FA Cup 2023/24, First Qualifying Round |
 | 05.09.2023 |  | Walthamstow | – | Bedford Town | | 0:5 (0:1) * |
| London |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Buckhurst Hill | – | Walthamstow | | 2:1 (2:0) |
| Buckhurst Hill |
FA Cup 2021/22, Second qualifying round |
| 18.09.2021 | | AFC Hornchurch | – | Walthamstow | | 4:1 (2:0) |
| London |
FA Cup 2020/21, Second Qualifying Round |
| 03.10.2020 | | Walthamstow | – | AFC Hornchurch | | 0:2 |
| London |
FA Cup 2019/20, Second Qualifying Round |
| 24.09.2019 | | Abbey Rangers | – | Walthamstow | | 2:1 (1:1) * |
| Addlestone Addlestone Moor |
FA Cup 2018/19, First Qualifying Round |
| 08.09.2018 | | Walthamstow | – | Beaconsfield Town | | 0:2 (0:0) |
| London |
FA Cup 2017/18, Extra Preliminary Round |
| 15.08.2017 | | Waltham Forest | – | FC Romania | | 1:2 (1:1) * |
| London |
FA Cup 2016/17, Second Qualifying Round |
| 17.09.2016 | | Folkestone Invicta | – | Waltham Forest | | 3:1 |
| Folkestone |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Waltham Forest | – | St Margaretsbury | | 0:3 (0:1) |
| London |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Waltham Forest | – | Hoddesdon Town | | 1:2 |
| London |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | Aveley | – | Waltham Forest | | 7:0 |
| Aveley |
FA Cup 2011/12, Second Qualifying Round |
| 02.10.2011 | | Waltham Forest | – | Eastbourne Borough | | 0:3 (0:0) |
| |
FA Cup 2010/11, Preliminary Round |
| 28.08.2010 | | Waltham Forest | – | Enfield Town | | 0:3 |
| |
FA Cup 2009/10, First Qualifying Round |
| 12.09.2009 | | Boreham Wood | – | Waltham Forest | | 1:0 |
| |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | Waltham Forest | – | Thamesmead Town | | 0:1 |
| |
FA Cup 2007/08, First Qualifying Round |
| 15.09.2007 | | Wealdstone | – | Waltham Forest | | 1:0 |
| |
FA Cup 2006/07, First Qualifying Round |
| 16.09.2006 | | AFC Sudbury | – | Waltham Forest | | 1:0 |
| |
FA Cup 2005/06, First Qualifying Round |
| 10.09.2005 | | Hitchin Town | – | Waltham Forest | | 4:1 |
| |
FA Cup 2004/05, Second Qualifying Round |
| | | Margate | – | Waltham Forest | | 2:1 |
| |
FA Cup 2003/04, First Qualifying Round |
| | | Waltham Forest | – | Rothwell Town | | 1:3 |
| |
FA Cup 2002/03, First Qualifying Round |
| | | Great Yarmouth Town | – | Leyton Pennant | | 5:1 * |
| |
FA Cup 2001/02, First Qualifying Round |
| | | Clacton Town | – | Leyton Pennant | | 3:0 |
| |
FA Cup 2000/01, Preliminary Round |
| | | East Thurrock United | – | Leyton Pennant | | 3:0 * |
| |
FA Cup 1999/00, Preliminary Round |
| | | Leyton Pennant | – | Braintree Town | | 1:2 * |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Ware | – | Leyton Pennant | | 3:2 |
| |
FA Cup 1997/98, First Qualifying Round |
| | | Welling United | – | Leyton Pennant | | 3:0 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Collier Row and Romford | – | Leyton Pennant | | 1:0 * |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Arlesey Town | – | Leyton Pennant | | 3:0 |
| |
FA Cup 1994/95, Preliminary Round |
| | | Ware | – | Walthamstow Pennant | | 4:0 * |
| |
FA Cup 1993/94, Preliminary Round |
| | | Walthamstow Pennant | – | Wingate & Finchley | | 2:3 |
| |
FA Cup 1992/93, Preliminary Round |
| | | Flackwell Heath | – | Walthamstow Pennant | | 2:0 |
| |
FA Cup 1991/92, First Qualifying Round |
| | | Enfield | – | Walthamstow Pennant | | 4:0 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Walthamstow Pennant | – | Chelmsford City | | 0:3 |
| |
FA Cup 1989/90, First Qualifying Round |
| | | Slough Town | – | Walthamstow Pennant | | 5:1 |
| |
