FA Cup 2023/24, First Qualifying Round |
 | 02.09.2023 |  | Whitstable Town | – | Wingate & Finchley | | 2:3 (0:2) |
| Whitstable |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Three Bridges | – | Whitstable Town | | 3:0 (1:0) |
| Three Bridges |
FA Cup 2021/22, First Qualifying Round |
| 07.09.2021 | | Leatherhead | – | Whitstable Town | | 1:0 (1:0) * |
| Leatherhead |
FA Cup 2020/21, Preliminary Round |
| 12.09.2020 | | Carshalton Athletic | – | Whitstable Town | | 5:1 |
| Carshalton |
FA Cup 2019/20, First Qualifying Round |
| 07.09.2019 | | Whitstable Town | – | Folkestone Invicta | | 0:4 (0:1) |
| Whitstable |
FA Cup 2018/19, First Qualifying Round |
| 08.09.2018 | | Whitstable Town | – | Bognor Regis Town | | 0:5 (0:2) |
| Whitstable |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Whitstable Town | – | Croydon | | 2:3 |
| Whitstable |
FA Cup 2015/16, First Qualifying Round |
| 15.09.2015 | | Deal Town | – | Whitstable Town | | 2:0 (1:0) * |
| Deal |
FA Cup 2014/15, First Qualifying Round |
| 13.09.2014 | | Hythe Town | – | Whitstable Town | | 4:0 |
| Hythe |
FA Cup 2013/14, Preliminary Round |
| 03.09.2013 | | Whitstable Town | – | Tunbridge Wells | | 0:2 * |
| Whitstable |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | VCD Athletic | – | Whitstable Town | | 2:1 |
| London |
FA Cup 2011/12, Preliminary Round |
| 03.09.2011 | | Whitstable Town | – | Worthing | | 1:3 |
| |
FA Cup 2010/11, Second Qualifying Round |
| 25.09.2010 | | Canvey Island | – | Whitstable Town | | 1:0 |
| |
FA Cup 2009/10, Second Qualifying Round |
| 26.09.2009 | | Potters Bar Town | – | Whitstable Town | | 3:0 |
| |
FA Cup 2008/09, First Qualifying Round |
| 13.09.2008 | | Merstham | – | Whitstable Town | | 2:1 |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Thamesmead Town | – | Whitstable Town | | 3:1 |
| |
FA Cup 2006/07, Second Qualifying Round |
| 30.09.2006 | | Whitstable Town | – | Margate | | 1:2 |
| |
FA Cup 2005/06, Preliminary Round |
| 30.08.2005 | | Fleet Town | – | Whitstable Town | | 2:1 * |
| |
FA Cup 2003/04, Preliminary Round |
| | | Whitstable Town | – | Raynes Park Vale | | 1:3 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Whitstable Town | – | Chipstead | | 1:2 |
| |
FA Cup 2001/02, Second Qualifying Round |
| | | Erith & Belvedere | – | Whitstable Town | | 3:0 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Windsor & Eton | – | Whitstable Town | | 1:0 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Viking Greenford | – | Whitstable Town | | 3:2 |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Bedfont | – | Whitstable Town | | 5:2 |
| |
FA Cup 1996/97, First Qualifying Round |
| | | Molesey | – | Whitstable Town | | 3:1 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Molesey | – | Whitstable Town | | 4:1 |
| |
FA Cup 1994/95, Preliminary Round |
| | | Whitstable Town | – | Tunbridge Wells | | 2:3 |
| |
FA Cup 1993/94, Second Qualifying Round |
| | | Dorking | – | Whitstable Town | | 4:0 |
| |
FA Cup 1992/93, Preliminary Round |
| | | Whitstable Town | – | Sittingbourne | | 1:2 |
| |
FA Cup 1991/92, Preliminary Round |
| | | Whitstable Town | – | Eastbourne United | | 0:1 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Whitstable Town | – | Sittingbourne | | 1:4 * |
| |
FA Cup 1989/90, Third Qualifying Round |
| | | Hythe Town | – | Whitstable Town | | 2:0 |
| |
FA Cup 1986/87, Third Qualifying Round |
| | | Herne Bay | – | Whitstable Town | | 1:0 |
| |
FA Cup 1985/86, Preliminary Round |
| | | Ringmer | – | Whitstable Town | | 2:1 |
| |
FA Cup 1984/85, First Qualifying Round |
| | | Croydon | – | Whitstable Town | | 5:0 * |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Whitstable Town | – | Whitehawk | | 1:2 |
| |
FA Cup 1982/83, Second Qualifying Round |
| | | Whitstable Town | – | Bognor Regis Town | | 0:3 |
| |
FA Cup 1981/82, First Qualifying Round |
| | | Tonbridge | – | Whitstable Town | | 3:1 |
| |
FA Cup 1980/81, Preliminary Round |
| | | Haywards Heath | – | Whitstable Town | | 1:0 |
| |
FA Cup 1979/80, Preliminary Round |
| | | Horsham | – | Whitstable Town | | 2:1 |
| |
FA Cup 1978/79, First Qualifying Round |
| | | Folkestone & Shepway | – | Whitstable Town | | 5:0 * |
| |
FA Cup 1977/78, Preliminary Round |
| | | Whitstable Town | – | Ashford Town | | 0:1 |
| |
FA Cup 1976/77, Preliminary Round |
| | | Herne Bay | – | Whitstable Town | | 4:1 |
| |
FA Cup 1975/76, First Qualifying Round |
| | | Sheppey United | – | Whitstable Town | | 5:1 |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Medway | – | Whitstable Town | | 4:2 |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Lewes | – | Whitstable Town | | 4:1 |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Sittingbourne | – | Whitstable Town | | 2:0 |
| |
FA Cup 1971/72, Second Qualifying Round |
| | | Whitstable Town | – | Dover | | 0:5 |
| |
FA Cup 1970/71, First Qualifying Round |
| | | Whitstable Town | – | Folkestone | | 2:7 |
| |
FA Cup 1969/70, Preliminary Round |
| | | Tunbridge Wells | – | Whitstable Town | | 2:1 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Canterbury City | – | Whitstable Town | | 1:0 |
| |
FA Cup 1967/68, Second Qualifying Round |
| | | Whitstable Town | – | Dover | | 1:7 |
| |
