FA Cup 2023/24, First Qualifying Round |
 | 02.09.2023 |  | Leiston | – | St Ives Town | | 2:1 (2:0) |
| Leiston |
FA Cup 2021/22, Second qualifying round |
| 21.09.2021 | | Leiston | – | Kings Langley | | 3:1 (1:1) * |
| Leiston |
FA Cup 2021/22, First Qualifying Round |
| 04.09.2021 | | Leiston | – | Brightlingsea Regent | | 3:2 (1:2) |
| Leiston |
FA Cup 2020/21, Second Qualifying Round |
| 03.10.2020 | | Leighton Town | – | Leiston | | 1:2 |
| Leighton Buzzard |
FA Cup 2020/21, First Qualifying Round |
| 22.09.2020 | | Leiston | – | Biggleswade Town | | 5:1 |
| Leiston |
FA Cup 2020/21, Preliminary Round |
| 12.09.2020 | | Leiston | – | Halstead Town | | 5:0 |
| Leiston |
FA Cup 2018/19, First Qualifying Round |
| 11.09.2018 | | Leiston | – | Cheshunt | | 4:2 (2:0) * |
| Leiston |
FA Cup 2017/18, Second Qualifying Round |
| 16.09.2017 | | Leiston | – | Crowborough Athletic | | 4:2 (3:0) |
| Leiston |
FA Cup 2017/18, First Qualifying Round |
| 02.09.2017 | | Aylesbury | – | Leiston | | 1:3 (0:1) |
| Aylesbury |
FA Cup 2016/17, Third Qualifying Round |
| 01.10.2016 | | Hungerford Town | – | Leiston | | 1:4 |
| Hungerford |
FA Cup 2016/17, Second Qualifying Round |
| 17.09.2016 | | South Park | – | Leiston | | 1:4 |
| Reigate |
FA Cup 2016/17, First Qualifying Round |
| 03.09.2016 | | Leiston | – | Grays Athletic | | 4:1 |
| Leiston |
FA Cup 2015/16, Second Qualifying Round |
| 26.09.2015 | | Leiston | – | Tonbridge Angels | | 3:1 (1:1) |
| Leiston |
FA Cup 2015/16, First Qualifying Round |
| 12.09.2015 | | Leiston | – | AFC Dunstable | | 1:0 (1:0) |
| Leiston |
FA Cup 2014/15, First Qualifying Round |
| 13.09.2014 | | Haverhill Borough | – | Leiston | | 0:2 (0:2) |
| Haverhill |
FA Cup 2012/13, First Qualifying Round |
| 08.09.2012 | | Leiston | – | Southend Manor | | 5:1 |
| Leiston |
FA Cup 2011/12, Preliminary Round |
| 03.09.2011 | | Leiston | – | FC Clacton | | 5:0 |
| |
FA Cup 2010/11, Third Qualifying Round |
| 09.10.2010 | | Leiston | – | North Greenford United | | 5:0 |
| |
FA Cup 2010/11, Second Qualifying Round |
| 28.09.2010 | | Leiston | – | Folkestone Invicta | | 2:1 * |
| |
FA Cup 2010/11, First Qualifying Round |
| 11.09.2010 | | Leiston | – | St Neots Town | | 3:2 |
| |
FA Cup 2010/11, Preliminary Round |
| 28.08.2010 | | Cogenhoe United | – | Leiston | | 0:3 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Northampton Spencer | – | Leiston | | 0:2 |
| |
FA Cup 2008/09, Fourth Qualifying Round |
| 28.10.2008 | | Lewes | – | Leiston | | 1:3 (0:2) * |
| |
FA Cup 2008/09, Third Qualifying Round |
| 11.10.2008 | | Leiston | – | Coalville Town | | 1:0 (1:0) |
| |
FA Cup 2008/09, Second Qualifying Round |
| 27.09.2008 | | Carshalton Athletic | – | Leiston | | 1:2 |
| |
FA Cup 2008/09, First Qualifying Round |
| 13.09.2008 | | Cornard United | – | Leiston | | 0:5 |
| |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | Leiston | – | March Town United | | 3:1 |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 16.08.2008 | | Leiston | – | Blackstones | | 2:1 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Harwich & Parkeston | – | Leiston | | 0:4 |
| |
FA Cup 2006/07, Extra Preliminary Round |
| 20.08.2006 | | Walsham Le Willows | – | Leiston | | 1:4 |
| |
FA Cup 2004/05, Extra Preliminary Round |
| | | Leiston | – | Felixstowe & Walton United | | 4:1 * |
| |
FA Cup 1950/51, Preliminary Round |
| | | Bungay Town | – | Leiston | | 1:4 |
| |
FA Cup 1948/49, Preliminary Round |
| | | Leiston | – | Stoke United | | 6:1 * |
| |
FA Cup 1947/48, First Qualifying Round |
| | | Leiston | – | Old Grammarians | | 8:2 |
| |
FA Cup 1946/47, Second Qualifying Round |
| | | Leiston | – | Great Yarmouth Town | | 3:1 |
| |
