FA Cup 2023/24, Extra Preliminary Round |
 | 05.08.2023 |  | Tunbridge Wells | – | Uxbridge | | 2:3 (2:0) |
| Royal Tunbridge Wells |
FA Cup 2022/23, Preliminary Round |
| 20.08.2022 | | Tunbridge Wells | – | Phoenix Sports | | 0:1 (0:0) |
| Royal Tunbridge Wells |
FA Cup 2021/22, Extra Preliminary Round |
| 07.08.2021 | | Walton & Hersham | – | Tunbridge Wells | | 2:1 (1:1) |
| Walton-on-Thames |
FA Cup 2020/21, First Qualifying Round |
| 22.09.2020 | | Haringey Borough | – | Tunbridge Wells | | 5:1 |
| London |
FA Cup 2019/20, Preliminary Round |
| 24.08.2019 | | Haywards Heath Town | – | Tunbridge Wells | | 2:1 (1:1) |
| Haywards Heath |
FA Cup 2018/19, Extra Preliminary Round |
| 14.08.2018 | | Tunbridge Wells | – | Croydon | | 2:3 aet
(0:2, 2:2) * |
| Royal Tunbridge Wells |
FA Cup 2017/18, Second Qualifying Round |
| 16.09.2017 | | Concord Rangers | – | Tunbridge Wells | | 4:0 (4:0) |
| Canvey Island |
FA Cup 2016/17, Extra Preliminary Round |
| 09.08.2016 | | Eastbourne United | – | Tunbridge Wells | | 2:1 * |
| Eastbourne |
FA Cup 2015/16, Preliminary Round |
| 02.09.2015 | | Croydon | – | Tunbridge Wells | | 2:1 * |
| London |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Holmesdale | – | Tunbridge Wells | | 4:1 |
| London |
FA Cup 2013/14, First Qualifying Round |
| 14.09.2013 | | Eastbourne Town | – | Tunbridge Wells | | 3:2 |
| Eastbourne |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Tunbridge Wells | – | Beckenham Town | | 1:4 |
| |
FA Cup 2011/12, Preliminary Round |
| 03.09.2011 | | Walton & Hersham | – | Tunbridge Wells | | 3:1 |
| |
FA Cup 2010/11, First Qualifying Round |
| 11.09.2010 | | Carshalton Athletic | – | Tunbridge Wells | | 2:1 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 18.08.2009 | | Sevenoaks Town | – | Tunbridge Wells | | 2:1 * |
| |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | Horsham YMCA | – | Tunbridge Wells | | 3:1 |
| |
FA Cup 2007/08, Extra Preliminary Round |
| 18.08.2007 | | Tunbridge Wells | – | Chessington & Hook United | | 3:4 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Tunbridge Wells | – | Dartford | | 0:5 |
| |
FA Cup 2005/06, First Qualifying Round |
| 10.09.2005 | | Metropolitan Police | – | Tunbridge Wells | | 2:0 |
| |
FA Cup 2004/05, First Qualifying Round |
| | | AFC Totton | – | Tunbridge Wells | | 2:1 |
| |
FA Cup 2003/04, Extra Preliminary Round |
| | | Chichester City United | – | Tunbridge Wells | | 4:1 |
| |
FA Cup 2002/03, First Qualifying Round |
| | | Selsey | – | Tunbridge Wells | | 2:1 * |
| |
FA Cup 2001/02, Preliminary Round |
| | | Tunbridge Wells | – | Eastleigh | | 2:3 * |
| |
FA Cup 2000/01, Preliminary Round |
| | | Tunbridge Wells | – | VCD Athletic | | 1:2 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Bedfont | – | Tunbridge Wells | | 4:0 |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Tunbridge Wells | – | Eastbourne Town | | 2:4 * |
| |
FA Cup 1997/98, Preliminary Round |
| | | Chichester City | – | Tunbridge Wells | | 4:1 * |
| |
FA Cup 1996/97, First Qualifying Round |
| | | Carshalton Athletic | – | Tunbridge Wells | | 6:0 |
| |
FA Cup 1995/96, Preliminary Round |
| | | Redhill | – | Tunbridge Wells | | 3:1 |
| |
FA Cup 1994/95, First Qualifying Round |
| | | Wembley | – | Tunbridge Wells | | 4:1 |
| |
FA Cup 1993/94, Preliminary Round |
| | | Tooting & Mitcham United | – | Tunbridge Wells | | 7:0 |
| |
FA Cup 1992/93, Preliminary Round |
| | | Tunbridge Wells | – | Margate | | 0:4 |
| |
FA Cup 1991/92, Preliminary Round |
| | | Tunbridge Wells | – | Burgess Hill Town | | 0:2 |
| |
FA Cup 1990/91, Preliminary Round |
| | | Eastbourne United | – | Tunbridge Wells | | 6:5 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Deal Town | – | Tunbridge Wells | | 2:1 * |
| |
FA Cup 1988/89, Preliminary Round |
| | | Gravesend & Northfleet | – | Tunbridge Wells | | 2:1 |
| |
FA Cup 1987/88, First Qualifying Round |
| | | Marlow | – | Tunbridge Wells | | 5:1 |
| |
FA Cup 1986/87, Preliminary Round |
| | | Tunbridge Wells | – | Dover Athletic | | 1:2 * |
