FA Cup 2023/24, Preliminary Round |
 | 19.08.2023 | | Ashford United | – | Beckenham Town | | 2:3 (1:1) |
| Ashford |
FA Cup 2023/24, Extra Preliminary Round |
| 05.08.2023 | | Hollands & Blair | – | Ashford United | | 0:3 (0:0) |
| Gillingham Star Meadow Sports Club |
FA Cup 2022/23, Second Qualifying Round |
| 18.09.2022 | | Herne Bay | – | Ashford United | | 2:0 (0:0) |
| Herne Bay |
FA Cup 2022/23, First Qualifying Round |
| 03.09.2022 | | Ashford United | – | Hanworth Villa | | 2:1 (2:0) |
| Ashford |
FA Cup 2022/23, Preliminary Round |
| 20.08.2022 | | Sutton Athletic | – | Ashford United | | 1:2 (1:1) |
| Sutton-at-Hone |
FA Cup 2021/22, Preliminary Round |
| 24.08.2021 | | Ashford United | – | Chatham Town | | 1:1 aet
(1:0, 1:1),
pen. 5:6 * |
| Ashford |
FA Cup 2021/22, Preliminary Round |
| 21.08.2021 | | Chatham Town | – | Ashford United | | 1:1 (0:1) |
| Chatham |
FA Cup 2020/21, First Qualifying Round |
| 22.09.2020 | | Ashford United | – | Bracknell Town | | 1:4 |
| Ashford |
FA Cup 2020/21, Preliminary Round |
| 12.09.2020 | | Ashford United | – | Whitehawk | | 2:0 |
| Ashford |
FA Cup 2019/20, First Qualifying Round |
| 07.09.2019 | | Ashford United | – | Farnborough | | 0:3 (0:2) |
| Ashford |
FA Cup 2019/20, Preliminary Round |
| 24.08.2019 | | Beckenham Town | – | Ashford United | | 0:1 (0:0) |
| London |
FA Cup 2018/19, Preliminary Round |
| 25.08.2018 | | Ashford United | – | Horsham YMCA | | 0:2 (0:0) |
| Ashford |
FA Cup 2017/18, First Qualifying Round |
| 02.09.2017 | | Horsham | – | Ashford United | | 6:0 (4:0) |
| Horsham |
FA Cup 2017/18, Preliminary Round |
| 19.08.2017 | | Redhill | – | Ashford United | | 1:3 (0:2) |
| Redhill |
FA Cup 2016/17, First Qualifying Round |
| 03.09.2016 | | Burgess Hill Town | – | Ashford United | | 2:1 |
| Burgess Hill |
FA Cup 2016/17, Preliminary Round |
| 20.08.2016 | | Ashford United | – | Three Bridges | | 1:0 |
| Ashford |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Ashford United | – | Corinthian | | 2:0 |
| Ashford |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Cray Valley Paper Mills | – | Ashford United | | 5:1 (3:0) |
| London |
FA Cup 2014/15, Preliminary Round |
| 30.08.2014 | | Ashford United | – | Chipstead | | 0:1 |
| Ashford |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Guildford City | – | Ashford United | | 0:2 |
| Guildford |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | Peacehaven & Telscombe | – | Ashford United | | 4:0 (2:0) |
| Peacehaven |
FA Cup 2013/14, Extra Preliminary Round |
| 21.08.2013 | | Worthing United | – | Ashford United | | 0:1 * |
| Worthing |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Ashford United | – | Worthing United | | 0:0 |
| Ashford |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | Ashford United | – | Lingfield | | 1:3 |
| Ashford |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Deal Town | – | Ashford United | | 1:2 |
| |
