FA Cup 2023/24, Extra Preliminary Round |
 | 08.08.2023 | | Erith Town | – | Hassocks | | 4:0 (3:0) * |
| London |
FA Cup 2023/24, Extra Preliminary Round |
| 05.08.2023 | | Hassocks | – | Erith Town | | 1:1 (1:1) |
| Hassocks |
FA Cup 2022/23, Preliminary Round |
| 20.08.2022 | | Hassocks | – | Uxbridge | | 1:3 (1:1) |
| Hassocks |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Hassocks | – | Lingfield | | 1:0 (1:0) |
| 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 2020/21, Extra Preliminary Round |
| 02.09.2020 | | Balham | – | Hassocks | | 2:2,
pen. 3:5 |
| London |
FA Cup 2019/20, Preliminary Round |
| 03.09.2019 | | Hassocks | – | Chipstead | | 2:3 (0:1) * |
| Hassocks |
FA Cup 2019/20, Preliminary Round |
| 24.08.2019 | | Chipstead | – | Hassocks | | 0:0 |
| Chipstead |
FA Cup 2019/20, Extra Preliminary Round |
| 10.08.2019 | | Hassocks | – | Langney Wanderers | | 2:0 (1:0) |
| 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 2013/14, Preliminary Round |
| 03.09.2013 | | Hassocks | – | Dorking Wanderers | | 1:0 * |
| Hassocks |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | Dorking Wanderers | – | Hassocks | | 0:0 |
| Dorking |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Horsham YMCA | – | Hassocks | | 2:3 |
| Horsham |
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 2010/11, Preliminary Round |
| 28.08.2010 | | Hassocks | – | Farnham Town | | 3:2 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Hassocks | – | Eastbourne United Association | | 7:1 |
| |
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 2007/08, Extra Preliminary Round |
| 18.08.2007 | | Hassocks | – | Rye United | | 1:0 |
| |
FA Cup 2006/07, First Qualifying Round |
| 16.09.2006 | | Sittingbourne | – | Hassocks | | 3:0 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Hassocks | – | Newport IOW | | 2:0 |
| |
FA Cup 2006/07, Extra Preliminary Round |
| 19.08.2006 | | Hassocks | – | Wantage Town | | 1:0 |
| |
FA Cup 2005/06, Second Qualifying Round |
| 24.09.2005 | | Hassocks | – | Dulwich Hamlet | | 0:1 |
| |
FA Cup 2005/06, First Qualifying Round |
| 10.09.2005 | | Chessington & Hook United | – | Hassocks | | 0:3 |
| |
FA Cup 2005/06, Preliminary Round |
| 30.08.2005 | | Hassocks | – | Hillingdon Borough | | 2:1 * |
| |
FA Cup 2005/06, Preliminary Round |
| 27.08.2005 | | Hillingdon Borough | – | Hassocks | | 0:0 |
| |
FA Cup 2005/06, Extra Preliminary Round |
| 20.08.2005 | | Erith Town | – | Hassocks | | 0:3 |
| |
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 2001/02, Second Qualifying Round |
| | | Hassocks | – | Bromley | | 2:0 |
| |
FA Cup 2001/02, First Qualifying Round |
| | | Ash United | – | Hassocks | | 0:3 |
| |
FA Cup 2001/02, First Qualifying Round |
| | | Hassocks | – | Ash United | | 1:1 * |
| |
FA Cup 2001/02, Preliminary Round |
| | | Hassocks | – | Ashford Town | | 3:2 |
| |
FA Cup 2000/01, First Qualifying Round |
| | | Tonbridge Angels | – | Hassocks | | 3:0 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Hassocks | – | Erith Town | | 3:1 * |
| |
FA Cup 2000/01, Preliminary Round |
| | | Erith Town | – | Hassocks | | 2:2 |
| |
FA Cup 1999/00, First Qualifying Round |
| | | Bromley | – | Hassocks | | 2:1 * |
| |
FA Cup 1999/00, First Qualifying Round |
| | | Hassocks | – | Bromley | | 1:1 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Horsham | – | Hassocks | | 0:1 |
| |
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 |
| |
