FA Cup 2023/24, Extra Preliminary Round |
 | 05.08.2023 | | Oadby Town | – | Bottesford Town | | 1:3 (1:3) |
| Oadby |
FA Cup 2021/22, Extra Preliminary Round |
| 07.08.2021 | | Oadby Town | – | Stamford | | 0:2 (0:1) |
| Oadby |
FA Cup 2020/21, Preliminary Round |
| 12.09.2020 | | Oadby Town | – | Carlton Town | | +:- |
| Oadby |
FA Cup 2020/21, Extra Preliminary Round |
| 01.09.2020 | | Leicester Nirvana | – | Oadby Town | | 1:3 |
| Leicester |
FA Cup 2019/20, Extra Preliminary Round |
| 10.08.2019 | | Leicester Nirvana | – | Oadby Town | | 2:1 (1:0) |
| Leicester |
FA Cup 2018/19, First Qualifying Round |
| 08.09.2018 | | Anstey Nomads | – | Oadby Town | | 2:1 (1:0) |
| Anstey |
FA Cup 2018/19, Preliminary Round |
| 25.08.2018 | | Kimberley Miners Welfare | – | Oadby Town | | 0:2 (0:0) |
| Kimberley |
FA Cup 2018/19, Extra Preliminary Round |
| 11.08.2018 | | Oadby Town | – | Shirebrook Town | | 3:1 (2:0) |
| Oadby |
FA Cup 2017/18, Preliminary Round |
| 19.08.2017 | | Oadby Town | – | Loughborough Dynamo | | 1:3 (0:0) |
| Oadby |
FA Cup 2017/18, Extra Preliminary Round |
| 08.08.2017 | | St Andrews | – | Oadby Town | | 2:2 aet,
pen. 1:3 * |
| Oadby |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Oadby Town | – | St Andrews | | 1:1 |
| Oadby |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Oadby Town | – | Long Eaton United | | 1:2 |
| Oadby |
FA Cup 2015/16, Second Qualifying Round |
| 26.09.2015 | | Solihull Moors | – | Oadby Town | | 3:1 (0:1) |
| Solihull |
FA Cup 2015/16, First Qualifying Round |
| 12.09.2015 | | Sutton Coldfield Town | – | Oadby Town | | 0:1 (0:0) |
| Sutton Coldfield |
FA Cup 2015/16, Preliminary Round |
| 29.08.2015 | | Harborough Town | – | Oadby Town | | 0:2 (0:0) |
| Market Harborough |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Quorn | – | Oadby Town | | 1:3 |
| Quorn |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Handsworth Parramore | – | Oadby Town | | 5:1 |
| Sheffield |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Desborough Town | – | Oadby Town | | 3:1 |
| Desborough |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | Carlton Town | – | Oadby Town | | 3:2 |
| Carlton |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Oadby Town | – | Anstey Nomads | | 3:1 |
| |
FA Cup 2011/12, Preliminary Round |
| 06.09.2011 | | Oadby Town | – | Quorn | | 1:3 aet * |
| |
FA Cup 2011/12, Preliminary Round |
| 03.09.2011 | | Quorn | – | Oadby Town | | 0:0 |
| |
FA Cup 2011/12, Extra Preliminary Round |
| 20.08.2011 | | Oadby Town | – | Northampton Spencer | | 6:1 |
| |
FA Cup 2010/11, Second Qualifying Round |
| 25.09.2010 | | Oadby Town | – | Radcliffe Olympic | | 1:3 |
| |
FA Cup 2010/11, First Qualifying Round |
| 11.09.2010 | | Oadby Town | – | Dosthill Colts | | 2:1 |
| |
FA Cup 2010/11, Preliminary Round |
| 28.08.2010 | | Oadby Town | – | Malvern Town | | 2:0 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Tividale | – | Oadby Town | | 1:2 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 15.08.2009 | | Oadby Town | – | Kirby Muxloe | | 2:3 |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 16.08.2008 | | Oadby Town | – | Oldbury United | | 0:3 |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Chasetown | – | Oadby Town | | 4:1 |
| |
FA Cup 2007/08, Extra Preliminary Round |
| 18.08.2007 | | Oadby Town | – | Racing Club Warwick | | 1:0 |
| |
FA Cup 2006/07, Second Qualifying Round |
| 30.09.2006 | | Oadby Town | – | Nuneaton Borough | | 0:6 |
| |
FA Cup 2006/07, First Qualifying Round |
| 16.09.2006 | | Oadby Town | – | Grantham Town | | 4:2 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Oadby Town | – | Cradley Town | | 7:0 |
| |
FA Cup 2006/07, Extra Preliminary Round |
| 22.08.2006 | | Oadby Town | – | Blackstones | | 3:2 * |
| |
FA Cup 2006/07, Extra Preliminary Round |
| 19.08.2006 | | Blackstones | – | Oadby Town | | 1:1 |
| |
FA Cup 2005/06, Second Qualifying Round |
| 27.09.2005 | | Oadby Town | – | Leamington | | 1:1,
pen. 2:4 * |
| |
FA Cup 2005/06, Second Qualifying Round |
| 24.09.2005 | | Leamington | – | Oadby Town | | 2:2 |
| |
FA Cup 2005/06, First Qualifying Round |
| 13.09.2005 | | Oldbury United | – | Oadby Town | | 0:3 * |
| |
FA Cup 2005/06, First Qualifying Round |
| 10.09.2005 | | Oadby Town | – | Oldbury United | | 3:3 |
| |
FA Cup 2005/06, Preliminary Round |
| 30.08.2005 | | Stamford | – | Oadby Town | | 0:1 * |
| |
FA Cup 2005/06, Preliminary Round |
| 27.08.2005 | | Oadby Town | – | Stamford | | 3:3 |
| |
FA Cup 2005/06, Extra Preliminary Round |
| 20.08.2005 | | Studley | – | Oadby Town | | 1:3 |
| |
FA Cup 2004/05, Preliminary Round |
| | | Sutton Town | – | Oadby Town | | 2:1 |
| |
FA Cup 2003/04, First Qualifying Round |
| | | Oadby Town | – | Stamford | | 0:2 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Oadby Town | – | Stratford Town | | 5:1 |
| |
FA Cup 2002/03, First Qualifying Round |
| | | Stamford | – | Oadby Town | | 3:1 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Rugby United | – | Oadby Town | | 2:3 * |
| |
FA Cup 2002/03, Preliminary Round |
| | | Oadby Town | – | Rugby United | | 2:2 |
| |
FA Cup 2001/02, Preliminary Round |
| | | Oadby Town | – | Leek Town | | 0:3 |
| |
FA Cup 2000/01, First Qualifying Round |
| | | Shepshed Dynamo | – | Oadby Town | | 4:2 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Oadby Town | – | Willenhall Town | | 2:1 |
| |
FA Cup 1999/00, Third Qualifying Round |
| | | Eastwood Town | – | Oadby Town | | 3:0 |
| |
FA Cup 1999/00, Second Qualifying Round |
| | | Oadby Town | – | Halesowen Town | | 2:1 |
| |
FA Cup 1999/00, First Qualifying Round |
| | | Oadby Town | – | Willenhall Town | | 3:1 * |
| |
FA Cup 1999/00, First Qualifying Round |
| | | Willenhall Town | – | Oadby Town | | 1:1 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Bilston Town | – | Oadby Town | | 2:4 |
| |
