FA Cup 2023/24, Extra Preliminary Round |
 | 08.08.2023 |  | Ashford Town | – | AFC Uckfield Town | | 1:0 (1:0) |
| Ashford |
FA Cup 2022/23, Preliminary Round |
| 23.08.2022 | | Northwood | – | Ashford Town | | 1:3 (0:1) * |
| London |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Saltdean United | – | Ashford Town | | 0:8 (0:1) |
| Saltdean |
FA Cup 2021/22, First Qualifying Round |
| 04.09.2021 | | Ashford Town | – | Tilbury | | 2:1 (0:1) |
| Ashford |
FA Cup 2021/22, Preliminary Round |
| 24.08.2021 | | Knaphill | – | Ashford Town | | 1:2 aet
(0:1, 1:1) * |
| Knaphill |
FA Cup 2021/22, Extra Preliminary Round |
| 07.08.2021 | | Ashford Town | – | AFC Uckfield Town | | 2:1 (1:1) |
| Ashford |
FA Cup 2017/18, Second Qualifying Round |
| 16.09.2017 | | Marlow | – | Ashford Town | | 0:2 (0:1) |
| Marlow |
FA Cup 2017/18, First Qualifying Round |
| 02.09.2017 | | Ashford Town | – | Corinthian-Casuals | | 2:0 (2:0) |
| Ashford |
FA Cup 2017/18, Preliminary Round |
| 19.08.2017 | | Ashford Town | – | Wembley | | 3:0 (1:0) |
| Ashford |
FA Cup 2016/17, Preliminary Round |
| 20.08.2016 | | Shortwood United | – | Ashford Town | | 0:2 |
| Nailsworth |
FA Cup 2013/14, Preliminary Round |
| 03.09.2013 | | Bishop's Cleeve | – | Ashford Town | | 0:1 * |
| Bishop's Cleeve |
FA Cup 2009/10, Preliminary Round |
| 30.08.2009 | | Ashford Town | – | Mile Oak | | 6:1 |
| |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | Ashford Town | – | Leatherhead | | 3:2 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Ashford Town | – | Bedfont Green | | 7:0 |
| |
FA Cup 2005/06, Preliminary Round |
| 27.08.2005 | | Ashford Town | – | Slade Green | | 3:1 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Ashford Town | – | Eastbourne United Association | | 3:0 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Ashford Town | – | Walton Casuals | | 4:1 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Ashford Town | – | East Preston | | 2:1 |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Thatcham Town | – | Ashford Town | | 3:4 |
| |
FA Cup 1998/99, Preliminary Round |
| | | Margate | – | Ashford Town | | 1:2 * |
| |
FA Cup 1996/97, Fourth Qualifying Round |
| | | Ashford Town | – | Kingstonian | | 3:1 |
| |
FA Cup 1995/96, Fourth Qualifying Round |
| | | Ashford Town | – | Aldershot Town | | 2:0 |
| |
FA Cup 1995/96, Third Qualifying Round |
| | | Tooting & Mitcham United | – | Ashford Town | | 0:1 |
| |
FA Cup 1995/96, Second Qualifying Round |
| | | Ashford Town | – | Hastings Town | | 3:1 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Ashford Town | – | Tonbridge | | 2:0 |
| |
FA Cup 1994/95, Fourth Qualifying Round |
| | | Salisbury | – | Ashford Town | | 2:3 |
| |
FA Cup 1994/95, Third Qualifying Round |
| | | Ashford Town | – | Gravesend & Northfleet | | 2:1 |
| |
FA Cup 1994/95, Second Qualifying Round |
| | | Ashford Town | – | Burgess Hill Town | | 3:2 |
| |
FA Cup 1994/95, First Qualifying Round |
| | | Ashford Town | – | Chatham Town | | 5:0 |
| |
FA Cup 1994/95, Preliminary Round |
| | | Bracknell Town | – | Ashford Town | | 1:3 |
| |
FA Cup 1992/93, Third Qualifying Round |
| | | Ashford Town | – | Deal Town | | 3:1 |
| |
FA Cup 1992/93, Second Qualifying Round |
| | | Windsor & Eton | – | Ashford Town | | 2:3 * |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Faversham Town | – | Ashford Town | | 0:2 * |
