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 2020/21, Second Qualifying Round |
| 05.10.2020 | | Burnham | – | Whyteleafe | | 1:3 |
| Whyteleafe |
FA Cup 2020/21, First Qualifying Round |
| 22.09.2020 | | Whyteleafe | – | Binfield | | 2:0 |
| Whyteleafe |
FA Cup 2020/21, Preliminary Round |
| 12.09.2020 | | Whyteleafe | – | Peacehaven & Telscombe | | 4:0 |
| Whyteleafe |
FA Cup 2020/21, Extra Preliminary Round |
| 01.09.2020 | | Glebe | – | Whyteleafe | | 1:3 |
| Bromley |
FA Cup 2019/20, Fourth Qualifying Round |
| 19.10.2019 | | Whyteleafe | – | Chippenham Town | | 0:3 (0:2) |
| Whyteleafe |
FA Cup 2019/20, Third Qualifying Round |
| 05.10.2019 | | Abbey Rangers | – | Whyteleafe | | 0:2 (0:0) |
| Addlestone Addlestone Moor |
FA Cup 2019/20, Second Qualifying Round |
| 21.09.2019 | | Moneyfields | – | Whyteleafe | | 0:2 (0:1) |
| Portsmouth |
FA Cup 2019/20, First Qualifying Round |
| 07.09.2019 | | Whyteleafe | – | Merstham | | 1:0 (1:0) |
| Whyteleafe |
FA Cup 2019/20, Preliminary Round |
| 24.08.2019 | | Cray Valley Paper Mills | – | Whyteleafe | | 0:2 (0:1) |
| London |
FA Cup 2018/19, First Qualifying Round |
| 11.09.2018 | | Whyteleafe | – | Corinthian-Casuals | | -:+ * |
| Whyteleafe |
FA Cup 2018/19, First Qualifying Round |
| 08.09.2018 | | Corinthian-Casuals | – | Whyteleafe | | 0:0 |
| London |
FA Cup 2018/19, Preliminary Round |
| 04.09.2018 | | Saltdean United | – | Whyteleafe | | 1:2 (1:0) * |
| Saltdean |
FA Cup 2018/19, Preliminary Round |
| 25.08.2018 | | Whyteleafe | – | Saltdean United | | 1:1 (1:0) |
| Whyteleafe |
FA Cup 2017/18, Preliminary Round |
| 23.08.2017 | | Erith Town | – | Whyteleafe | | 3:3 aet,
pen. 4:1 * |
| London |
FA Cup 2017/18, Preliminary Round |
| 19.08.2017 | | Whyteleafe | – | Erith Town | | 1:1 (1:0) |
| Whyteleafe |
FA Cup 2016/17, Second Qualifying Round |
| 17.09.2016 | | Whyteleafe | – | Welling United | | 0:2 |
| Whyteleafe |
FA Cup 2016/17, First Qualifying Round |
| 03.09.2016 | | Ramsgate | – | Whyteleafe | | 1:2 |
| Ramsgate |
FA Cup 2016/17, Preliminary Round |
| 23.08.2016 | | Whyteleafe | – | Hollands & Blair | | 4:2 * |
| Whyteleafe |
FA Cup 2016/17, Preliminary Round |
| 20.08.2016 | | Hollands & Blair | – | Whyteleafe | | 1:1 |
| Gillingham Star Meadow Sports Club |
FA Cup 2015/16, Preliminary Round |
| 01.09.2015 | | Whyteleafe | – | Eastbourne Town | | 2:3 (0:2) * |
| Whyteleafe |
FA Cup 2015/16, Preliminary Round |
| 29.08.2015 | | Eastbourne Town | – | Whyteleafe | | 1:1 (1:1) |
| Eastbourne |
FA Cup 2014/15, First Qualifying Round |
| 13.09.2014 | | Whyteleafe | – | Hastings United | | 1:2 |
| Whyteleafe |
FA Cup 2014/15, Preliminary Round |
| 30.08.2014 | | Chatham Town | – | Whyteleafe | | 1:2 |
| Chatham |
FA Cup 2013/14, Second Qualifying Round |
| 28.09.2013 | | Whyteleafe | – | Chatham Town | | 1:2 |
| Whyteleafe |
FA Cup 2013/14, First Qualifying Round |
| 14.09.2013 | | Whyteleafe | – | Horley Town | | 3:0 |
| Whyteleafe |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | Croydon | – | Whyteleafe | | 0:2 |
| London |
FA Cup 2013/14, Extra Preliminary Round |
| 21.08.2013 | | Epsom & Ewell | – | Whyteleafe | | 1:6 * |
