FA Cup 2023/24, Extra Preliminary Round |
| 05.08.2023 | | Ashby Ivanhoe | | Deeping Rangers | | 3:0 (0:0) |
| Ashby-de-la-Zouch |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Spalding United | | Deeping Rangers | | 2:1 (1:0) |
| Spalding |
FA Cup 2021/22, Preliminary Round |
| 21.08.2021 | | Winterton Rangers | | Deeping Rangers | | 4:1 (2:0) |
| Winterton |
FA Cup 2020/21, Extra Preliminary Round |
| 01.09.2020 | | Newark | | Deeping Rangers | | 4:0 (1:0) |
| Newark Lowfields |
FA Cup 2019/20, Second Qualifying Round |
| 21.09.2019 | | Hendon | | Deeping Rangers | | 3:2 (0:2) |
| London |
FA Cup 2018/19, Preliminary Round |
| 04.09.2018 | | AFC Rushden & Diamonds | | Deeping Rangers | | 3:0 (1:0) * |
| Wellingborough |
FA Cup 2017/18, Second Qualifying Round |
| 16.09.2017 | | Deeping Rangers | | Kidderminster Harriers | | 2:4 (0:3) |
| Market Deeping |
FA Cup 2016/17, First Qualifying Round |
| 03.09.2016 | | Deeping Rangers | | Gresley | | 2:6 |
| Market Deeping |
FA Cup 2015/16, Second Qualifying Round |
| 26.09.2015 | | Deeping Rangers | | AFC Rushden & Diamonds | | 0:3 (0:2) |
| Market Deeping |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Norwich United | | Deeping Rangers | | 1:0 |
| Blofield |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Gorleston | | Deeping Rangers | | 2:1 |
| Gorleston |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Holbrook Sports | | Deeping Rangers | | 3:1 |
| |
FA Cup 2011/12, Second Qualifying Round |
| 01.10.2011 | | Deeping Rangers | | Leek Town | | 0:2 (0:1) |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Deeping Rangers | | Gresley | | 0:2 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 18.08.2009 | | Friar Lane & Epworth | | Deeping Rangers | | 3:0 * |
| |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | Deeping Rangers | | Bury Town | | 1:2 |
| |
FA Cup 2007/08, First Qualifying Round |
| 15.09.2007 | | Bury Town | | Deeping Rangers | | 2:0 |
| |
FA Cup 2006/07, First Qualifying Round |
| 16.09.2006 | | Rugby Town | | Deeping Rangers | | 4:1 |
| |
FA Cup 2005/06, Preliminary Round |
| 31.08.2005 | | Norton United | | Deeping Rangers | | 1:0 * |
| |
FA Cup 2004/05, First Qualifying Round |
| | | Coalville Town | | Deeping Rangers | | 3:1 * |
| |
FA Cup 2003/04, Preliminary Round |
| | | Deeping Rangers | | Eastwood Town | | 1:2 * |
| |
FA Cup 2002/03, Preliminary Round |
| | | King's Lynn | | Deeping Rangers | | 1:0 |
| |