FA Cup 2023/24, Preliminary Round |
 | 19.08.2023 | | Wellingborough Town | – | Felixstowe & Walton United | | 1:4 (1:1) |
| Wellingborough |
FA Cup 2023/24, Extra Preliminary Round |
| 05.08.2023 | | Wellingborough Town | – | Long Melford | | 6:0 (2:0) |
| Wellingborough |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Whitton United | – | Wellingborough Town | | 3:2 (2:0) |
| Ipswich |
FA Cup 2021/22, Extra Preliminary Round |
| 07.08.2021 | | Wellingborough Town | – | Newmarket Town | | 1:3 (1:1) |
| Wellingborough |
FA Cup 2020/21, Extra Preliminary Round |
| 01.09.2020 | | Thetford Town | – | Wellingborough Town | | 2:0 |
| Blofield |
FA Cup 2019/20, Preliminary Round |
| 24.08.2019 | | March Town United | – | Wellingborough Town | | 2:1 |
| March |
FA Cup 2019/20, Extra Preliminary Round |
| 13.08.2019 | | Wellingborough Town | – | Eynesbury Rovers | | 4:1 (1:0) * |
| Wellingborough |
FA Cup 2019/20, Extra Preliminary Round |
| 10.08.2019 | | Eynesbury Rovers | – | Wellingborough Town | | 3:3 (1:2) |
| St Neots |
FA Cup 2018/19, Preliminary Round |
| 25.08.2018 | | Spalding United | – | Wellingborough Town | | 3:2 (1:1) |
| Spalding |
FA Cup 2018/19, Extra Preliminary Round |
| 14.08.2018 | | Wellingborough Town | – | Biggleswade United | | 2:1 (2:0) * |
| Wellingborough |
FA Cup 2018/19, Extra Preliminary Round |
| 11.08.2018 | | Biggleswade United | – | Wellingborough Town | | 1:1 (1:0) |
| Biggleswade |
FA Cup 2017/18, Preliminary Round |
| 19.08.2017 | | Wellingborough Town | – | AFC Rushden & Diamonds | | 0:4 (0:2) |
| Wellingborough |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Fakenham Town | – | Wellingborough Town | | 0:2 |
| Fakenham |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Wellingborough Town | – | Stotfold | | 1:3 |
| Wellingborough |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Wellingborough Town | – | Ashford Town FC | | 1:8 |
| Wellingborough |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Wellingborough Town | – | Bedfont & Feltham | | 2:4 |
| Wellingborough |
FA Cup 2013/14, Extra Preliminary Round |
| 20.08.2013 | | Greenhouse London | – | Wellingborough Town | | 5:3 aet
(0:0, 2:2) * |
| London |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Wellingborough Town | – | Greenhouse London | | 3:3 |
| Wellingborough |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | Wellingborough Town | – | King's Lynn Town | | 1:3 |
| Wellingborough |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Wellingborough Town | – | March Town United | | 2:1 |
| |
FA Cup 2011/12, Extra Preliminary Round |
| 20.08.2011 | | Rothwell Corinthians | – | Wellingborough Town | | 1:0 |
| |
FA Cup 2010/11, First Qualifying Round |
| 11.09.2010 | | Felixstowe & Walton United | – | Wellingborough Town | | 2:1 |
| |
FA Cup 2010/11, Preliminary Round |
| 31.08.2010 | | Haverhill Rovers | – | Wellingborough Town | | 1:3 * |
| |
FA Cup 2010/11, Preliminary Round |
| 28.08.2010 | | Wellingborough Town | – | Haverhill Rovers | | 1:1 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Wellingborough Town | – | Kirkley & Pakefield | | 3:0 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 15.08.2009 | | Wellingborough Town | – | Wroxham | | 0:2 |
| |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | Croydon Athletic | – | Wellingborough Town | | 3:1 |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 19.08.2008 | | Wellingborough Town | – | Kentish Town | | 2:0 * |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 17.08.2008 | | Kentish Town | – | Wellingborough Town | | 1:1 |
| |
FA Cup 2007/08, Preliminary Round |
| 04.09.2007 | | Wellingborough Town | – | Waltham Forest | | 0:2 * |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Waltham Forest | – | Wellingborough Town | | 1:1 |
| |
FA Cup 2007/08, Extra Preliminary Round |
| 21.08.2007 | | Wellingborough Town | – | Halstead Town | | 2:0 * |
| |
FA Cup 2007/08, Extra Preliminary Round |
| 18.08.2007 | | Halstead Town | – | Wellingborough Town | | 2:2 |
| |
