| Aylesford | | 2008 | | Preliminary Round | 07-09-2008 | | London Corinthians | Aylesford | 4-0 | | 2013 | | 1st Qualifying Round | 22-09-2013 | | Aylesford | Regents Park Rangers | 5-0 | | 2nd Qualifying Round | 06-10-2013 | | Westfield | Aylesford | 7-2 | | 2014 | | 1st Qualifying Round | 28-09-2014 | | Parkwood Rangers | Aylesford | 2-1 | | 2015 | | 1st Qualifying Round | 06-09-2015 | | Aylesford | Eastbourne | 1-3 | | 2016 | | 2nd Qualifying Round | 18-09-2016 | | Carshalton Athletic | Aylesford | 1-3 | | 3rd Qualifying Round | 09-10-2016 | | Cowfold | Aylesford | 1-2 | | Fourth Qualifying Round | 13-11-2016 | | Aylesford | Gillingham | 0-7 | | 2017 | | 1st Qualifying Round | 03-09-2017 | | Ashford | Aylesford | 2-3 | | 2nd Qualifying Round | 17-09-2017 | | Eastbourne Town | Aylesford | 5-2 | |
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| 2018 | | Preliminary Round | 26-08-2018 | | Eastbourne | Aylesford | 1-2 | | 1st Qualifying Round | 02-09-2018 | | Aylesford | Fulham | 1-3 | | 2019 | | Preliminary Round | 01-09-2019 | | Aylesford | Dulwich Hamlet | 2-1 | | 1st Qualifying Round | 22-09-2019 | | Abingdon United | Aylesford | 2-1 | |
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| 2020 | | Extra Preliminary Round | 06-09-2020 | | Aylesford | Ashford | 1-3 | | 2021 | | 2nd Qualifying Round | 03-10-2021 | | New London Lionesses | Aylesford | 4-0 | | 2022 | | 2nd Qualifying Round | 02-10-2022 | | Aylesford | Welling United | 3-1 | | 3rd Qualifying Round | 23-10-2022 | | Wycombe Wanderers | Aylesford | 3-4 | | First Round | 13-11-2022 | | Aylesford | Dulwich Hamlet | 1-3 | | 2023 | | 2nd Qualifying Round | 01-10-2023 | | Aylesford | Croydon | 5-1 | | 3rd Qualifying Round | 22-10-2023 | | Woodley United | Aylesford | 1-1 | |
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| 2024 | | 1st Qualifying Round | 01-09-2024 | | Richmond Park | Aylesford | 0-5 | | 2nd Qualifying Round | 22-09-2024 | | Aylesford | Tooting Bec | 5-0 | | 3rd Qualifying Round | 13-10-2024 | | Camden & Islington United | Aylesford | 0-8 | | First Round | 03-11-2024 | | Aylesford | Reading | 3-1 | | Second Round | 24-11-2024 | | Aylesford | Worthing | 2-2 | |
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