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, 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, Preliminary Round |
| 04.09.2018 | | Saltdean United | – | Whyteleafe | | 1:2 (1:0) * |
| Saltdean |
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 2014/15, Preliminary Round |
| 30.08.2014 | | Chatham Town | – | Whyteleafe | | 1:2 |
| Chatham |
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 2008/09, Second Qualifying Round |
| 01.10.2008 | | Whyteleafe | – | Welling United | | 2:0 * |
| |
FA Cup 2008/09, First Qualifying Round |
| 16.09.2008 | | Whyteleafe | – | Horsham YMCA | | 2:0 * |
| |
FA Cup 2008/09, Preliminary Round |
| 03.09.2008 | | Peacehaven & Telscombe | – | Whyteleafe | | 1:3 * |
| Lancing |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Whyteleafe | – | Ash United | | 3:2 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Wick | – | Whyteleafe | | 0:5 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Whyteleafe | – | Reading Town | | 1:0 |
| |
FA Cup 2001/02, Preliminary Round |
| | | Whyteleafe | – | Eastbourne United | | 2:0 |
| |
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, 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, 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 1997/98, First Qualifying Round |
| | | Whyteleafe | – | Crawley Town | | 3:2 |
| |
FA Cup 1994/95, Preliminary Round |
| | | Hanwell Town | – | Whyteleafe | | 1:2 |
| |
FA Cup 1993/94, Preliminary Round |
| | | Whyteleafe | – | Three Bridges | | 5:1 |
| |
FA Cup 1992/93, Preliminary Round |
| | | Whyteleafe | – | Pagham | | 5:1 |
| |
FA Cup 1991/92, Preliminary Round |
| | | Whyteleafe | – | Ashford Town | | 2:0 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Whyteleafe | – | Slade Green | | 2:1 |
| |
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, 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, First Qualifying Round |
| | | Whyteleafe | – | Lancing | | 2:0 |
| |
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 1983/84, First Qualifying Round |
| | | Feltham | – | Whyteleafe | | 0:1 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Croydon Amateurs | – | Whyteleafe | | 0:1 * |
| |
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