FA Cup 2015/16, First Qualifying Round |
 | 12.09.2015 | | Hoddesdon Town | – | Ashford Town FC | | 3:1 (0:1) |
| Hoddesdon |
FA Cup 2015/16, Preliminary Round |
| 29.08.2015 | | Ashford Town FC | – | AFC Kempston Rovers | | 1:0 |
| Stanwell |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Wellingborough Town | – | Ashford Town FC | | 1:8 |
| Wellingborough |
FA Cup 2014/15, Preliminary Round |
| 02.09.2014 | | Daventry Town | – | Ashford Town Middlesex | | 2:1 (0:0) * |
| Daventry |
FA Cup 2014/15, Preliminary Round |
| 30.08.2014 | | Ashford Town Middlesex | – | Daventry Town | | 1:1 |
| Stanwell |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Ashford Town Middlesex | – | Berkhamsted | | 3:1 |
| Stanwell |
FA Cup 2012/13, Second Qualifying Round |
| 22.09.2012 | | Ashford Town Middlesex | – | St Albans City | | 2:6 (1:4) |
| Stanwell |
FA Cup 2012/13, First Qualifying Round |
| 11.09.2012 | | Ashford Town Middlesex | – | Dunstable Town | | 3:0 aet
(0:0) * |
| Stanwell |
FA Cup 2012/13, First Qualifying Round |
| 08.09.2012 | | Dunstable Town | – | Ashford Town Middlesex | | 2:2 (1:1) |
| Dunstable |
FA Cup 2012/13, Preliminary Round |
| 28.08.2012 | | Tring Athletic | – | Ashford Town Middlesex | | 0:2 * |
| Tring |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | Ashford Town Middlesex | – | Tring Athletic | | 2:2 |
| Stanwell |
FA Cup 2010/11, First Qualifying Round |
| 14.09.2010 | | Worthing | – | Ashford Town Middlesex | | 5:1 * |
| |
FA Cup 2010/11, First Qualifying Round |
| 11.09.2010 | | Ashford Town Middlesex | – | Worthing | | 1:1 |
| |
FA Cup 2010/11, Preliminary Round |
| 28.08.2010 | | Peacehaven & Telscombe | – | Ashford Town Middlesex | | 1:2 |
| |
FA Cup 2009/10, Third Qualifying Round |
| 13.10.2009 | | Ashford Town Middlesex | – | Hendon | | 2:2 aet,
pen. 8:9 * |
| |
FA Cup 2009/10, Third Qualifying Round |
| 10.10.2009 | | Hendon | – | Ashford Town Middlesex | | 0:0 |
| |
FA Cup 2009/10, Second Qualifying Round |
| 26.09.2009 | | Ashford Town Middlesex | – | Badshot Lea | | 10:0 |
| |
FA Cup 2009/10, First Qualifying Round |
| 12.09.2009 | | Crawley Down | – | Ashford Town Middlesex | | 2:3 |
| |
FA Cup 2008/09, Fourth Qualifying Round |
| 28.10.2008 | | Forest Green Rovers | – | Ashford Town Middlesex | | 4:0 (1:0) * |
| |
FA Cup 2008/09, Fourth Qualifying Round |
| 25.10.2008 | | Ashford Town Middlesex | – | Forest Green Rovers | | 0:0 |
| |
FA Cup 2008/09, Third Qualifying Round |
| 11.10.2008 | | Ashford Town Middlesex | – | Chippenham Town | | 1:0 |
| |
FA Cup 2008/09, Second Qualifying Round |
| 27.09.2008 | | Arlesey Town | – | Ashford Town Middlesex | | 1:4 |
| |
FA Cup 2008/09, First Qualifying Round |
| 13.09.2008 | | Raunds Town | – | Ashford Town Middlesex | | 0:3 |
| |
FA Cup 2007/08, First Qualifying Round |
| 15.09.2007 | | Ashford Town Middlesex | – | Leighton Town | | 0:1 |
| |
FA Cup 2006/07, Third Qualifying Round |
| 14.10.2006 | | Basingstoke Town | – | Ashford Town Middlesex | | 3:0 |
| |
FA Cup 2006/07, Second Qualifying Round |
| 03.10.2006 | | Ashford Town Middlesex | – | Walton & Hersham | | 3:1 aet * |
| |
FA Cup 2006/07, Second Qualifying Round |
| 30.09.2006 | | Walton & Hersham | – | Ashford Town Middlesex | | 2:2 |
| |
FA Cup 2006/07, First Qualifying Round |
| 16.09.2006 | | Ashford Town Middlesex | – | Maidstone United | | 4:0 |
| |
FA Cup 2005/06, First Qualifying Round |
| 13.09.2005 | | Ashford Town Middlesex | – | AFC Wimbledon | | 0:2 * |
| |
FA Cup 2005/06, First Qualifying Round |
| 10.09.2005 | | AFC Wimbledon | – | Ashford Town Middlesex | | 2:2 |
| |
FA Cup 2005/06, Preliminary Round |
| 27.08.2005 | | Ashford Town Middlesex | – | Whyteleafe | | 3:1 |
| |
FA Cup 2004/05, Fourth Qualifying Round |
| | | Hayes | – | Ashford Town Middlesex | | 4:0 |
| |
FA Cup 2004/05, Third Qualifying Round |
| | | Aylesbury United | – | Ashford Town Middlesex | | 0:1 (0:0) |
| |
FA Cup 2004/05, Second Qualifying Round |
| | | Ashford Town Middlesex | – | Hertford Town | | 3:1 |
| |
FA Cup 2004/05, First Qualifying Round |
| | | Ashford Town Middlesex | – | Bashley | | 3:1 |
| |
FA Cup 2004/05, Preliminary Round |
| | | Hillingdon Borough | – | Ashford Town Middlesex | | 0:1 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Tooting & Mitcham United | – | Ashford Town Middlesex | | 3:1 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Tunbridge Wells | – | Ashford Town Middlesex | | 2:1 |
| |
FA Cup 2001/02, Preliminary Round |
| | | Fisher Athletic | – | Ashford Town Middlesex | | 3:0 |
| |
FA Cup 2000/01, First Qualifying Round |
| | | Langney Sports | – | Ashford Town Middlesex | | 3:2 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Chipstead | – | Ashford Town Middlesex | | 0:1 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Ashford Town Middlesex | – | Langney Sports | | 1:2 |
| |
FA Cup 1998/99, Preliminary Round |
| | | Ashford Town Middlesex | – | Erith & Belvedere | | 1:3 |
| |
FA Cup 1997/98, Preliminary Round |
| | | Leighton Town | – | Ashford Town Middlesex | | 2:1 |
| |
FA Cup 1996/97, First Qualifying Round |
| | | Dulwich Hamlet | – | Ashford Town Middlesex | | 2:0 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Ashford Town Middlesex | – | Slade Green | | 2:0 |
| |
FA Cup 1992/93, Preliminary Round |
| | | Ashford Town Middlesex | – | Rayners Lane | | 0:1 * |
| |
FA Cup 1992/93, Preliminary Round |
| | | Rayners Lane | – | Ashford Town Middlesex | | 2:2 |
| |
