| AFC Phoenix | | 2018 | | Preliminary Round | 23-08-2018 | | Sutton United | AFC Phoenix | 1-2 | | First Qualifying Round | 02-09-2018 | | AFC Phoenix | Phoenix Sports | 5-0 | | Second Qualifying Round | 23-09-2018 | | AFC Wimbledon | AFC Phoenix | 1-0 | | Dulwich Hamlet | | 2019 | | Preliminary Round | 01-09-2019 | | Aylesford | Dulwich Hamlet | 2-1 | |
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| 2020 | | Extra Preliminary Round | 06-09-2020 | | Dulwich Hamlet | Margate | 6-1 | | Preliminary Round | 20-09-2020 | | Hackney | Dulwich Hamlet | 2-6 | | First Qualifying Round | 04-10-2020 | | Lancing | Dulwich Hamlet | 0-1 | | Second Qualifying Round | 18-10-2020 | | Dulwich Hamlet | Leyton Orient | 0-1 | | 2021 | | Second Qualifying Round | 03-10-2021 | | Dulwich Hamlet | Herne Bay | 1-1 | |
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| 2022 | | Second Qualifying Round | 02-10-2022 | | Tunbridge Wells Foresters | Dulwich Hamlet | 1-7 | | Third Qualifying Round | 23-10-2022 | | Dulwich Hamlet | Winchester City Flyers | 3-0 | | First Round | 13-11-2022 | | Aylesford | Dulwich Hamlet | 1-3 | | Second Round | 27-11-2022 | | Dulwich Hamlet | Gillingham | 1-2 | | 2023 | | Second Qualifying Round | 01-10-2023 | | Barking | Dulwich Hamlet | 0-6 | | Third Qualifying Round | 22-10-2023 | | Headstone Manor | Dulwich Hamlet | 0-6 | | First Round | 12-11-2023 | | Dulwich Hamlet | London Bees | 2-0 | | Second Round | 26-11-2023 | | Billericay Town | Dulwich Hamlet | 2-1 |
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