FA Cup 2022/23, Extra Preliminary Round |
 | 06.08.2022 | | Chipstead | – | Tunbridge Wells | | 1:2 (1:0) |
| Chipstead |
FA Cup 2020/21, Extra Preliminary Round |
| 01.09.2020 | | Tunbridge Wells | – | Erith Town | | 1:0 |
| Royal Tunbridge Wells |
FA Cup 2019/20, Extra Preliminary Round |
| 13.08.2019 | | Pagham | – | Tunbridge Wells | | 0:2 (0:0) * |
| Pagham |
FA Cup 2017/18, First Qualifying Round |
| 05.09.2017 | | Tunbridge Wells | – | Haywards Heath Town | | 3:0 aet * |
| Royal Tunbridge Wells |
FA Cup 2017/18, Preliminary Round |
| 19.08.2017 | | Tunbridge Wells | – | CB Hounslow United | | 3:1 (2:0) |
| Royal Tunbridge Wells |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Tunbridge Wells | – | Beckenham Town | | 1:0 |
| Royal Tunbridge Wells |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Tunbridge Wells | – | Glebe | | +:- |
| Royal Tunbridge Wells |
FA Cup 2013/14, Preliminary Round |
| 03.09.2013 | | Whitstable Town | – | Tunbridge Wells | | 0:2 * |
| Whitstable |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Pagham | – | Tunbridge Wells | | 2:4 |
| Pagham |
FA Cup 2011/12, Extra Preliminary Round |
| 20.08.2011 | | Tunbridge Wells | – | Warlingham | | 1:0 |
| |
FA Cup 2010/11, Preliminary Round |
| 31.08.2010 | | Dulwich Hamlet | – | Tunbridge Wells | | 0:1 * |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Mile Oak | – | Tunbridge Wells | | 0:1 |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 19.08.2008 | | Tunbridge Wells | – | Slade Green | | 2:1 * |
| |
FA Cup 2004/05, Preliminary Round |
| | | Pagham | – | Tunbridge Wells | | 1:2 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Tunbridge Wells | – | Ashford Town Middlesex | | 2:1 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Bedfont | – | Tunbridge Wells | | 1:2 |
| |
FA Cup 1994/95, Preliminary Round |
| | | Whitstable Town | – | Tunbridge Wells | | 2:3 |
| |
FA Cup 1987/88, Preliminary Round |
| | | Tunbridge Wells | – | Maidenhead United | | 4:3 * |
| |
FA Cup 1979/80, First Qualifying Round |
| | | Pagham | – | Tunbridge Wells | | 1:2 * |
| |
FA Cup 1978/79, First Qualifying Round |
| | | Selsey | – | Tunbridge Wells | | 2:3 |
| |
FA Cup 1977/78, Preliminary Round |
| | | Tunbridge Wells | – | Canterbury City | | 5:0 |
| |
FA Cup 1976/77, First Qualifying Round |
| | | Tunbridge Wells | – | Crawley Town | | 2:0 |
| |
FA Cup 1975/76, First Qualifying Round |
| | | Medway | – | Tunbridge Wells | | 1:3 |
| |
FA Cup 1973/74, Preliminary Round |
| | | Tunbridge Wells | – | Ringmer | | 5:1 |
| |
FA Cup 1970/71, Preliminary Round |
| | | Tunbridge Wells | – | Deal Town | | 2:1 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Sittingbourne | – | Tunbridge Wells | | 0:1 |
| |
FA Cup 1969/70, Preliminary Round |
| | | Tunbridge Wells | – | Whitstable Town | | 2:1 |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Bromley | – | Tunbridge Wells Rangers | | 0:1 |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Tunbridge Wells Rangers | – | Ashford Town | | 4:1 |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Tunbridge Wells United | – | Eastbourne | | 2:0 * |
| |
FA Cup 1962/63, Second Qualifying Round |
| | | Eastbourne United | – | Tunbridge Wells United | | 0:1 |
| |
FA Cup 1962/63, First Qualifying Round |
| | | Eastbourne | – | Tunbridge Wells United | | 3:4 |
| |
FA Cup 1961/62, Fourth Qualifying Round |
| | | Crawley Town | – | Tunbridge Wells United | | 1:2 |
| |
FA Cup 1961/62, Third Qualifying Round |
| | | Eastbourne United | – | Tunbridge Wells United | | 1:5 |
| |
FA Cup 1961/62, Second Qualifying Round |
| | | Tonbridge | – | Tunbridge Wells United | | 1:3 |
| |
FA Cup 1961/62, First Qualifying Round |
| | | Tunbridge Wells United | – | Maidstone United | | 1:0 |
| |
FA Cup 1960/61, First Qualifying Round |
| | | Eastbourne United | – | Tunbridge Wells United | | 1:2 |
| |
FA Cup 1959/60, Second Qualifying Round |
| | | Dartford | – | Tunbridge Wells United | | 0:2 |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Maidstone United | – | Tunbridge Wells United | | 2:3 * |
| |
FA Cup 1958/59, Preliminary Round |
| | | Tunbridge Wells United | – | Maidstone United | | 3:1 |
| |
FA Cup 1957/58, Preliminary Round |
| | | Erith & Belvedere | – | Tunbridge Wells United | | 1:3 |
| |
FA Cup 1956/57, First Qualifying Round |
| | | Tunbridge Wells United | – | Woking | | 3:0 |
| |
FA Cup 1956/57, Preliminary Round |
| | | Dorking | – | Tunbridge Wells United | | 0:1 |
| |
FA Cup 1954/55, Fourth Qualifying Round |
| | | Tunbridge Wells United | – | Oxford City | | 3:1 |
| |
FA Cup 1954/55, Third Qualifying Round |
| | | Tunbridge Wells United | – | Bognor Regis Town | | 4:0 |
| |
FA Cup 1954/55, Second Qualifying Round |
| | | Horsham | – | Tunbridge Wells United | | 2:3 |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Tunbridge Wells United | – | Haywards Heath | | 4:0 |
| |
FA Cup 1954/55, Preliminary Round |
| | | Tunbridge Wells United | – | East Grinstead | | 5:0 |
| |
FA Cup 1953/54, Second Qualifying Round |
| | | Betteshanger Colliery Welfare | – | Tunbridge Wells United | | 1:2 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Tunbridge Wells United | – | Dulwich Hamlet | | 3:1 |
| |
FA Cup 1953/54, Preliminary Round |
| | | Canterbury City | – | Tunbridge Wells United | | 0:2 |
| |
FA Cup 1952/53, Preliminary Round |
| | | Tunbridge Wells United | – | Canterbury City | | 2:1 |
| |
FA Cup 1936/37, First Round Proper |
| 28.11.1936 | | Bath City | – | Tunbridge Wells Rangers | | 1:2 |
| |
FA Cup 1930/31, First Round Proper |
| 29.11.1930 | | Tunbridge Wells Rangers | – | Kingstonian | | 3:0 |
| |
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