| |
FA Cup 1992/93, Preliminary Round |
| | | Ashford Town | – | Wick | | 3:1 * |
| |
FA Cup 1990/91, Preliminary Round |
| | | Ashford Town | – | Leatherhead | | 3:1 |
| |
FA Cup 1989/90, First Qualifying Round |
| | | Ruislip Manor | – | Ashford Town | | 1:3 |
| |
FA Cup 1988/89, Second Qualifying Round |
| | | Ashford Town | – | Hastings Town | | 2:1 |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Ashford Town | – | Dorking | | 2:1 |
| |
FA Cup 1986/87, First Qualifying Round |
| | | Portfield | – | Ashford Town | | 1:7 |
| |
FA Cup 1986/87, Preliminary Round |
| | | Ashford Town | – | Steyning Town | | 1:0 |
| |
FA Cup 1985/86, Preliminary Round |
| | | Ashford Town | – | Faversham Town | | 5:1 |
| |
FA Cup 1983/84, Third Qualifying Round |
| | | Ashford Town | – | Gravesend & Northfleet | | 3:2 * |
| |
FA Cup 1983/84, Second Qualifying Round |
| | | Hailsham Town | – | Ashford Town | | 1:3 |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Ashford Town | – | Deal Town | | 5:0 |
| |
FA Cup 1983/84, Preliminary Round |
| | | Beckenham Town | – | Ashford Town | | 1:3 |
| |
FA Cup 1981/82, Second Qualifying Round |
| | | Deal Town | – | Ashford Town | | 1:2 |
| |
FA Cup 1981/82, First Qualifying Round |
| | | Ashford Town | – | Hastings Town | | 1:0 |
| |
FA Cup 1980/81, Second Qualifying Round |
| | | Ashford Town | – | Crawley Town | | 3:0 |
| |
FA Cup 1980/81, First Qualifying Round |
| | | Ashford Town | – | Corinthian-Casuals | | 4:1 |
| |
FA Cup 1979/80, First Qualifying Round |
| | | Three Bridges | – | Ashford Town | | 0:2 |
| |
FA Cup 1979/80, Preliminary Round |
| | | Ashford Town | – | Peacehaven & Telscombe | | 2:1 * |
| |
FA Cup 1977/78, Preliminary Round |
| | | Whitstable Town | – | Ashford Town | | 0:1 |
| |
FA Cup 1976/77, First Qualifying Round |
| | | Ashford Town | – | Canterbury City | | 1:0 |
| |
FA Cup 1975/76, First Qualifying Round |
| | | Ashford Town | – | Lewes | | 2:1 |
| |
FA Cup 1974/75, Fourth Qualifying Round |
| | | Hillingdon Borough | – | Ashford Town | | 1:2 |
| |
FA Cup 1974/75, Third Qualifying Round |
| | | Ashford Town | – | Canterbury City | | 4:0 * |
| |
FA Cup 1974/75, Second Qualifying Round |
| | | Ashford Town | – | Dover | | 1:0 |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Sittingbourne | – | Ashford Town | | 1:2 * |
| |
FA Cup 1974/75, Preliminary Round |
| | | Deal Town | – | Ashford Town | | 0:4 |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Ashford Town | – | Eastbourne United | | 4:0 |
| |
FA Cup 1972/73, Third Qualifying Round |
| | | Dover | – | Ashford Town | | 1:2 |
| |
FA Cup 1972/73, Second Qualifying Round |
| | | Ashford Town | – | Herne Bay | | 6:0 |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Chatham Town | – | Ashford Town | | 0:2 |
| |
FA Cup 1971/72, Second Qualifying Round |
| | | Ashford Town | – | Tonbridge | | 3:1 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Ashford Town | – | Bexhill Town | | 2:0 |
| |
FA Cup 1969/70, Third Qualifying Round |
| | | Canterbury City | – | Ashford Town | | 1:4 * |
| |
FA Cup 1969/70, Second Qualifying Round |
| | | Ashford Town | – | Maidstone United | | 1:0 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Dover | – | Ashford Town | | 2:4 * |
| |
FA Cup 1968/69, Second Qualifying Round |
