FA Cup 2023/24, Second Qualifying Round |
 | 18.09.2023 | | Redditch United | – | Peterborough Sports | | 1:3 (1:1) * |
| Redditch |
FA Cup 2022/23, Second Qualifying Round |
| 20.09.2022 | | Peterborough Sports | – | Redditch United | | 1:0 (1:0) * |
| Peterborough |
FA Cup 2021/22, First Qualifying Round |
| 04.09.2021 | | Stamford | – | Redditch United | | 2:0 (1:0) |
| Stamford |
FA Cup 2020/21, First Qualifying Round |
| 22.09.2020 | | Hanley Town | – | Redditch United | | 3:2 |
| Hanley |
FA Cup 2019/20, First Qualifying Round |
| 10.09.2019 | | Redditch United | – | Sutton Coldfield Town | | 1:3 (1:1) * |
| Redditch |
FA Cup 2018/19, First Qualifying Round |
| 08.09.2018 | | Redditch United | – | Rugby Town | | 2:4 (1:1) |
| Redditch |
FA Cup 2017/18, Second Qualifying Round |
| 16.09.2017 | | Stratford Town | – | Redditch United | | 4:1 (1:0) |
| Stratford-upon-Avon |
FA Cup 2016/17, First Qualifying Round |
| 03.09.2016 | | Coalville Town | – | Redditch United | | 2:1 |
| Coalville |
FA Cup 2015/16, First Qualifying Round |
| 12.09.2015 | | Hinckley AFC | – | Redditch United | | 2:1 (2:1) |
| Heather |
FA Cup 2014/15, First Qualifying Round |
| 15.09.2014 | | Redditch United | – | Evesham United | | 0:1 (0:1) * |
| Redditch |
FA Cup 2013/14, First Qualifying Round |
| 16.09.2013 | | Redditch United | – | Atherstone Town | | 1:2 (1:1) * |
| Redditch |
FA Cup 2012/13, First Qualifying Round |
| 08.09.2012 | | Redditch United | – | Hednesford Town | | 0:3 (0:1) |
| Redditch |
FA Cup 2011/12, First Qualifying Round |
| 17.09.2011 | | Redditch United | – | Hednesford Town | | 0:2 |
| |
FA Cup 2010/11, Fourth Qualifying Round |
| 23.10.2010 | | Guiseley | – | Redditch United | | 2:1 |
| |
FA Cup 2009/10, Fourth Qualifying Round |
| 27.10.2009 | | Redditch United | – | Kettering Town | | 0:1 aet * |
| |
FA Cup 2008/09, Second Qualifying Round |
| 27.09.2008 | | Belper Town | – | Redditch United | | 4:1 |
| |
FA Cup 2007/08, Second Qualifying Round |
| 29.09.2007 | | Kettering Town | – | Redditch United | | 3:1 |
| |
FA Cup 2006/07, Second Qualifying Round |
| 30.09.2006 | | Redditch United | – | Wisbech Town | | 2:3 |
| |
FA Cup 2004/05, Second Qualifying Round |
| | | Redditch United | – | Histon | | 2:3 |
| |
FA Cup 2002/03, Third Qualifying Round |
| | | Redditch United | – | Arnold Town | | 0:1 |
| |
FA Cup 2001/02, Second Qualifying Round |
| | | Kettering Town | – | Redditch United | | 2:0 * |
| |
FA Cup 2000/01, First Qualifying Round |
| | | Redditch United | – | Belper Town | | 2:3 |
| |
FA Cup 1999/00, Second Qualifying Round |
| | | Redditch United | – | Burton Albion | | 0:1 |
| |
FA Cup 1998/99, Preliminary Round |
| | | Matlock Town | – | Redditch United | | 4:1 |
| |
FA Cup 1997/98, Third Qualifying Round |
| | | Redditch United | – | Halesowen Town | | 0:3 * |
| |
FA Cup 1996/97, Preliminary Round |
| | | Redditch United | – | Stafford Rangers | | 0:1 * |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Redditch United | – | Moor Green | | 1:3 |
| |
FA Cup 1994/95, Second Qualifying Round |
| | | Gainsborough Trinity | – | Redditch United | | 3:1 |
| |
FA Cup 1993/94, Second Qualifying Round |
| | | Redditch United | – | Atherstone United | | 1:3 * |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Chasetown | – | Redditch United | | 1:0 |
| |
FA Cup 1991/92, Third Qualifying Round |
| | | Bromsgrove Rovers | – | Redditch United | | 2:0 |
| |
FA Cup 1990/91, Third Qualifying Round |
| | | Tamworth | – | Redditch United | | 2:0 |
| |
FA Cup 1989/90, First Round Proper |
| 18.11.1989 | | Redditch United | – | Merthyr Tydfil | | 1:3 |
| |
FA Cup 1988/89, Fourth Qualifying Round |
| | | Hayes | – | Redditch United | | 1:0 |
| |
FA Cup 1987/88, First Qualifying Round |
| | | Redditch United | – | Alvechurch | | 1:3 * |
| |
FA Cup 1986/87, Second Qualifying Round |
| | | Stourbridge | – | Redditch United | | 2:1 |
| |
FA Cup 1985/86, First Qualifying Round |
| | | Road Sea Southampton | – | Redditch United | | 3:2 * |
| |
FA Cup 1984/85, First Qualifying Round |
| | | Bridgnorth Town | – | Redditch United | | 3:2 |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Bridgend Town | – | Redditch United | | 1:0 |
| |
FA Cup 1982/83, Preliminary Round |
| | | Redditch United | – | Kidderminster Harriers | | 2:3 * |
| |
FA Cup 1981/82, Preliminary Round |
| | | Gresley Rovers | – | Redditch United | | 2:1 |
| |
FA Cup 1980/81, Preliminary Round |
| | | Witton Albion | – | Redditch United | | 5:1 * |
| |
FA Cup 1979/80, Second Qualifying Round |
| | | Redditch United | – | Bridgend Town | | 2:3 * |
| |
FA Cup 1978/79, Fourth Qualifying Round |
| | | Stafford Rangers | – | Redditch United | | 2:1 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Redditch United | – | Wellingborough Town | | 1:3 |
| |
FA Cup 1976/77, Second Qualifying Round |
| | | Enderby Town | – | Redditch United | | 1:0 * |
| |
FA Cup 1975/76, First Qualifying Round |
| | | Aylesbury United | – | Redditch United | | 2:1 |
| |
FA Cup 1974/75, Third Qualifying Round |
| | | Kidderminster Harriers | – | Redditch United | | 3:0 * |
| |
FA Cup 1973/74, Preliminary Round |
| | | Redditch United | – | AP Leamington | | 1:3 |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Lye Town | – | Redditch United | | 1:0 |
| |
FA Cup 1971/72, First Round Proper |
| 22.11.1971 | | Peterborough United | – | Redditch United | | 6:0 * |
| |
FA Cup 1970/71, Second Qualifying Round |
| | | Bromsgrove Rovers | – | Redditch United | | 3:0 * |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Stourbridge | – | Redditch United | | 3:0 * |
| |
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