| Chipstead |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Whyteleafe | – | Epsom & Ewell | | 3:3 |
| 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 2011/12, Preliminary Round |
| 03.09.2011 | | Folkestone Invicta | – | Whyteleafe | | 2:2 |
| |
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 2008/09, Second Qualifying Round |
| 01.10.2008 | | Whyteleafe | – | Welling United | | 2:0 * |
| |
FA Cup 2008/09, Second Qualifying Round |
| 27.09.2008 | | Welling United | – | Whyteleafe | | 1:1 |
| |
FA Cup 2008/09, First Qualifying Round |
| 16.09.2008 | | Whyteleafe | – | Horsham YMCA | | 2:0 * |
| |
FA Cup 2008/09, First Qualifying Round |
| 13.09.2008 | | Horsham YMCA | – | Whyteleafe | | 1:1 |
| |
FA Cup 2008/09, Preliminary Round |
| 03.09.2008 | | Peacehaven & Telscombe | – | Whyteleafe | | 1:3 * |
| Lancing |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | Whyteleafe | – | Peacehaven & Telscombe | | 0:0 |
| |
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 2006/07, Preliminary Round |
| 02.09.2006 | | Whyteleafe | – | Ash United | | 3:2 |
| |
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 2003/04, Preliminary Round |
| | | Wick | – | Whyteleafe | | 0:5 |
| |
FA Cup 2002/03, First Qualifying Round |
| | | Cray Wanderers | – | Whyteleafe | | 1:0 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Whyteleafe | – | Reading Town | | 1:0 |
| |
FA Cup 2001/02, First Qualifying Round |
| | | Eastbourne Borough | – | Whyteleafe | | 3:2 |
| |
FA Cup 2001/02, Preliminary Round |
| | | Whyteleafe | – | Eastbourne United | | 2:0 |
| |
FA Cup 2000/01, Third Qualifying Round |
| | | Whyteleafe | – | Mangotsfield United | | 1:3 |
| |
FA Cup 2000/01, Second Qualifying Round |
| | | Whyteleafe | – | Horsham YMCA | | 2:1 |
| |
FA Cup 2000/01, First Qualifying Round |
| | | Whyteleafe | – | Burgess Hill Town | | 4:0 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Hailsham Town | – | Whyteleafe | | 1:2 |
| |
FA Cup 1999/00, First Round Proper |
| 09.11.1999 | | Chester City | – | Whyteleafe | | 3:1 (1:1) * |
| Chester |
FA Cup 1999/00, First Round Proper |
| 30.10.1999 | | Whyteleafe | – | Chester City | | 0:0 |
| |
FA Cup 1999/00, Fourth Qualifying Round |
| | | Bognor Regis Town | – | Whyteleafe | | 0:1 (0:1) |
| |
FA Cup 1999/00, Third Qualifying Round |
| | | Whyteleafe | – | Langney Sports | | 1:0 |
| |
FA Cup 1999/00, Second Qualifying Round |
| | | Thame United | – | Whyteleafe | | 0:1 |
| |
FA Cup 1999/00, First Qualifying Round |
| | | Egham Town | – | Whyteleafe | | 1:3 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Whyteleafe | – | Lancing | | 4:3 |
| |
FA Cup 1998/99, Fourth Qualifying Round |
| | | Welling United | – | Whyteleafe | | 2:1 |
| |
FA Cup 1998/99, Third Qualifying Round |
| | | Worthing | – | Whyteleafe | | 0:2 |
| |
FA Cup 1998/99, Second Qualifying Round |
| | | Whyteleafe | – | Bedford Town | | 2:1 |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Banstead Athletic | – | Whyteleafe | | 1:2 * |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Whyteleafe | – | Banstead Athletic | | 2:2 |
| |
FA Cup 1997/98, Second Qualifying Round |