| |
FA Cup 1985/86, First Qualifying Round |
| | | Tilbury | – | Tunbridge Wells | | 2:1 |
| |
FA Cup 1984/85, First Qualifying Round |
| | | Tunbridge Wells | – | Leytonstone/Ilford | | 0:2 |
| |
FA Cup 1983/84, Preliminary Round |
| | | Tunbridge Wells | – | Lewes | | 0:3 * |
| |
FA Cup 1982/83, Preliminary Round |
| | | Tunbridge Wells | – | Canterbury City | | 0:3 |
| |
FA Cup 1981/82, First Qualifying Round |
| | | Hillingdon Borough | – | Tunbridge Wells | | 7:2 |
| |
FA Cup 1980/81, Preliminary Round |
| | | Ringmer | – | Tunbridge Wells | | 3:1 |
| |
FA Cup 1979/80, Second Qualifying Round |
| | | Tunbridge Wells | – | Fareham Town | | 1:2 |
| |
FA Cup 1978/79, Second Qualifying Round |
| | | Tunbridge Wells | – | Woking | | 0:2 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Tunbridge Wells | – | Croydon | | 0:2 * |
| |
FA Cup 1976/77, Second Qualifying Round |
| | | Tunbridge Wells | – | Horsham YMCA | | 0:2 * |
| |
FA Cup 1975/76, Second Qualifying Round |
| | | Redhill | – | Tunbridge Wells | | 4:1 |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Faversham Town | – | Tunbridge Wells | | 3:2 * |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Dover | – | Tunbridge Wells | | 5:0 |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Herne Bay | – | Tunbridge Wells | | 5:0 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Maidstone United | – | Tunbridge Wells | | 6:1 |
| |
FA Cup 1970/71, First Qualifying Round |
| | | Tonbridge | – | Tunbridge Wells | | 5:0 |
| |
FA Cup 1969/70, Second Qualifying Round |
| | | Tunbridge Wells | – | Canterbury City | | 3:4 |
| |
FA Cup 1966/67, Second Qualifying Round |
| | | Tunbridge Wells Rangers | – | Margate | | 0:4 |
| |
FA Cup 1965/66, Second Qualifying Round |
| | | Tonbridge | – | Tunbridge Wells Rangers | | 4:1 |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Tunbridge Wells Rangers | – | Tonbridge | | 1:3 |
| |
FA Cup 1963/64, Second Qualifying Round |
| | | Tunbridge Wells United | – | Maidstone United | | 1:3 |
| |
FA Cup 1962/63, Third Qualifying Round |
| | | Tunbridge Wells United | – | Maidstone United | | 0:1 |
| |
FA Cup 1961/62, First Round Proper |
| 04.11.1961 | | Aldershot | – | Tunbridge Wells United | | 3:1 |
| |
FA Cup 1960/61, Second Qualifying Round |
| | | Tunbridge Wells United | – | Tonbridge | | 1:2 |
| |
FA Cup 1959/60, Third Qualifying Round |
| | | Tunbridge Wells United | – | Gravesend & Northfleet | | 0:3 |
| |
FA Cup 1958/59, First Qualifying Round |
| | | Tunbridge Wells United | – | Dartford | | 1:2 * |
| |
FA Cup 1957/58, First Qualifying Round |
| | | Tunbridge Wells United | – | Bexleyheath & Welling | | 1:4 |
| |
FA Cup 1956/57, Second Qualifying Round |
| | | Tunbridge Wells United | – | Tooting & Mitcham United | | 2:3 |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Sittingbourne | – | Tunbridge Wells United | | 2:0 |
| |
FA Cup 1954/55, First Round Proper |
| 20.11.1954 | | Brighton & Hove Albion | – | Tunbridge Wells United | | 5:0 |
| |
FA Cup 1953/54, Third Qualifying Round |
| | | Tunbridge Wells United | – | Guildford City | | 0:2 |
| |
FA Cup 1952/53, First Qualifying Round |
| | | Tunbridge Wells United | – | Sittingbourne | | 2:4 |
| |
FA Cup 1938/39, First Round Proper |
| 26.11.1938 | | Walthamstow Avenue | – | Tunbridge Wells Rangers | | 4:1 |
| |
FA Cup 1937/38, First Round Proper |
| 27.11.1937 | | Brighton & Hove Albion | – | Tunbridge Wells Rangers | | 5:1 |
| |
FA Cup 1936/37, Second Round Proper |
| 12.12.1936 | | Accrington Stanley | – | Tunbridge Wells Rangers | | 1:0 |
| |
FA Cup 1931/32, First Round Proper |
| 02.12.1931 | | Brentford | – | Tunbridge Wells Rangers | | 2:1 * |
| |
FA Cup 1930/31, Second Round Proper |
| 13.12.1930 | | Carlisle United | – | Tunbridge Wells Rangers | | 4:2 |
| |
FA Cup 1929/30, First Round Proper |
| 30.11.1929 | | Tunbridge Wells Rangers | – | Bath City | | 1:3 |
| |
FA Cup 1905/06, First Round Proper |
| 17.01.1906 | | Tunbridge Wells Rangers | – | Norwich City | | 0:5 * |
| |
