FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Hertford Town | | Colney Heath | | 1:1 (1:1) |
| Hertford |
FA Cup 2021/22, Preliminary Round |
| 21.08.2021 | | Little Oakley | | Hertford Town | | 0:0 |
| Little Oakley |
FA Cup 2017/18, First Qualifying Round |
| 02.09.2017 | | Hertford Town | | Grays Athletic | | 1:1 (0:1) |
| Hertford |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Hertford Town | | Kirkley & Pakefield | | 2:2 |
| Hertford |
FA Cup 2011/12, Preliminary Round |
| 06.09.2011 | | Hertford Town | | Burnham Ramblers | | 2:2 aet, pen. 3:2 * |
| |
FA Cup 2011/12, Preliminary Round |
| 03.09.2011 | | Burnham Ramblers | | Hertford Town | | 3:3 |
| |
FA Cup 2007/08, First Qualifying Round |
| 15.09.2007 | | Hertford Town | | Barkingside | | 3:3 |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Tring Athletic | | Hertford Town | | 4:4 |
| |
FA Cup 2004/05, First Qualifying Round |
| | | Bury Town | | Hertford Town | | 1:1, pen. 3:4 * |
| |
FA Cup 2004/05, First Qualifying Round |
| | | Hertford Town | | Bury Town | | 0:0 |
| |
FA Cup 2004/05, Preliminary Round |
| | | Raunds Town | | Hertford Town | | 1:1 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Ford Sports Daventry | | Hertford Town | | 1:1 |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Hertford Town | | Barkingside | | 0:0 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Tufnell Park | | Hertford Town | | 2:2 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Chesham United | | Hertford Town | | 0:0 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Darenth Heathside | | Hertford Town | | 3:3 |
| |
FA Cup 1987/88, Preliminary Round |
| | | Hertford Town | | Potton United | | 1:1 |
| |
FA Cup 1985/86, Preliminary Round |
| | | Hertford Town | | Harefield United | | 1:1 |
| |
FA Cup 1984/85, First Qualifying Round |
| | | Hertford Town | | Sutton Coldfield Town | | 2:2 |
| |
FA Cup 1983/84, Second Qualifying Round |
| | | Hertford Town | | Bognor Regis Town | | 1:1 |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Horsham YMCA | | Hertford Town | | 2:2 aet * |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Hertford Town | | Horsham YMCA | | 1:1 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Hertford Town | | Tring Town | | 1:1 |
| |
FA Cup 1976/77, Preliminary Round |
| | | Hertford Town | | Romford | | 1:1 |
| |
FA Cup 1973/74, Third Qualifying Round |
| | | Ware | | Hertford Town | | 0:0 |
| |
FA Cup 1971/72, Preliminary Round |
| | | Hertford Town | | Leytonstone | | 1:1 |
| |
FA Cup 1970/71, First Qualifying Round |
| | | Bexley United | | Hertford Town | | 2:2 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Hertford Town | | Hendon | | 0:0 |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Feltham | | Hertford Town | | 1:1 |
| |
FA Cup 1966/67, Third Qualifying Round |
| | | Cheshunt | | Hertford Town | | 0:0 |
| |
FA Cup 1966/67, Second Qualifying Round |
| | | Windsor & Eton | | Hertford Town | | 2:2 |
| |
FA Cup 1964/65, Second Qualifying Round |
| | | Barnet | | Hertford Town | | 0:0 |
| |
FA Cup 1956/57, First Qualifying Round |
| | | Letchworth Town | | Hertford Town | | 0:0 |
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