| | | Whyteleafe | – | Heybridge Swifts | | 0:2 |
| |
FA Cup 1997/98, First Qualifying Round |
| | | Whyteleafe | – | Crawley Town | | 3:2 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Chatham Town | – | Whyteleafe | | 2:0 * |
| |
FA Cup 1996/97, Preliminary Round |
| | | Whyteleafe | – | Chatham Town | | 3:3 |
| |
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 1994/95, First Qualifying Round |
| | | Whyteleafe | – | Dover Athletic | | 0:0 |
| |
FA Cup 1994/95, Preliminary Round |
| | | Hanwell Town | – | Whyteleafe | | 1:2 |
| |
FA Cup 1993/94, Preliminary Round |
| | | Whyteleafe | – | Three Bridges | | 5:1 |
| |
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 1992/93, Preliminary Round |
| | | Whyteleafe | – | Pagham | | 5:1 |
| |
FA Cup 1991/92, First Qualifying Round |
| | | Whyteleafe | – | Worthing | | 1:2 |
| |
FA Cup 1991/92, Preliminary Round |
| | | Whyteleafe | – | Ashford Town | | 2:0 |
| |
FA Cup 1990/91, Second Qualifying Round |
| | | Whyteleafe | – | Tonbridge | | 0:2 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Whyteleafe | – | Slade Green | | 2:1 |
| |
FA Cup 1989/90, Third Qualifying Round |
| | | Whyteleafe | – | Wokingham Town | | 1:2 * |
| |
FA Cup 1989/90, Third Qualifying Round |
| | | Wokingham Town | – | Whyteleafe | | 1:1 |
| |
FA Cup 1989/90, Second Qualifying Round |
| | | Whyteleafe | – | Malden Vale | | 2:0 |
| |
FA Cup 1989/90, First Qualifying Round |
| | | Whyteleafe | – | Sittingbourne | | 1:0 |
| |
FA Cup 1988/89, Third Qualifying Round |
| | | Whyteleafe | – | Woking | | 0:2 |
| |
FA Cup 1988/89, Second Qualifying Round |
| | | Southwick | – | Whyteleafe | | 0:1 |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Whyteleafe | – | Tooting & Mitcham United | | 2:1 |
| |
FA Cup 1988/89, Preliminary Round |
| | | Whyteleafe | – | Arundel | | 6:0 |
| |
FA Cup 1987/88, Second Qualifying Round |
| | | Wokingham Town | – | Whyteleafe | | 1:0 * |
| |
FA Cup 1987/88, Second Qualifying Round |
| | | Whyteleafe | – | Wokingham Town | | 3:3 |
| |
FA Cup 1987/88, First Qualifying Round |
| | | Whyteleafe | – | Lancing | | 2:0 |
| |
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 1985/86, First Qualifying Round |
| | | Whyteleafe | – | Eastbourne United | | 2:1 |
| |
FA Cup 1985/86, Preliminary Round |
| | | Horsham YMCA | – | Whyteleafe | | 0:3 |
| |
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 1983/84, First Qualifying Round |
| | | Feltham | – | Whyteleafe | | 0:1 |
| |
FA Cup 1982/83, First Qualifying Round |
| | | Wokingham Town | – | Whyteleafe | | 1:0 * |
| |
FA Cup 1982/83, First Qualifying Round |
| | | Whyteleafe | – | Wokingham Town | | 0:0 |
| |
FA Cup 1981/82, Preliminary Round |
| | | Clapton | – | Whyteleafe | | 1:0 |
| |
FA Cup 1969/70, Second Qualifying Round |
| | | Whyteleafe | – | Staines Town | | 1:2 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Croydon Amateurs | – | Whyteleafe | | 0:1 * |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Croydon Amateurs | – | Whyteleafe | | 1:1 aet * |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Whyteleafe | – | Croydon Amateurs | | 1:1 |
| |
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