FA Cup 2023/24, Extra Preliminary Round |
 | 05.08.2023 | | Hullbridge Sports | – | Takeley | | 4:1 (2:0) |
| Hullbridge |
FA Cup 2022/23, Preliminary Round |
| 24.08.2022 | | Takeley | – | Romford | | 2:3 (0:1) * |
| Takeley |
FA Cup 2022/23, Preliminary Round |
| 21.08.2022 | | Romford | – | Takeley | | 1:1 (1:1) |
| Aveley |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Redbridge | – | Takeley | | 1:2 (0:2) |
| London |
FA Cup 2021/22, Extra Preliminary Round |
| 07.08.2021 | | Ware | – | Takeley | | 2:1 (1:0) |
| Ware |
FA Cup 2020/21, Extra Preliminary Round |
| 01.09.2020 | | Stansted | – | Takeley | | 3:2 |
| Stansted Mountfitchet |
FA Cup 2019/20, First Qualifying Round |
| 07.09.2019 | | Takeley | – | Potters Bar Town | | 0:1 (0:0) |
| Takeley |
FA Cup 2019/20, Preliminary Round |
| 04.09.2019 | | White Ensign | – | Takeley | | 2:3 aet
(2:2) * |
| Basildon |
FA Cup 2019/20, Preliminary Round |
| 24.08.2019 | | Takeley | – | White Ensign | | 3:3 |
| Takeley |
FA Cup 2019/20, Extra Preliminary Round |
| 10.08.2019 | | Crawley Green | – | Takeley | | 2:5 (1:4) |
| Crawley |
FA Cup 2018/19, First Qualifying Round |
| 08.09.2018 | | Bowers & Pitsea | – | Takeley | | 5:1 (4:1) |
| Pitsea |
FA Cup 2018/19, Preliminary Round |
| 26.08.2018 | | Stansted | – | Takeley | | 0:1 (0:0) |
| Bishop's Stortford |
FA Cup 2018/19, Extra Preliminary Round |
| 11.08.2018 | | Norwich United | – | Takeley | | 1:2 (1:0) |
| Blofield |
FA Cup 2017/18, First Qualifying Round |
| 02.09.2017 | | Cheshunt | – | Takeley | | 2:0 (0:0) |
| Cheshunt |
FA Cup 2017/18, Preliminary Round |
| 19.08.2017 | | Tower Hamlets | – | Takeley | | 0:4 (0:2) |
| London |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Takeley | – | Wivenhoe Town | | 3:1 |
| Takeley |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Barking | – | Takeley | | 2:0 |
| London |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Stansted | – | Takeley | | 2:1 (2:0) |
| Bishop's Stortford |
FA Cup 2014/15, Extra Preliminary Round |
| 19.08.2014 | | London Tigers | – | Takeley | | 4:0 * |
| London |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Takeley | – | London Tigers | | 2:2 |
| Takeley |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Takeley | – | Hadleigh United | | 0:2 |
| Takeley |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | Grays Athletic | – | Takeley | | 1:0 (1:0) |
| London |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Takeley | – | Newmarket Town | | 2:1 |
| |
FA Cup 2011/12, Extra Preliminary Round |
| 23.08.2011 | | Southend Manor | – | Takeley | | 3:2 * |
| |
FA Cup 2011/12, Extra Preliminary Round |
| 20.08.2011 | | Takeley | – | Southend Manor | | 3:3 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Takeley | – | Hertford Town | | 0:4 |
| |
