FA Cup 2023/24, Preliminary Round |
 | 19.08.2023 |  | Brightlingsea Regent | – | Stansted | | 5:0 (1:0) |
| Brightlingsea |
FA Cup 2022/23, Preliminary Round |
| 23.08.2022 | | Buckhurst Hill | – | Stansted | | 3:0 (0:0) * |
| Buckhurst Hill |
FA Cup 2021/22, Extra Preliminary Round |
| 07.08.2021 | | Basildon United | – | Stansted | | 4:0 (2:0) |
| Basildon |
FA Cup 2020/21, Second Qualifying Round |
| 03.10.2020 | | Peterborough Sports | – | Stansted | | 4:2 |
| Peterborough |
FA Cup 2019/20, Extra Preliminary Round |
| 11.08.2019 | | Barkingside | – | Stansted | | 4:1 (0:1) |
| London |
FA Cup 2018/19, Preliminary Round |
| 26.08.2018 | | Stansted | – | Takeley | | 0:1 (0:0) |
| Bishop's Stortford |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Redbridge | – | Stansted | | 3:1 |
| London |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Hoddesdon Town | – | Stansted | | 1:0 |
| Hoddesdon |
FA Cup 2015/16, Preliminary Round |
| 01.09.2015 | | Tilbury | – | Stansted | | 3:0 (2:0) * |
| Tilbury |
FA Cup 2014/15, Extra Preliminary Round |
| 17.08.2014 | | Stansted | – | Ipswich Wanderers | | 0:2 |
| Bishop's Stortford |
FA Cup 2013/14, Extra Preliminary Round |
| 21.08.2013 | | Brantham Athletic | – | Stansted | | 6:1 * |
| Brantham |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Stansted | – | Norwich United | | 1:2 |
| |
FA Cup 2011/12, First Qualifying Round |
| 17.09.2011 | | Canvey Island | – | Stansted | | 4:1 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 15.08.2010 | | Kentish Town | – | Stansted | | 1:0 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 16.08.2009 | | Stansted | – | Royston Town | | 2:5 |
| |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | FC Clacton | – | Stansted | | 4:0 |
| |
FA Cup 2007/08, First Qualifying Round |
| 15.09.2007 | | Stotfold | – | Stansted | | 4:2 |
| |
FA Cup 2006/07, Extra Preliminary Round |
| 19.08.2006 | | Lowestoft Town | – | Stansted | | 3:1 |
| |
FA Cup 2005/06, First Qualifying Round |
| 10.09.2005 | | AFC Hornchurch | – | Stansted | | 2:0 |
| |
FA Cup 2004/05, Preliminary Round |
| | | Harwich & Parkeston | – | Stansted | | 3:2 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Uxbridge | – | Stansted | | 7:0 |
| |
FA Cup 2002/03, Preliminary Round |
| | | St Neots Town | – | Stansted | | 6:0 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Aveley | – | Stansted | | 1:0 |
| |
FA Cup 1998/99, Preliminary Round |
| | | Canvey Island | – | Stansted | | 6:1 |
| |
FA Cup 1997/98, Second Qualifying Round |
| | | Yeading | – | Stansted | | 3:0 |
| |
FA Cup 1996/97, Third Qualifying Round |
| | | St Albans City | – | Stansted | | 5:0 |
| |
FA Cup 1949/50, Extra Preliminary Round |
| | | Stansted | – | Grays Athletic | | 0:5 |
| |
