| Watford Development | | 2017 | | First Qualifying Round | 03-09-2017 | | Royston Town | Watford Development | 7-0 | | 2018 | | First Qualifying Round | 02-09-2018 | | AFC Dunstable | Watford Development | 5-0 | | 2019 | | Preliminary Round | 01-09-2019 | | Watford Development | Hemel Hempstead Town | 4-2 | | First Qualifying Round | 22-09-2019 | | Watford Development | Newmarket Town | 0-2 | | 2020 | | Preliminary Round | 20-09-2020 | | Wodson Park | Watford Development | 1-2 | | First Qualifying Round | 11-10-2020 | | Watford Development | Ashford | 1-9 | | 2021 | | Second Qualifying Round | 03-10-2021 | | Watford Development | Chelmsford City | 2-5 | | 2022 | | First Qualifying Round | 18-09-2022 | | Mortimer | Watford Development | 1-8 | | Second Qualifying Round | 02-10-2022 | | Watford Development | Penn & Tylers Green | 0-1 | | 2023 | | First Qualifying Round | 10-09-2023 | | Watford Development | Penn & Tylers Green | 3-0 | | Second Qualifying Round | 01-10-2023 | | Long Crendon | Watford Development | 2-6 | | Third Qualifying Round | 22-10-2023 | | Watford Development | Brentford | 1-2 | | 2024 | | Second Qualifying Round | 22-09-2024 | | Kidlington Youth | Watford Development | 0-3 | | Third Qualifying Round | 13-10-2024 | | AFC Sudbury | Watford Development | 4-1 |
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