| Wyrley | | 2005 | | 1st Qualifying Round | 11-09-2005 | | Wyrley | Stratford Town | 5-1 | | 2nd Qualifying Round | 25-09-2005 | | Wyrley | Walsall | 4-2 | | First Round | 23-10-2005 | | Lichfield Diamonds | Wyrley | 4-2 | | 2006 | | Preliminary Round | 10-09-2006 | | Wyrley | Bourne United | 1-1 | |
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| 2011 | | 1st Qualifying Round | 02-10-2011 | | Stafford Town | Wyrley | 4-0 | | 2014 | | 1st Qualifying Round | 28-09-2014 | | Wyrley | Folly Lane | 2-2 | | 2nd Qualifying Round | 12-10-2014 | | Ellistown | Wyrley | 4-3 | |
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| 2015 | | 2nd Qualifying Round | 20-09-2015 | | Wyrley | Stone Dominoes | 2-2 | |
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| 2016 | | 2nd Qualifying Round | 18-09-2016 | | Shrewsbury Town | Wyrley | 2-4 | | 3rd Qualifying Round | 09-10-2016 | | Wyrley | Radcliffe Olympic | 1-6 | | 2017 | | 1st Qualifying Round | 03-09-2017 | | Wyrley | Lye Town | 0-3 | | 2018 | | Preliminary Round | 26-08-2018 | | Leek Town | Wyrley | 3-0 | | 2019 | | Preliminary Round | 01-09-2019 | | Wyrley | Shifnal Town | 2-4 | | 2020 | | Preliminary Round | 20-09-2020 | | Stourbridge | Wyrley | 8-1 | | 2021 | | 1st Qualifying Round | 12-09-2021 | | Shifnal Town | Wyrley | 10-1 | | 2022 | | 1st Qualifying Round | 18-09-2022 | | AFC Telford United | Wyrley | 6-0 | | 2023 | | 1st Qualifying Round | 10-09-2023 | | Wyrley | Hednesford Town | O-W | |
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