FA Cup 2023/24, Preliminary Round |
 | 22.08.2023 |  | Dereham Town | – | Ipswich Wanderers | | 2:1 aet
(0:1, 1:1) * |
| Dereham |
FA Cup 2022/23, First Qualifying Round |
| 03.09.2022 | | Ipswich Wanderers | – | AFC Hornchurch | | 1:3 (1:2) |
| Rushmere |
FA Cup 2020/21, Extra Preliminary Round |
| 01.09.2020 | | Whitton United | – | Ipswich Wanderers | | 4:3 |
| Ipswich |
FA Cup 2018/19, Extra Preliminary Round |
| 11.08.2018 | | Ipswich Wanderers | – | Baldock Town | | 0:5 (0:4) |
| Rushmere |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Hullbridge Sports | – | Ipswich Wanderers | | 5:1 |
| Hullbridge |
FA Cup 2016/17, Extra Preliminary Round |
| 09.08.2016 | | Ipswich Wanderers | – | Sporting Bengal United | | 0:2 * |
| Rushmere |
FA Cup 2015/16, Second Qualifying Round |
| 26.09.2015 | | | – | Ipswich Wanderers | | 1:0 (1:0) |
| London |
FA Cup 2014/15, First Qualifying Round |
| 17.09.2014 | | Ipswich Wanderers | – | Wingate & Finchley | | 3:4 (0:3) * |
| Rushmere |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | AFC Sudbury | – | Ipswich Wanderers | | 4:1 |
| Sudbury |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Ipswich Wanderers | – | Hadleigh United | | 0:3 |
| |
FA Cup 2011/12, Preliminary Round |
| 03.09.2011 | | Maldon & Tiptree | – | Ipswich Wanderers | | 9:0 |
| |
FA Cup 2008/09, Preliminary Round |
| 02.09.2008 | | Cornard United | – | Ipswich Wanderers | | 3:0 * |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Ipswich Wanderers | – | Needham Market | | 1:10 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Tiptree United | – | Ipswich Wanderers | | 2:1 |
| |
FA Cup 2005/06, First Qualifying Round |
| 13.09.2005 | | Hemel Hempstead Town | – | Ipswich Wanderers | | 4:1 * |
| |
FA Cup 2004/05, Preliminary Round |
| | | Edgware Town | – | Ipswich Wanderers | | 1:0 |
| |
FA Cup 2003/04, First Qualifying Round |
| | | AFC Wallingford | – | Ipswich Wanderers | | 2:0 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Ipswich Wanderers | – | Leyton Pennant | | 2:3 |
| |
FA Cup 2001/02, Second Qualifying Round |
| | | Northwood | – | Ipswich Wanderers | | 5:1 |
| |
FA Cup 2000/01, Second Qualifying Round |
| | | Purfleet | – | Ipswich Wanderers | | 3:1 |
| |
