FA Cup 2021/22, Preliminary Round |
 | 21.08.2021 | | Whyteleafe | – | Whitehawk | | -:+ |
| Whyteleafe |
FA Cup 2020/21, Third Qualifying Round |
| 13.10.2020 | | Whyteleafe | – | Concord Rangers | | 1:2 |
| Whyteleafe |
FA Cup 2019/20, Fourth Qualifying Round |
| 19.10.2019 | | Whyteleafe | – | Chippenham Town | | 0:3 (0:2) |
| Whyteleafe |
FA Cup 2018/19, First Qualifying Round |
| 11.09.2018 | | Whyteleafe | – | Corinthian-Casuals | | -:+ * |
| Whyteleafe |
FA Cup 2016/17, Second Qualifying Round |
| 17.09.2016 | | Whyteleafe | – | Welling United | | 0:2 |
| Whyteleafe |
FA Cup 2015/16, Preliminary Round |
| 01.09.2015 | | Whyteleafe | – | Eastbourne Town | | 2:3 (0:2) * |
| Whyteleafe |
FA Cup 2014/15, First Qualifying Round |
| 13.09.2014 | | Whyteleafe | – | Hastings United | | 1:2 |
| Whyteleafe |
FA Cup 2013/14, Second Qualifying Round |
| 28.09.2013 | | Whyteleafe | – | Chatham Town | | 1:2 |
| Whyteleafe |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Redhill | – | Whyteleafe | | 1:0 |
| |
FA Cup 2011/12, Preliminary Round |
| 06.09.2011 | | Whyteleafe | – | Folkestone Invicta | | 1:2 * |
| |
FA Cup 2010/11, Preliminary Round |
| 28.08.2010 | | Chipstead | – | Whyteleafe | | 4:3 |
| |
FA Cup 2009/10, Preliminary Round |
| 29.08.2009 | | Whyteleafe | – | Uxbridge | | 0:1 |
| |
FA Cup 2008/09, Third Qualifying Round |
| 11.10.2008 | | Hampton & Richmond Borough | – | Whyteleafe | | 2:0 (1:0) |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Hythe Town | – | Whyteleafe | | 2:1 |
| |
FA Cup 2006/07, First Qualifying Round |
| 16.09.2006 | | Whyteleafe | – | Folkestone Invicta | | 1:2 |
| |
FA Cup 2005/06, Preliminary Round |
| 27.08.2005 | | Ashford Town Middlesex | – | Whyteleafe | | 3:1 |
| |
FA Cup 2004/05, Preliminary Round |
| | | Whyteleafe | – | Erith & Belvedere | | 2:4 |
| |
FA Cup 2003/04, First Qualifying Round |
| | | Sittingbourne | – | Whyteleafe | | 1:0 |
| |
FA Cup 2002/03, First Qualifying Round |
| | | Cray Wanderers | – | Whyteleafe | | 1:0 |
| |
FA Cup 2001/02, First Qualifying Round |
| | | Eastbourne Borough | – | Whyteleafe | | 3:2 |
| |
FA Cup 2000/01, Third Qualifying Round |
| | | Whyteleafe | – | Mangotsfield United | | 1:3 |
| |
FA Cup 1999/00, First Round Proper |
| 09.11.1999 | | Chester City | – | Whyteleafe | | 3:1 (1:1) * |
| Chester |
FA Cup 1998/99, Fourth Qualifying Round |
| | | Welling United | – | Whyteleafe | | 2:1 |
| |
FA Cup 1997/98, Second Qualifying Round |
| | | Whyteleafe | – | Heybridge Swifts | | 0:2 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Chatham Town | – | Whyteleafe | | 2:0 * |
| |
FA Cup 1995/96, Preliminary Round |
| | | Chatham Town | – | Whyteleafe | | 3:1 |
| |
FA Cup 1994/95, First Qualifying Round |
| | | Dover Athletic | – | Whyteleafe | | 3:0 * |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Whitstable Town | – | Whyteleafe | | 2:1 |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Whyteleafe | – | Windsor & Eton | | 1:3 |
| |
FA Cup 1991/92, First Qualifying Round |
| | | Whyteleafe | – | Worthing | | 1:2 |
| |
FA Cup 1990/91, Second Qualifying Round |
| | | Whyteleafe | – | Tonbridge | | 0:2 |
| |
FA Cup 1989/90, Third Qualifying Round |
| | | Whyteleafe | – | Wokingham Town | | 1:2 * |
| |
FA Cup 1988/89, Third Qualifying Round |
| | | Whyteleafe | – | Woking | | 0:2 |
| |
FA Cup 1987/88, Second Qualifying Round |
| | | Wokingham Town | – | Whyteleafe | | 1:0 * |
| |
FA Cup 1986/87, First Qualifying Round |
| | | Whyteleafe | – | Redhill | | 0:2 |
| |
FA Cup 1985/86, Second Qualifying Round |
| | | Whyteleafe | – | Canterbury City | | 1:2 |
| |
FA Cup 1984/85, First Qualifying Round |
| | | Whyteleafe | – | Staines Town | | 0:1 |
| |
FA Cup 1983/84, Second Qualifying Round |
| | | Whyteleafe | – | Slough Town | | 0:5 |
| |
FA Cup 1982/83, First Qualifying Round |
| | | Wokingham Town | – | Whyteleafe | | 1:0 * |
| |
FA Cup 1981/82, Preliminary Round |
| | | Clapton | – | Whyteleafe | | 1:0 |
| |
FA Cup 1969/70, Second Qualifying Round |
| | | Whyteleafe | – | Staines Town | | 1:2 |
| |
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