town | | 2:4 |
| |
FA Cup 1995/96, Preliminary Round |
| | | Harefield United | – | Hoddesdon Town | | 0:1 |
| |
FA Cup 1994/95, First Qualifying Round |
| | | Harefield United | – | Hornchurch | | 0:3 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Harefield United | – | Hornchurch | | 1:2 |
| |
FA Cup 1992/93, Preliminary Round |
| | | Harefield United | – | Barkingside | | 0:1 |
| |
FA Cup 1991/92, Preliminary Round |
| | | Dulwich Hamlet | – | Harefield United | | 2:1 |
| |
FA Cup 1990/91, Preliminary Round |
| | | Harefield United | – | Merstham | | 0:1 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Boreham Wood | – | Harefield United | | 1:0 |
| |
FA Cup 1988/89, Preliminary Round |
| | | Burgess Hill Town | – | Harefield United | | 2:1 |
| |
FA Cup 1987/88, Second Qualifying Round |
| | | Harefield United | – | Bromley | | 2:3 |
| |
FA Cup 1986/87, Second Qualifying Round |
| | | Aylesbury United | – | Harefield United | | 2:0 * |
| |
FA Cup 1985/86, First Qualifying Round |
| | | Aveley | – | Harefield United | | 2:0 * |
| |
FA Cup 1984/85, First Qualifying Round |
| | | Harefield United | – | Sutton United | | 0:2 |
| |
FA Cup 1983/84, Preliminary Round |
| | | Aylesbury United | – | Harefield United | | 2:0 |
| |
FA Cup 1982/83, Preliminary Round |
| | | Harefield United | – | Croydon | | 0:4 |
| |
FA Cup 1981/82, Preliminary Round |
| | | Irthlingborough Diamonds | – | Harefield United | | 2:1 |
| |
FA Cup 1980/81, Second Qualifying Round |
| | | Maidenhead United | – | Harefield United | | 5:1 * |
| |
FA Cup 1979/80, Preliminary Round |
| | | Harefield United | – | Walton & Hersham | | 1:4 |
| |
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