FA Cup 2023/24, First Qualifying Round |
 | 02.09.2023 | | Redditch United | – | Boldmere St Michaels | | 5:0 (3:0) |
| Redditch |
FA Cup 2022/23, First Qualifying Round |
| 03.09.2022 | | Tamworth | – | Boldmere St Michaels | | 6:0 (3:0) |
| Tamworth |
FA Cup 2021/22, Extra Preliminary Round |
| 07.08.2021 | | Rugby Town | – | Boldmere St Michaels | | 1:0 (0:0) |
| Rugby |
FA Cup 2020/21, Extra Preliminary Round |
| 01.09.2020 | | Sporting Khalsa | – | Boldmere St Michaels | | 2:1 |
| Willenhall |
FA Cup 2019/20, First Qualifying Round |
| 07.09.2019 | | Stratford Town | – | Boldmere St Michaels | | 6:1 (2:0) |
| Stratford-upon-Avon |
FA Cup 2018/19, Extra Preliminary Round |
| 14.08.2018 | | Malvern Town | – | Boldmere St Michaels | | 3:2 (0:0) * |
| Malvern |
FA Cup 2017/18, First Qualifying Round |
| 02.09.2017 | | Boldmere St Michaels | – | Chasetown | | 0:3 (0:2) |
| Sutton Coldfield |
FA Cup 2016/17, Preliminary Round |
| 20.08.2016 | | Highgate United | – | Boldmere St Michaels | | 1:0 |
| Solihull |
FA Cup 2015/16, Extra Preliminary Round |
| 18.08.2015 | | Rocester | – | Boldmere St Michaels | | 4:0 * |
| Rocester |
FA Cup 2014/15, First Qualifying Round |
| 13.09.2014 | | Boldmere St. Michaels | – | Bedworth United | | 0:3 (0:0) |
| Sutton Coldfield |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Boldmere St. Michaels | – | Tipton Town | | 0:2 (0:0) |
| Sutton Coldfield |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Boldmere St. Michaels | – | Bridgnorth Town | | 1:3 |
| |
FA Cup 2011/12, First Qualifying Round |
| 17.09.2011 | | Leamington | – | Boldmere St. Michaels | | 5:0 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Boldmere St Michaels | – | Westfields | | 0:1 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 15.08.2009 | | AFC Wulfrunians | – | Boldmere St Michaels | | 2:0 |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 16.08.2008 | | Southam United | – | Boldmere St Michaels | | 3:1 |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Rushall Olympic | – | Boldmere St Michaels | | 3:0 |
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FA Cup 2006/07, First Qualifying Round |
| 16.09.2006 | | Causeway United | – | Boldmere St Michaels | | 2:0 |
| |
FA Cup 2005/06, First Qualifying Round |
| 10.09.2005 | | Boldmere St Michaels | – | Nantwich Town | | 0:3 |
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FA Cup 2004/05, Extra Preliminary Round |
| | | Boldmere St Michaels | – | Norton United | | 1:3 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Stourport Swifts | – | Boldmere St Michaels | | 1:0 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Glossop North End | – | Boldmere St Michaels | | 1:0 |
| |
FA Cup 2001/02, Preliminary Round |
| | | Rocester | – | Boldmere St Michaels | | 2:1 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Gedling Town | – | Boldmere St Michaels | | 5:1 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Boston Town | – | Boldmere St Michaels | | 1:0 |
| |
FA Cup 1998/99, Preliminary Round |
| | | Stafford Rangers | – | Boldmere St Michaels | | 3:0 |
| |
FA Cup 1997/98, Second Qualifying Round |
| | | Woodbridge Town | – | Boldmere St Michaels | | 4:2 |
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FA Cup 1996/97, Preliminary Round |
| | | Chasetown | – | Boldmere St Michaels | | 2:0 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Boldmere St Michaels | – | Bedworth United | | 1:2 |
| |
FA Cup 1994/95, First Qualifying Round |
| | | Boldmere St Michaels | – | Atherstone United | | 0:1 * |
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FA Cup 1993/94, First Qualifying Round |
| | | Armitage '90 | – | Boldmere St Michaels | | 3:0 |
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FA Cup 1992/93, Preliminary Round |
| | | Nuneaton Borough | – | Boldmere St Michaels | | 2:1 |
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FA Cup 1991/92, Preliminary Round |
| | | Hinckley Town | – | Boldmere St Michaels | | 3:1 |
| |
FA Cup 1990/91, Preliminary Round |
| | | Paget Rangers | – | Boldmere St Michaels | | 2:0 |
| |
FA Cup 1989/90, First Qualifying Round |
| | | Boldmere St Michaels | – | Tamworth | | 2:3 |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Frickley Athletic | – | Boldmere St Michaels | | 2:1 |
| |
FA Cup 1987/88, Second Qualifying Round |
| | | Boldmere St Michaels | – | Shepshed Charterhouse | | 1:2 |
| |
FA Cup 1986/87, First Qualifying Round |
| | | Boldmere St Michaels | – | Rothwell Town | | 0:1 |
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FA Cup 1985/86, First Qualifying Round |
| | | South Liverpool | – | Boldmere St Michaels | | 5:0 * |
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FA Cup 1984/85, Preliminary Round |
| | | Halesowen Town | – | Boldmere St Michaels | | 1:0 * |
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FA Cup 1983/84, Preliminary Round |
| | | Boldmere St Michaels | – | Dudley Town | | 0:2 |
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FA Cup 1958/59, First Qualifying Round |
| | | Boldmere St Michaels | – | Evesham United | | 2:4 |
| |
FA Cup 1957/58, First Qualifying Round |
| | | Lye Town | – | Boldmere St Michaels | | 4:2 |
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FA Cup 1956/57, First Qualifying Round |
| | | Atherstone Town | – | Boldmere St Michaels | | 4:0 |
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FA Cup 1955/56, Preliminary Round |
| | | Sutton Town | – | Boldmere St Michaels | | 4:2 * |
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FA Cup 1954/55, First Qualifying Round |
| | | Rugby Town | – | Boldmere St Michaels | | 5:1 |
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FA Cup 1953/54, Preliminary Round |
| | | Lockheed Leamington | – | Boldmere St Michaels | | 7:0 |
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FA Cup 1952/53, Preliminary Round |
| | | Rugby Town | – | Boldmere St Michaels | | 2:1 * |
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FA Cup 1951/52, First Qualifying Round |
| | | Sutton Town | – | Boldmere St Michaels | | 2:0 |
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FA Cup 1950/51, Preliminary Round |
| | | Lye Town | – | Boldmere St Michaels | | 2:1 |
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FA Cup 1949/50, Extra Preliminary Round |
| | | Moor Green | – | Boldmere St Michaels | | 3:2 |
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FA Cup 1948/49, Preliminary Round |
| | | Hereford United | – | Boldmere St Michaels | | 6:1 |
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FA Cup 1947/48, Preliminary Round |
| | | Boldmere St Michaels | – | Hednesford Town | | 0:1 |
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FA Cup 1946/47, Preliminary Round |
| | | Atherstone Town | – | Boldmere St Michaels | | 4:2 |
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