FA Cup 2024/25, Preliminary Round |
| 20.08.2024 | | Uxbridge | | Ashford Town | | 1:2 * |
| London |
FA Cup 2024/25, Extra Preliminary Round |
| 03.08.2024 | | Northwood | | Ashford Town | | 0:2 |
| London |
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 |
| |