FA Cup 2023/24, Extra Preliminary Round |
 | 05.08.2023 |  | Saffron Walden Town | – | Great Wakering Rovers | | 1:0 |
| Saffron Walden |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Dunstable Town | – | Great Wakering Rovers | | 2:0 (1:0) |
| Dunstable |
FA Cup 2021/22, Second qualifying round |
| 18.09.2021 | | Great Wakering Rovers | – | Peterborough Sports | | 3:5 (1:2) |
| Great Wakering |
FA Cup 2020/21, Preliminary Round |
| 12.09.2020 | | Great Wakering Rovers | – | Brantham Athletic | | 0:1 |
| Great Wakering |
FA Cup 2019/20, Preliminary Round |
| 24.08.2019 | | Walthamstow | – | Great Wakering Rovers | | 2:0 (0:0) |
| London |
FA Cup 2018/19, Second Qualifying Round |
| 22.09.2018 | | Wealdstone | – | Great Wakering Rovers | | 2:0 (0:0) |
| London |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Newmarket Town | – | Great Wakering Rovers | | 5:1 |
| Newmarket |
FA Cup 2016/17, Preliminary Round |
| 20.08.2016 | | Brightlingsea Regent | – | Great Wakering Rovers | | 2:1 |
| Brightlingsea |
FA Cup 2015/16, Preliminary Round |
| 29.08.2015 | | Great Wakering Rovers | – | Brantham Athletic | | 0:2 |
| Great Wakering |
FA Cup 2014/15, Preliminary Round |
| 30.08.2014 | | Hertford Town | – | Great Wakering Rovers | | 3:2 |
| Hertford |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | Brentwood Town | – | Great Wakering Rovers | | 3:2 |
| Brentwood |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | Wroxham | – | Great Wakering Rovers | | 2:0 |
| Wroxham |
FA Cup 2011/12, Preliminary Round |
| 06.09.2011 | | Oxhey Jets | – | Great Wakering Rovers | | 1:0 * |
| |
FA Cup 2010/11, First Qualifying Round |
| 11.09.2010 | | Great Wakering Rovers | – | Harrow Borough | | 2:4 |
| |
FA Cup 2009/10, Preliminary Round |
| 02.09.2009 | | Waltham Forest | – | Great Wakering Rovers | | 1:0 * |
| |
FA Cup 2008/09, First Qualifying Round |
| 13.09.2008 | | Thamesmead Town | – | Great Wakering Rovers | | 2:1 |
| |
FA Cup 2007/08, First Qualifying Round |
| 18.09.2007 | | Great Wakering Rovers | – | Ware | | 4:5 * |
| |
FA Cup 2006/07, Second Qualifying Round |
| 30.09.2006 | | Great Wakering Rovers | – | Carshalton Athletic | | 0:1 |
| |
FA Cup 2005/06, First Qualifying Round |
| 10.09.2005 | | Brentwood Town | – | Great Wakering Rovers | | 3:1 |
| |
FA Cup 2004/05, Preliminary Round |
| | | Maldon Town | – | Great Wakering Rovers | | 3:1 * |
| |
FA Cup 2003/04, Preliminary Round |
| | | Hampton & Richmond Borough | – | Great Wakering Rovers | | 3:0 |
| |
FA Cup 2002/03, First Qualifying Round |
| | | Beaconsfield SYCOB | – | Great Wakering Rovers | | 5:0 |
| |
FA Cup 2001/02, First Qualifying Round |
| | | Great Wakering Rovers | – | Northwood | | 2:3 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Boreham Wood | – | Great Wakering Rovers | | 3:0 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Staines Town | – | Great Wakering Rovers | | 5:0 * |
| |
FA Cup 1998/99, Second Qualifying Round |
| | | Great Wakering Rovers | – | Welwyn Garden City | | 3:4 * |
| |
FA Cup 1997/98, First Qualifying Round |
| | | Great Wakering Rovers | – | Grays Athletic | | 1:2 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Great Wakering Rovers | – | Wroxham | | 0:1 * |
| |
