FA Cup 2023/24, Extra Preliminary Round |
| 08.08.2023 | | Erith Town | | Hassocks | | 4:0 (3:0) * |
| London |
FA Cup 2022/23, Preliminary Round |
| 20.08.2022 | | Hassocks | | Uxbridge | | 1:3 (1:1) |
| Hassocks |
FA Cup 2021/22, Extra Preliminary Round |
| 10.08.2021 | | Hassocks | | Spelthorne Sports | | 1:2 * |
| Hassocks |
FA Cup 2020/21, Preliminary Round |
| 12.09.2020 | | Bedfont Sports | | Hassocks | | 3:1 |
| London |
FA Cup 2019/20, Preliminary Round |
| 03.09.2019 | | Hassocks | | Chipstead | | 2:3 (0:1) * |
| Hassocks |
FA Cup 2018/19, Extra Preliminary Round |
| 11.08.2018 | | Hassocks | | Erith Town | | 1:3 (1:2) |
| Hassocks |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Hassocks | | Hollands & Blair | | 2:3 |
| Hassocks |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Hassocks | | Epsom & Ewell | | 1:3 |
| Hassocks |
FA Cup 2013/14, First Qualifying Round |
| 14.09.2013 | | Hassocks | | Chipstead | | 1:2 |
| Hassocks |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Hassocks | | Sidley United | | 0:1 |
| |
FA Cup 2011/12, Extra Preliminary Round |
| 20.08.2011 | | Raynes Park Vale | | Hassocks | | 3:1 |
| |
FA Cup 2010/11, First Qualifying Round |
| 11.09.2010 | | Sholing | | Hassocks | | 5:0 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 15.08.2009 | | Hassocks | | Ash United | | 1:4 |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 16.08.2008 | | Hassocks | | Shoreham | | 0:1 |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Walton & Hersham | | Hassocks | | 3:0 |
| |
FA Cup 2006/07, First Qualifying Round |
| 16.09.2006 | | Sittingbourne | | Hassocks | | 3:0 |
| |
FA Cup 2005/06, Second Qualifying Round |
| 24.09.2005 | | Hassocks | | Dulwich Hamlet | | 0:1 |
| |
FA Cup 2004/05, Preliminary Round |
| | | Hassocks | | Merstham | | 1:3 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Arundel | | Hassocks | | 4:0 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Molesey | | Hassocks | | 3:0 |
| |
FA Cup 2001/02, Third Qualifying Round |
| | | Lewes | | Hassocks | | 3:1 (1:1) |
| |
FA Cup 2000/01, First Qualifying Round |
| | | Tonbridge Angels | | Hassocks | | 3:0 |
| |
FA Cup 1999/00, First Qualifying Round |
| | | Bromley | | Hassocks | | 2:1 * |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Havant & Waterlooville | | Hassocks | | 1:0 |
| |
FA Cup 1997/98, Preliminary Round |
| | | Hassocks | | Barton Rovers | | 1:2 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Hassocks | | Egham Town | | 1:3 |
| |