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 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 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 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Oadby Town | | Anstey Nomads | | 3:1 |
| |
FA Cup 2011/12, Extra Preliminary Round |
| 20.08.2011 | | Oadby Town | | Northampton Spencer | | 6:1 |
| |
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 2007/08, Extra Preliminary Round |
| 18.08.2007 | | Oadby Town | | Racing Club Warwick | | 1:0 |
| |
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 2005/06, First Qualifying Round |
| 13.09.2005 | | Oldbury United | | Oadby Town | | 0:3 * |
| |
FA Cup 2005/06, Preliminary Round |
| 30.08.2005 | | Stamford | | Oadby Town | | 0:1 * |
| |
FA Cup 2005/06, Extra Preliminary Round |
| 20.08.2005 | | Studley | | Oadby Town | | 1:3 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Oadby Town | | Stratford Town | | 5:1 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Rugby United | | Oadby Town | | 2:3 * |
| |
FA Cup 2000/01, Preliminary Round |
| | | Oadby Town | | Willenhall Town | | 2:1 |
| |
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, Preliminary Round |
| | | Bilston Town | | Oadby Town | | 2:4 |
| |