FA Cup 2023/24, Preliminary Round |
 | 19.08.2023 | | Walthamstow | – | Leverstock Green | | 3:1 (1:0) |
| London |
FA Cup 2021/22, First Qualifying Round |
| 04.09.2021 | | Walthamstow | – | Berkhamsted | | 1:0 (1:0) |
| London |
FA Cup 2021/22, Preliminary Round |
| 21.08.2021 | | Walthamstow | – | Hullbridge Sports | | 2:0 (1:0) |
| London |
FA Cup 2021/22, Extra Preliminary Round |
| 10.08.2021 | | Walthamstow | – | Crawley Green | | 4:1 (3:0) * |
| London |
FA Cup 2020/21, Extra Preliminary Round |
| 01.09.2020 | | Walthamstow | – | Maccabi London Lions | | 3:2 |
| London |
FA Cup 2019/20, First Qualifying Round |
| 08.09.2019 | | Aylesbury United | – | Walthamstow | | 0:3 (0:2) |
| Aylesbury |
FA Cup 2019/20, Preliminary Round |
| 24.08.2019 | | Walthamstow | – | Great Wakering Rovers | | 2:0 (0:0) |
| London |
FA Cup 2019/20, Extra Preliminary Round |
| 10.08.2019 | | Walthamstow | – | Sporting Bengal United | | 5:0 (3:0) |
| London |
FA Cup 2018/19, Preliminary Round |
| 25.08.2018 | | Felixstowe & Walton United | – | Walthamstow | | 0:1 (0:1) |
| Felixstowe |
FA Cup 2018/19, Extra Preliminary Round |
| 11.08.2018 | | Walthamstow | – | Walsham-le-Willows | | 3:1 (1:0) |
| London |
FA Cup 2016/17, First Qualifying Round |
| 03.09.2016 | | Waltham Forest | – | Stotfold | | 2:1 |
| London |
FA Cup 2016/17, Preliminary Round |
| 20.08.2016 | | Waltham Forest | – | Hoddesdon Town | | 4:0 |
| London |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Redbridge | – | Waltham Forest | | 1:5 |
| London |
FA Cup 2012/13, Second Qualifying Round |
| 22.09.2012 | | Waltham Forest | – | Hampton & Richmond Borough | | 1:0 |
| London |
FA Cup 2012/13, First Qualifying Round |
| 08.09.2012 | | Hemel Hempstead Town | – | Waltham Forest | | 2:5 (1:1) |
| Hemel Hempstead |
FA Cup 2012/13, Preliminary Round |
| 24.08.2012 | | Romford | – | Waltham Forest | | 1:4 (0:2) |
| Aveley |
FA Cup 2011/12, First Qualifying Round |
| 17.09.2011 | | Waltham Forest | – | Hitchin Town | | 2:0 |
| |
FA Cup 2011/12, Preliminary Round |
| 07.09.2011 | | Ilford | – | Waltham Forest | | 2:3 * |
| |
FA Cup 2009/10, Preliminary Round |
| 02.09.2009 | | Waltham Forest | – | Great Wakering Rovers | | 1:0 * |
| |
FA Cup 2007/08, Preliminary Round |
| 04.09.2007 | | Wellingborough Town | – | Waltham Forest | | 0:2 * |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Marlow | – | Waltham Forest | | 0:2 |
| |
FA Cup 2005/06, Preliminary Round |
| 27.08.2005 | | Fakenham Town | – | Waltham Forest | | 1:4 |
| |
FA Cup 2004/05, First Qualifying Round |
| | | Waltham Forest | – | Cogenhoe United | | 2:1 |
| |
FA Cup 2004/05, Preliminary Round |
| | | Burnham Ramblers | – | Waltham Forest | | 0:3 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Stowmarket Town | – | Waltham Forest | | 0:2 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Ipswich Wanderers | – | Leyton Pennant | | 2:3 |
| |
FA Cup 2001/02, Preliminary Round |
| | | Burnham Ramblers | – | Leyton Pennant | | 0:2 |
| |
FA Cup 1998/99, Preliminary Round |
| | | Leyton Pennant | – | Wembley | | 2:1 |
| |
FA Cup 1995/96, Preliminary Round |
| | | Clacton Town | – | Leyton Pennant | | 0:4 * |
| |
FA Cup 1991/92, Preliminary Round |
| | | Walthamstow Pennant | – | Langford | | 3:2 |
| |
FA Cup 1990/91, Preliminary Round |
| | | Arlesey Town | – | Walthamstow Pennant | | 0:4 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Beckenham Town | – | Walthamstow Pennant | | 0:5 |
| |
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