| Hertford Town | | 2022 | | 1st Qualifying Round | 18-09-2022 | | Southend United Community Sports Club | Hertford Town | 4-2 | | 1st Qualifying Round | 25-09-2022 | | Southend United Community Sports Club | Hertford Town | 0-1 | | 2nd Qualifying Round | 02-10-2022 | | Royston Town | Hertford Town | 9-1 | |
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| 2023 | | 1st Qualifying Round | 10-09-2023 | | Hertford Town | Stotfold | 2-0 | | 2nd Qualifying Round | 01-10-2023 | | Frontiers | Hertford Town | 4-6 | | 3rd Qualifying Round | 22-10-2023 | | Fakenham Town | Hertford Town | 1-2 | | First Round | 12-11-2023 | | Hertford Town | Haringey Borough | 1-3 | | 2024 | | 1st Qualifying Round | 01-09-2024 | | Hertford Town | Islington Borough | 3-2 | | 2nd Qualifying Round | 22-09-2024 | | Hertford Town | AFC Dunstable | 3-0 | | 3rd Qualifying Round | 13-10-2024 | | Hertford Town | Hackney | 2-3 |
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