FA Cup 2023/24, Extra Preliminary Round |
 | 08.08.2023 |  | Hadleigh United | – | Cambridge City | | 2:3 (2:1) |
| Hadleigh |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Hadleigh United | – | Mildenhall Town | | 0:1 (0:0) |
| Hadleigh |
FA Cup 2021/22, Preliminary Round |
| 21.08.2021 | | Mulbarton Wanderers | – | Hadleigh United | | 1:0 (1:0) |
| Mulbarton |
FA Cup 2020/21, Extra Preliminary Round |
| 01.09.2020 | | Hadleigh United | – | Mildenhall Town | | 3:4 |
| Hadleigh |
FA Cup 2019/20, Extra Preliminary Round |
| 10.08.2019 | | London Colney | – | Hadleigh United | | 2:0 (0:0) |
| London Colney |
FA Cup 2018/19, Preliminary Round |
| 25.08.2018 | | Woodbridge Town | – | Hadleigh United | | 5:1 (3:1) |
| Woodbridge |
FA Cup 2017/18, Preliminary Round |
| 19.08.2017 | | Hertford Town | – | Hadleigh United | | 4:1 (2:0) |
| Hertford |
FA Cup 2016/17, Extra Preliminary Round |
| 07.08.2016 | | Barkingside | – | Hadleigh United | | 2:1 |
| London |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Hullbridge Sports | – | Hadleigh United | | 2:1 (1:1) |
| Hullbridge |
FA Cup 2014/15, First Qualifying Round |
| 13.09.2014 | | Billericay Town | – | Hadleigh United | | 4:0 (3:0) |
| Billericay |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | Hadleigh United | – | Romford | | 0:5 |
| Hadleigh |
FA Cup 2012/13, First Qualifying Round |
| 08.09.2012 | | Aveley | – | Hadleigh United | | 6:1 |
| Aveley |
FA Cup 2011/12, Preliminary Round |
| 03.09.2011 | | Hadleigh United | – | Heybridge Swifts | | 1:4 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Haverhill Rovers | – | Hadleigh United | | 2:1 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 15.08.2009 | | Long Buckby | – | Hadleigh United | | 3:2 |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 16.08.2008 | | Hadleigh United | – | Great Yarmouth Town | | 0:1 |
| |
FA Cup 2007/08, Extra Preliminary Round |
| 18.08.2007 | | Wroxham | – | Hadleigh United | | 3:0 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Hadleigh United | – | Rothwell Town | | 2:3 |
| |
FA Cup 2005/06, Extra Preliminary Round |
| 20.08.2005 | | Witham Town | – | Hadleigh United | | 1:0 |
| |
FA Cup 2004/05, Extra Preliminary Round |
| | | Hanwell Town | – | Hadleigh United | | 6:1 |
| |
FA Cup 2003/04, Extra Preliminary Round |
| | | Hadleigh United | – | Wootton Blue Cross | | 0:1 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Tiptree United | – | Hadleigh United | | 1:0 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Collier Row | – | Hadleigh United | | 1:0 |
| |
