FA Cup 2023/24, Fourth Qualifying Round |
 | 17.10.2023 |  | Chesham United | – | Braintree Town | | 3:1 aet
(0:1, 1:1) * |
| Chesham |
FA Cup 2022/23, Third Qualifying Round |
| 01.10.2022 | | AFC Hornchurch | – | Braintree Town | | 3:0 (2:0) |
| London |
FA Cup 2021/22, Second qualifying round |
| 18.09.2021 | | Braintree Town | – | Billericay Town | | 1:2 (1:1) |
| Braintree |
FA Cup 2020/21, Third Qualifying Round |
| 13.10.2020 | | Braintree Town | – | Maldon & Tiptree | | 0:1 |
| Braintree |
FA Cup 2019/20, Second Qualifying Round |
| 21.09.2019 | | Enfield Town | – | Braintree Town | | 2:0 (1:0) |
| London |
FA Cup 2018/19, Fourth Qualifying Round |
| 20.10.2018 | | Barnet | – | Braintree Town | | 4:2 (2:1) |
| London |
FA Cup 2017/18, Third Qualifying Round |
| 30.09.2017 | | Brackley Town | – | Braintree Town | | 4:1 (1:0) |
| Brackley |
FA Cup 2016/17, Second Round Proper |
| 04.12.2016 | | Millwall | – | Braintree Town | | 5:2 (3:2) |
| London |
FA Cup 2015/16, First Round Proper |
| 17.11.2015 | | Oxford United | – | Braintree Town | | 3:1 (1:1) * |
| Oxford |
FA Cup 2014/15, First Round Proper |
| 09.11.2014 | | Braintree Town | – | Chesterfield | | 0:6 (0:3) |
| Braintree |
FA Cup 2013/14, First Round Proper |
| 19.11.2013 |  | Newport County | – | Braintree Town | | 1:0 (1:0) * |
| Newport |
FA Cup 2012/13, First Round Proper |
| 13.11.2012 | | Braintree Town | – | Tranmere Rovers | | 0:3 (0:1) |
| Braintree |
FA Cup 2011/12, Fourth Qualifying Round |
| 29.10.2011 | | Newport County | – | Braintree Town | | 4:3 (1:1) |
| Newport |
FA Cup 2010/11, Third Qualifying Round |
| 09.10.2010 | | Carshalton Athletic | – | Braintree Town | | 4:1 |
| |
FA Cup 2009/10, Second Qualifying Round |
| 29.09.2009 | | Hampton & Richmond Borough | – | Braintree Town | | 4:1 * |
| |
FA Cup 2008/09, Second Qualifying Round |
| 27.09.2008 | | Kingstonian | – | Braintree Town | | 4:0 |
| |
FA Cup 2007/08, Second Qualifying Round |
| 29.09.2007 | | Hampton & Richmond Borough | – | Braintree Town | | 3:1 |
| |
FA Cup 2006/07, Second Qualifying Round |
| 30.09.2006 | | Braintree Town | – | Brackley Town | | 0:2 |
| |
FA Cup 2005/06, First Round Proper |
| 05.11.2005 | | Shrewsbury Town | – | Braintree Town | | 4:1 (3:0) |
| Shrewsbury |
FA Cup 2004/05, Fourth Qualifying Round |
| | | Exeter City | – | Braintree Town | | 2:0 (0:0) |
| |
FA Cup 2003/04, Third Qualifying Round |
| | | Braintree Town | – | Eastbourne Borough | | 0:4 (0:1) |
| |
FA Cup 2002/03, Third Qualifying Round |
| | | Billericay Town | – | Braintree Town | | 4:0 |
| |
FA Cup 2001/02, Second Qualifying Round |
| | | Braintree Town | – | Chelmsford City | | 0:1 |
| |
FA Cup 2000/01, Second Qualifying Round |
| | | Braintree Town | – | Canvey Island | | 2:3 * |
| |
FA Cup 1999/00, First Qualifying Round |
| | | Wingate & Finchley | – | Braintree Town | | 3:2 |
| |
FA Cup 1998/99, Third Qualifying Round |
| | | Braintree Town | – | Camberley Town | | 1:3 |
| |
FA Cup 1997/98, Fourth Qualifying Round |
| | | Basingstoke Town | – | Braintree Town | | 5:1 |
| |
FA Cup 1996/97, Third Qualifying Round |
| | | Stevenage Borough | – | Braintree Town | | 3:1 |
| |
FA Cup 1995/96, Second Qualifying Round |
| | | Canvey Island | – | Braintree Town | | 2:0 |
| |
FA Cup 1994/95, Fourth Qualifying Round |
| | | Braintree Town | – | Gresley Rovers | | 0:2 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Braintree Town | – | Boston United | | 1:2 * |
| |
FA Cup 1992/93, Third Qualifying Round |
| | | Solihull Borough | – | Braintree Town | | 4:1 |
| |
FA Cup 1991/92, Second Qualifying Round |
| | | Kettering Town | – | Braintree Town | | 3:1 |
| |
FA Cup 1990/91, Second Qualifying Round |
| | | Braintree Town | – | Barnet | | 0:2 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Newmarket Town | – | Braintree Town | | 1:0 * |
| |
FA Cup 1988/89, Second Qualifying Round |
| | | Hendon | – | Braintree Town | | 3:1 |
| |
FA Cup 1987/88, First Qualifying Round |
| | | Braintree Town | – | Sudbury Town | | 0:4 |
| |
FA Cup 1986/87, First Qualifying Round |
| | | Cambridge City | – | Braintree Town | | 3:0 * |
| |
FA Cup 1985/86, Fourth Qualifying Round |
| | | Halesowen Town | – | Braintree Town | | 2:1 |
| |
FA Cup 1984/85, First Qualifying Round |
| | | Braintree Town | – | Buckingham Town | | 1:2 * |
| |
FA Cup 1971/72, Third Qualifying Round |
| | | Romford | – | Braintree & Crittall Athletic | | 2:0 |
| |
FA Cup 1970/71, First Qualifying Round |
| | | Aveley | – | Braintree & Crittall Athletic | | 2:1 |
| |
FA Cup 1969/70, Fourth Qualifying Round |
| | | Kettering Town | – | Braintree & Crittall Athletic | | 4:0 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Ware | – | Crittall Athletic | | 2:1 * |
| |
FA Cup 1967/68, Third Qualifying Round |
| | | Crittall Athletic | – | Ware | | 1:2 |
| |
FA Cup 1966/67, Second Qualifying Round |
| | | Crittall Athletic | – | Sutton United | | 1:2 |
| |
FA Cup 1950/51, First Qualifying Round |
| | | Chingford Town | – | Crittall Athletic | | 3:2 |
| |
FA Cup 1949/50, Extra Preliminary Round |
| | | Briggs Sports | – | Crittall Athletic | | 7:0 |
| |
FA Cup 1948/49, Preliminary Round |
| | | Upminster | – | Crittall Athletic | | 2:0 * |
| |
FA Cup 1947/48, First Qualifying Round |
| | | Barking | – | Crittall Athletic | | 3:1 |
| |
FA Cup 1946/47, Second Qualifying Round |
| | | Barking | – | Crittall Athletic | | 3:0 |
| |
FA Cup 1945/46, Second Qualifying Round |
| | | Romford | – | Crittall Athletic | | 7:1 |
| |