| | | Dover | – | Ashford Town | | 2:3 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Maidstone United | – | Ashford Town | | 1:2 |
| |
FA Cup 1966/67, First Round Proper |
| 26.11.1966 | | Ashford Town | – | Cambridge City | | 4:1 |
| |
FA Cup 1966/67, Fourth Qualifying Round |
| | | Ashford Town | – | Guildford City | | 2:0 * |
| |
FA Cup 1966/67, Third Qualifying Round |
| | | Ashford Town | – | Margate | | 1:0 |
| |
FA Cup 1966/67, Second Qualifying Round |
| | | Dulwich Hamlet | – | Ashford Town | | 1:4 |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Ashford Town | – | Leytonstone | | 4:0 * |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Sheppey United | – | Ashford Town | | 0:1 |
| |
FA Cup 1961/62, First Round Proper |
| 08.11.1961 | | Ashford Town | – | Wycombe Wanderers | | 3:0 * |
| |
FA Cup 1961/62, Fourth Qualifying Round |
| | | Ashford Town | – | Dover | | 3:1 |
| |
FA Cup 1960/61, Fourth Qualifying Round |
| | | Margate | – | Ashford Town | | 1:2 * |
| |
FA Cup 1959/60, Fourth Qualifying Round |
| | | Gravesend & Northfleet | – | Ashford Town | | 1:2 |
| |
FA Cup 1959/60, Third Qualifying Round |
| | | Ashford Town | – | Betteshanger Colliery Welfare | | 3:0 |
| |
FA Cup 1959/60, Second Qualifying Round |
| | | Ashford Town | – | Folkestone | | 1:0 |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Deal Town | – | Ashford Town | | 0:1 |
| |
FA Cup 1958/59, Fourth Qualifying Round |
| | | Ashford Town | – | Hastings United | | 2:1 * |
| |
FA Cup 1958/59, Third Qualifying Round |
| | | Canterbury City | – | Ashford Town | | 2:4 * |
| |
FA Cup 1958/59, Second Qualifying Round |
| | | Whitstable | – | Ashford Town | | 1:2 |
| |
FA Cup 1958/59, First Qualifying Round |
| | | Ashford Town | – | Snowdown Colliery Welfare | | 6:0 |
| |
FA Cup 1958/59, Preliminary Round |
| | | Ashford Town | – | Betteshanger Colliery Welfare | | 10:1 |
| |
FA Cup 1956/57, Preliminary Round |
| | | Ashford Town | – | Whitstable | | 3:1 |
| |
FA Cup 1955/56, Preliminary Round |
| | | Ashford Town | – | Tooting & Mitcham United | | 1:0 |
| |
FA Cup 1954/55, Preliminary Round |
| | | Deal Town | – | Ashford Town | | 0:2 |
| |
FA Cup 1953/54, Second Qualifying Round |
| | | Lancing Athletic | – | Ashford Town | | 1:3 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Ashford Town | – | East Grinstead | | 4:0 |
| |
FA Cup 1952/53, Preliminary Round |
| | | Newhaven | – | Ashford Town | | 2:4 |
| |
FA Cup 1951/52, Second Qualifying Round |
| | | Ashford Town | – | Eastbourne | | 4:0 * |
| |
FA Cup 1951/52, First Qualifying Round |
| | | Redhill | – | Ashford Town | | 2:3 |
| |
FA Cup 1951/52, Preliminary Round |
| | | Hastings United | – | Ashford Town | | 1:3 |
| |
FA Cup 1950/51, Preliminary Round |
| | | Whitstable | – | Ashford | | 0:2 |
| |
FA Cup 1950/51, Extra Preliminary Round |
| | | Margate | – | Ashford | | 1:2 |
| |
FA Cup 1948/49, Preliminary Round |
| | | Whitstable | – | Ashford | | 0:1 |
| |
FA Cup 1948/49, Extra Preliminary Round |
| | | Ashford | – | Woolwich Polytechnic | | 2:0 |
| |
FA Cup 1947/48, Preliminary Round |
| | | Ashford | – | Whitstable | | 4:1 |
| |
FA Cup 1946/47, First Qualifying Round |
| | | Maidstone United | – | Ashford | | 3:5 |
| |
FA Cup 1946/47, Preliminary Round |
| | | Whitstable | – | Ashford | | 3:10 |
| |
