FA Cup 2023/24, Extra Preliminary Round |
 | 05.08.2023 |  | Halstead Town | – | Romford | | 1:4 (0:2) |
| Halstead |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Leverstock Green | – | Halstead Town | | 3:0 (1:0) |
| Leverstock Green |
FA Cup 2020/21, Preliminary Round |
| 12.09.2020 | | Leiston | – | Halstead Town | | 5:0 |
| Leiston |
FA Cup 2019/20, Preliminary Round |
| 24.08.2019 | | London Colney | – | Halstead Town | | 5:0 (2:0) |
| London Colney |
FA Cup 2016/17, First Qualifying Round |
| 03.09.2016 | | AFC Sudbury | – | Halstead Town | | 6:0 |
| Sudbury |
FA Cup 2016/17, Extra Preliminary Round |
| 07.08.2016 | | Halstead Town | – | Newmarket Town | | -:- |
| Halstead |
FA Cup 2014/15, Extra Preliminary Round |
| 26.08.2014 | | St. Margaretsbury | – | Halstead Town | | 6:2 * |
| Stanstead Abbotts |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Great Wakering Rovers | – | Halstead Town | | 5:0 |
| Great Wakering |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | Halstead Town | – | Brentwood Town | | 0:6 |
| Halstead |
FA Cup 2011/12, Extra Preliminary Round |
| 20.08.2011 | | Wisbech Town | – | Halstead Town | | 4:0 |
| |
FA Cup 2010/11, Preliminary Round |
| 28.08.2010 | | Halstead Town | – | Stanway Rovers | | 1:2 |
| |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | Halstead Town | – | Stotfold | | 1:2 |
| |
FA Cup 2007/08, Extra Preliminary Round |
| 21.08.2007 | | Wellingborough Town | – | Halstead Town | | 2:0 * |
| |
FA Cup 2006/07, Extra Preliminary Round |
| 22.08.2006 | | Harefield United | – | Halstead Town | | 3:1 * |
| |
FA Cup 2005/06, First Qualifying Round |
| 10.09.2005 | | Halstead Town | – | Lowestoft Town | | 1:3 |
| |
FA Cup 2004/05, Second Qualifying Round |
| | | Halstead Town | – | Thurrock | | 0:3 |
| |
FA Cup 2003/04, Extra Preliminary Round |
| | | Wroxham | – | Halstead Town | | 4:1 |
| |
FA Cup 2000/01, Extra Preliminary Round |
| | | Buckingham Town | – | Halstead Town | | 4:1 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Halstead Town | – | Royston Town | | 1:3 |
| |
FA Cup 1998/99, Third Qualifying Round |
| | | Slough Town | – | Halstead Town | | 3:1 |
| |
FA Cup 1997/98, Preliminary Round |
| | | Halstead Town | – | Berkhamsted Town | | 0:3 |
| |
FA Cup 1996/97, Second Qualifying Round |
| | | Braintree Town | – | Halstead Town | | 3:1 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Eynesbury Rovers | – | Halstead Town | | 7:1 |
| |
FA Cup 1994/95, Second Qualifying Round |
| | | Boston United | – | Halstead Town | | 3:0 |
| |
FA Cup 1993/94, Third Qualifying Round |
| | | Halstead Town | – | Dagenham & Redbridge | | 1:3 |
| |
FA Cup 1992/93, Preliminary Round |
| | | Halstead Town | – | Waltham Abbey | | 3:4 * |
| |
FA Cup 1991/92, First Qualifying Round |
| | | Halstead Town | – | Baldock Town | | 2:3 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Wivenhoe Town | – | Halstead Town | | 3:1 |
| |
FA Cup 1989/90, Second Qualifying Round |
| | | Heybridge Swifts | – | Halstead Town | | 1:0 |
| |
FA Cup 1988/89, Second Qualifying Round |
| | | Leyton-Wingate | – | Halstead Town | | 7:1 |
| |
