FA Cup 2017/18, Extra Preliminary Round |
 | 05.08.2017 | | Hailsham Town | – | Redhill | | 1:8 |
| Hailsham |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Hailsham Town | – | Crawley Down Gatwick | | 5:7 |
| Hailsham |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Hailsham Town | – | Eastbourne United | | 2:3 (0:2) |
| Hailsham |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Eastbourne United | – | Hailsham Town | | 5:2 |
| Eastbourne |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Molesey | – | Hailsham Town | | 8:1 |
| Molesey |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Hailsham Town | – | Greenwich Borough | | 2:4 |
| |
FA Cup 2011/12, Extra Preliminary Round |
| 20.08.2011 | | Hailsham Town | – | Lingfield | | 0:4 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Arundel | – | Hailsham Town | | 4:1 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 15.08.2009 | | Hailsham Town | – | Lingfield | | 1:7 |
| |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | Burgess Hill Town | – | Hailsham Town | | 2:0 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Hailsham Town | – | AFC Totton | | 0:1 |
| |
FA Cup 2005/06, Extra Preliminary Round |
| 20.08.2005 | | Horsham YMCA | – | Hailsham Town | | 1:0 |
| |
FA Cup 2004/05, First Qualifying Round |
| | | Whitstable Town | – | Hailsham Town | | 4:0 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Hailsham Town | – | Cowes Sports | | 0:1 |
| |
FA Cup 2002/03, Preliminary Round |
| | | AFC Newbury | – | Hailsham Town | | 2:1 |
| |
FA Cup 2001/02, Preliminary Round |
| | | Hailsham Town | – | Peacehaven & Telscombe | | 0:1 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Hailsham Town | – | Whyteleafe | | 1:2 |
| |
FA Cup 1999/00, First Qualifying Round |
| | | Hailsham Town | – | Sittingbourne | | 1:3 |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Langney Sports | – | Hailsham Town | | 3:1 |
| |
FA Cup 1997/98, Preliminary Round |
| | | Hailsham Town | – | Metropolitan Police | | 0:4 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Redhill | – | Hailsham Town | | 2:1 * |
| |
FA Cup 1995/96, Preliminary Round |
| | | Whitstable Town | – | Hailsham Town | | 3:2 |
| |
FA Cup 1994/95, Preliminary Round |
| | | Folkestone Invicta | – | Hailsham Town | | 2:0 |
| |
FA Cup 1993/94, Preliminary Round |
| | | Hailsham Town | – | Epsom & Ewell | | 1:4 |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Hailsham Town | – | Bromley | | 2:3 |
| |
FA Cup 1991/92, First Qualifying Round |
| | | Sheppey United | – | Hailsham Town | | 4:1 * |
| |
FA Cup 1990/91, Third Qualifying Round |
| | | Kingstonian | – | Hailsham Town | | 4:0 |
| |
FA Cup 1989/90, Third Qualifying Round |
| | | Hailsham Town | – | Dulwich Hamlet | | 3:4 * |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Crawley Town | – | Hailsham Town | | 2:1 |
| |
FA Cup 1987/88, Preliminary Round |
| | | Hailsham Town | – | Beckenham Town | | 2:4 * |
| |
FA Cup 1986/87, Preliminary Round |
| | | Petersfield United | – | Hailsham Town | | 2:1 |
| |
FA Cup 1985/86, Preliminary Round |
| | | Dorking | – | Hailsham Town | | 3:0 * |
| |
FA Cup 1984/85, First Qualifying Round |
| | | Egham Town | – | Hailsham Town | | 3:0 |
| |
FA Cup 1983/84, Second Qualifying Round |
| | | Hailsham Town | – | Ashford Town | | 1:3 |
| |
FA Cup 1982/83, First Qualifying Round |
| | | Hailsham Town | – | Thanet United | | 0:3 |
| |
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