| Whyteleafe | | 2017 | | 1st Qualifying Round | 03-09-2017 | | Whyteleafe | Bexhill United | 1-0 | | 2nd Qualifying Round | 17-09-2017 | | Whyteleafe | Burgess Hill Town | 6-0 | | 3rd Qualifying Round | 08-10-2017 | | Chesham United | Whyteleafe | 2-1 | | 2018 | | 1st Qualifying Round | 02-09-2018 | | Regents Park Rangers | Whyteleafe | 3-4 | | 2nd Qualifying Round | 23-09-2018 | | Whyteleafe | Maidenhead United | 2-0 | | 3rd Qualifying Round | 07-10-2018 | | Whyteleafe | Queens Park Rangers | 1-2 | | 2019 | | Preliminary Round | 01-09-2019 | | Whyteleafe | Millwall Lionesses | 3-6 | | 1st Qualifying Round | 29-09-2019 | | Whyteleafe | Worthing | 0-1 | |
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| 2020 | | Extra Preliminary Round | 06-09-2020 | | Herne Bay | Whyteleafe | 5-1 | | 2021 | | 2nd Qualifying Round | 03-10-2021 | | Whyteleafe | Dorking Wanderers | 0-4 | | AFC Whyteleafe | | 2022 | | 2nd Qualifying Round | 02-10-2022 | | AFC Whyteleafe | Montpelier Villa | 3-2 | | 3rd Qualifying Round | 30-10-2022 | | AFC Whyteleafe | Ebbsfleet United | 0-3 | | 2023 | | 2nd Qualifying Round | 01-10-2023 | | AFC Whyteleafe | Badshot Lea | 4-3 | | 3rd Qualifying Round | 22-10-2023 | | Ashford Town (Middx) | AFC Whyteleafe | 6-0 | | 2024 | | 1st Qualifying Round | 01-09-2024 | | AFC Whyteleafe | Tunbridge Wells Foresters | 1-10 |
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