FA Cup 2023/24, Fourth Qualifying Round |
| 14.10.2023 | | Braintree Town | | Chesham United | | 0:0 |
| Braintree |
FA Cup 2023/24, Second Qualifying Round |
| 16.09.2023 | | Canvey Island | | Braintree Town | | 1:1 (1:0) |
| Canvey Island |
FA Cup 2022/23, Second Qualifying Round |
| 17.09.2022 | | Heybridge Swifts | | Braintree Town | | 1:1 (1:0) |
| Heybridge |
FA Cup 2020/21, Second Qualifying Round |
| 03.10.2020 | | Hashtag United | | Braintree Town | | 1:1, pen. 6:7 |
| Pitsea |
FA Cup 2017/18, Second Qualifying Round |
| 16.09.2017 | | Braintree Town | | Royston Town | | 2:2 (0:1) |
| Braintree |
FA Cup 2015/16, First Round Proper |
| 08.11.2015 | | Braintree Town | | Oxford United | | 1:1 (0:1) |
| Braintree |
FA Cup 2014/15, Fourth Qualifying Round |
| 25.10.2014 | | Weymouth | | Braintree Town | | 0:0 |
| Weymouth |
FA Cup 2013/14, First Round Proper |
| 09.11.2013 | | Braintree Town | | Newport County | | 1:1 (1:0) |
| Braintree |
FA Cup 2009/10, Second Qualifying Round |
| 26.09.2009 | | Braintree Town | | Hampton & Richmond Borough | | 0:0 |
| |
FA Cup 2005/06, Third Qualifying Round |
| 08.10.2005 | | Heybridge Swifts | | Braintree Town | | 1:1 |
| |
FA Cup 2004/05, Second Qualifying Round |
| | | Tonbridge Angels | | Braintree Town | | 1:1 |
| |
FA Cup 2000/01, Second Qualifying Round |
| | | Canvey Island | | Braintree Town | | 1:1 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Braintree Town | | Leyton Pennant | | 1:1 |
| |
FA Cup 1998/99, Second Qualifying Round |
| | | Ware | | Braintree Town | | 1:1 |
| |
FA Cup 1997/98, First Qualifying Round |
| | | Gravesend & Northfleet | | Braintree Town | | 3:3 |
| |
FA Cup 1994/95, Third Qualifying Round |
| | | Braintree Town | | Billericay Town | | 3:3 aet * |
| |
FA Cup 1994/95, Third Qualifying Round |
| | | Billericay Town | | Braintree Town | | 1:1 |
| |
FA Cup 1994/95, First Qualifying Round |
| | | Bishop's Stortford | | Braintree Town | | 1:1 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Boston United | | Braintree Town | | 1:1 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Braintree Town | | Newmarket Town | | 1:1 |
| |
FA Cup 1986/87, First Qualifying Round |
| | | Braintree Town | | Cambridge City | | 1:1 |
| |
FA Cup 1985/86, Third Qualifying Round |
| | | Chalfont St Peter | | Braintree Town | | 1:1 |
| |
FA Cup 1984/85, First Qualifying Round |
| | | Buckingham Town | | Braintree Town | | 2:2 |
| |
FA Cup 1984/85, Preliminary Round |
| | | Hillingdon | | Braintree Town | | 0:0 aet * |
| |
FA Cup 1984/85, Preliminary Round |
| | | Braintree Town | | Hillingdon | | 0:0 |
| |
FA Cup 1969/70, Third Qualifying Round |
| | | Hoddesdon Town | | Braintree & Crittall Athletic | | 1:1 |
| |
FA Cup 1969/70, Second Qualifying Round |
| | | Hounslow | | Braintree & Crittall Athletic | | 2:2 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Finchley | | Braintree & Crittall Athletic | | 1:1 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Crittall Athletic | | Ware | | 1:1 |
| |
FA Cup 1950/51, Preliminary Round |
| | | Rainham Town | | Crittall Athletic | | 0:0 |
| |
FA Cup 1948/49, Preliminary Round |
| | | Crittall Athletic | | Upminster | | 2:2 |
| |