| Leamington Lions | | 2007 | | First Qualifying Round | 16-09-2007 | | Stratford Town | Leamington Lions | 3-1 | | 2008 | | Preliminary Round | 07-09-2008 | | Ferndale | Leamington Lions | 2-5 | | First Qualifying Round | 28-09-2008 | | Walsall | Leamington Lions | 0-4 | | Second Qualifying Round | 12-10-2008 | | Lichfield Diamonds | Leamington Lions | 1-0 | | 2009 | | First Qualifying Round | 27-09-2009 | | Leamington Lions | Cannock | 3-1 | | Second Qualifying Round | 11-10-2009 | | Leamington Lions | Southam United | 3-0 | | Third Qualifying Round | 25-10-2009 | | Leamington Lions | Corby Stewarts & Lloyds | 4-1 | | First Round | 08-11-2009 | | Leafield Athletic | Leamington Lions | 8-0 | |
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| 2012 | | Third Qualifying Round | 11-11-2012 | | Leamington Lions | Milton Keynes Dons | 0-3 | | 2014 | | First Qualifying Round | 28-09-2014 | | Leamington Lions | TNS | 1-3 | | 2016 | | Second Qualifying Round | 18-09-2016 | | Leamington Lions | Wolverhampton Sporting Community | 2-2 | | Third Qualifying Round | 09-10-2016 | | Leamington Lions | Burton Albion | 0-4 | |
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| 2020 | | Extra Preliminary Round | 06-09-2020 | | Westfields | Leamington Lions | 2-1 | | 2021 | | Second Qualifying Round | 03-10-2021 | | Leamington Lions | Coventry Sphinx | 3-2 | | Third Qualifying Round | 24-10-2021 | | Leamington Lions | Long Eaton United | 0-4 | | 2022 | | First Qualifying Round | 18-09-2022 | | Leamington Lions | Doveridge | 3-1 | | Second Qualifying Round | 02-10-2022 | | Leamington Lions | Sutton Athletic | 0-1 | | 2023 | | First Qualifying Round | 10-09-2023 | | Droitwich Spa | Leamington Lions | 2-5 | | Second Qualifying Round | 01-10-2023 | | Hednesford Town | Leamington Lions | 0-1 | | Third Qualifying Round | 22-10-2023 | | Bugbrooke St Michaels | Leamington Lions | 2-2 | | First Round | 12-11-2023 | | Coundon Court | Leamington Lions | 3-0 | |
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