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 |
| |
