FA Cup 2022/23, Preliminary Round |
 | 20.08.2022 |  | Welwyn Garden City | – | Hertford Town | | 1:2 (1:0) |
| Welwyn Garden City |
FA Cup 2022/23, Extra Preliminary Round |
| 09.08.2022 | | Colney Heath | – | Hertford Town | | 1:6 (0:2) * |
| Colney Heath |
FA Cup 2018/19, Preliminary Round |
| 25.08.2018 | | Hertford Town | – | Tilbury | | 5:3 (3:2) |
| Hertford |
FA Cup 2017/18, First Qualifying Round |
| 06.09.2017 | | Grays Athletic | – | Hertford Town | | 2:3 aet
(2:1, 2:2) * |
| Corringham |
FA Cup 2017/18, Preliminary Round |
| 19.08.2017 | | Hertford Town | – | Hadleigh United | | 4:1 (2:0) |
| Hertford |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Haverhill Rovers | – | Hertford Town | | 1:2 |
| Haverhill |
FA Cup 2014/15, Preliminary Round |
| 30.08.2014 | | Hertford Town | – | Great Wakering Rovers | | 3:2 |
| Hertford |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Haringey Borough | – | Hertford Town | | 0:3 |
| London |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | Hertford Town | – | Cheshunt | | 4:2 |
| Hertford |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Hertford Town | – | Colney Heath | | 2:1 |
| Hertford |
FA Cup 2011/12, Extra Preliminary Round |
| 21.08.2011 | | Barkingside | – | Hertford Town | | 1:3 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Takeley | – | Hertford Town | | 0:4 |
| |
FA Cup 2007/08, Preliminary Round |
| 04.09.2007 | | Hertford Town | – | Tring Athletic | | 2:0 * |
| |
FA Cup 2007/08, Extra Preliminary Round |
| 18.08.2007 | | Hertford Town | – | Cogenhoe United | | 1:0 |
| |
FA Cup 2004/05, Preliminary Round |
| | | Hertford Town | – | Raunds Town | | 1:0 * |
| |
FA Cup 2002/03, Preliminary Round |
| | | Concord Rangers | – | Hertford Town | | 2:3 |
| |
FA Cup 2001/02, Preliminary Round |
| | | Hertford Town | – | Haringey Borough | | 3:1 |
| |
FA Cup 1995/96, Second Qualifying Round |
| | | Hertford Town | – | Wealdstone | | 1:0 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Hertford Town | – | Tufnell Park | | 5:1 * |
| |
FA Cup 1995/96, Preliminary Round |
| | | Hertford Town | – | Ware | | 2:1 |
| |
FA Cup 1991/92, Second Qualifying Round |
| | | Hertford Town | – | Dulwich Hamlet | | 2:1 |
| |
FA Cup 1991/92, First Qualifying Round |
| | | Hertford Town | – | Staines Town | | 2:0 |
| |
FA Cup 1991/92, Preliminary Round |
| | | Hertford Town | – | Northwood | | 3:2 |
| |
FA Cup 1990/91, Preliminary Round |
| | | Clacton Town | – | Hertford Town | | 0:1 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Hertford Town | – | Darenth Heathside | | 4:1 * |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Gravesend & Northfleet | – | Hertford Town | | 1:3 |
| |
FA Cup 1988/89, Preliminary Round |
| | | Darenth Heathside | – | Hertford Town | | 0:1 |
| |
FA Cup 1987/88, Second Qualifying Round |
| | | Hendon | – | Hertford Town | | 1:2 |
| |
FA Cup 1987/88, First Qualifying Round |
| | | Grays Athletic | – | Hertford Town | | 1:3 |
| |
FA Cup 1987/88, Preliminary Round |
| | | Potton United | – | Hertford Town | | 1:2 * |
| |
FA Cup 1986/87, Preliminary Round |
| | | Soham Town Rangers | – | Hertford Town | | 0:1 |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Hertford Town | – | Horsham YMCA | | 2:0 * |
| |
FA Cup 1981/82, Second Qualifying Round |
| | | Hertford Town | – | Finchley | | 4:3 |
| |
FA Cup 1981/82, First Qualifying Round |
| | | Redhill | – | Hertford Town | | 1:2 |
| |
FA Cup 1979/80, First Qualifying Round |
| | | Hertford Town | – | Banbury United | | 3:1 |
| |
FA Cup 1978/79, Preliminary Round |
| | | Harrow Borough | – | Hertford Town | | 0:2 |
| |
FA Cup 1977/78, Second Qualifying Round |
| | | Hertford Town | – | Kempston Rovers | | 1:0 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Tring Town | – | Hertford Town | | 2:3 * |
| |
FA Cup 1976/77, Preliminary Round |
| | | Romford | – | Hertford Town | | 1:2 * |
| |
FA Cup 1973/74, Third Qualifying Round |
| | | Hertford Town | – | Ware | | 3:1 * |
| |
FA Cup 1973/74, Second Qualifying Round |
| | | Hertford Town | – | Chesham United | | 2:0 |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Hertford Town | – | Wokingham Town | | 5:1 |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Hertford Town | – | Ford United | | 2:0 |
| |
FA Cup 1972/73, Preliminary Round |
| | | Hertford Town | – | Bromley | | 2:1 |
| |
FA Cup 1969/70, Second Qualifying Round |
| | | Corinthian-Casuals | – | Hertford Town | | 1:2 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Hertford Town | – | Slough Town | | 1:0 |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Hertford Town | – | Feltham | | 8:0 * |
| |
FA Cup 1966/67, Second Qualifying Round |
| | | Hertford Town | – | Windsor & Eton | | 4:1 * |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Hertford Town | – | Epsom & Ewell | | 2:1 |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Hertford Town | – | Harrow Town | | 2:0 |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Wealdstone | – | Hertford Town | | 0:1 |
| |
FA Cup 1960/61, First Qualifying Round |
| | | Hertford Town | – | Ware | | 5:1 |
| |
FA Cup 1959/60, Second Qualifying Round |
| | | Bishop's Stortford | – | Hertford Town | | 0:1 |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Hertford Town | – | Cheshunt | | 7:0 |
| |
FA Cup 1956/57, First Qualifying Round |
| | | Hertford Town | – | Letchworth Town | | 3:0 * |
| |
FA Cup 1950/51, Extra Preliminary Round |
| | | Polytechnic | – | Hertford Town | | 2:6 |
| |
FA Cup 1946/47, Preliminary Round |
| | | Hertford Town | – | Saffron Walden Town | | 7:2 |
| |
FA Cup 1946/47, Extra Preliminary Round |
| | | Hertford Town | – | Leavesden | | 6:2 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Hertford Town | – | Barkingside | | +:- |
| |
