FA Cup 2023/24, Extra Preliminary Round |
 | 05.08.2023 |  | Haywards Heath Town | – | Whitstable Town | | 0:5 (0:2) |
| Haywards Heath |
FA Cup 2022/23, Preliminary Round |
| 20.08.2022 | | Leatherhead | – | Haywards Heath Town | | 3:0 (1:0) |
| Leatherhead |
FA Cup 2021/22, First Qualifying Round |
| 07.09.2021 | | Horsham | – | Haywards Heath Town | | 2:0 (1:0) * |
| Horsham |
FA Cup 2020/21, First Qualifying Round |
| 22.09.2020 | | Haywards Heath Town | – | Hanwell Town | | 0:1 |
| Haywards Heath |
FA Cup 2020/21, Preliminary Round |
| 12.09.2020 | | Broadbridge Heath | – | Haywards Heath Town | | +:- |
| Broadbridge Heath |
FA Cup 2019/20, First Qualifying Round |
| 07.09.2019 | | Haywards Heath Town | – | Hayes & Yeading United | | 0:1 (0:0) |
| Haywards Heath |
FA Cup 2018/19, Extra Preliminary Round |
| 11.08.2018 | | Haywards Heath Town | – | Lancing | | 0:2 (0:1) |
| Haywards Heath |
FA Cup 2017/18, First Qualifying Round |
| 05.09.2017 | | Tunbridge Wells | – | Haywards Heath Town | | 3:0 aet * |
| Royal Tunbridge Wells |
FA Cup 2016/17, Preliminary Round |
| 20.08.2016 | | Peacehaven & Telscombe | – | Haywards Heath Town | | 2:0 |
| Peacehaven |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Molesey | – | Haywards Heath Town | | 11:0 |
| Molesey |
FA Cup 1992/93, Preliminary Round |
| | | Haywards Heath | – | Bedfont | | 0:1 |
| |
FA Cup 1991/92, Preliminary Round |
| | | Hampton | – | Haywards Heath | | 3:0 |
| |
FA Cup 1990/91, Preliminary Round |
| | | Cove | – | Haywards Heath | | 4:0 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Haywards Heath | – | AFC Totton | | 1:2 |
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FA Cup 1988/89, Second Qualifying Round |
| | | Dover Athletic | – | Haywards Heath | | 5:2 |
| |
FA Cup 1987/88, First Qualifying Round |
| | | Chertsey Town | – | Haywards Heath | | 3:1 |
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FA Cup 1986/87, Preliminary Round |
| | | Tonbridge | – | Haywards Heath | | 2:0 |
| |
FA Cup 1985/86, First Qualifying Round |
| | | Haywards Heath | – | Croydon | | 3:5 |
| |
FA Cup 1984/85, Second Qualifying Round |
| | | Haywards Heath | – | Sittingbourne | | 0:3 |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Haywards Heath | – | Folkestone | | 2:6 |
| |
FA Cup 1982/83, First Qualifying Round |
| | | Haywards Heath | – | Dartford | | 1:6 |
| |
FA Cup 1981/82, Preliminary Round |
| | | Bognor Regis Town | – | Haywards Heath | | 5:1 |
| |
FA Cup 1980/81, First Qualifying Round |
| | | Haywards Heath | – | Crawley Town | | 0:1 |
| |
FA Cup 1979/80, First Qualifying Round |
| | | Haywards Heath | – | Dover | | 0:3 |
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FA Cup 1978/79, Second Qualifying Round |
| | | Haywards Heath | – | Worthing | | 1:2 |
| |
FA Cup 1977/78, Second Qualifying Round |
| | | Ramsgate | – | Haywards Heath | | 2:0 |
| |
FA Cup 1976/77, Second Qualifying Round |
| | | Dover | – | Haywards Heath | | 2:0 |
| |
FA Cup 1975/76, Preliminary Round |
| | | Haywards Heath | – | Burgess Hill Town | | 0:4 |
| |
FA Cup 1974/75, Second Qualifying Round |
| | | Southwick | – | Haywards Heath | | 3:2 |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Waterlooville | – | Haywards Heath | | 3:1 * |
| |
FA Cup 1972/73, Third Qualifying Round |
| | | Haywards Heath | – | Redhill | | 1:2 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Chichester City | – | Haywards Heath | | 3:1 |
| |
FA Cup 1970/71, First Qualifying Round |
| | | Crawley Town | – | Haywards Heath | | 3:0 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Haywards Heath | – | Horsham | | 1:2 |
| |
FA Cup 1968/69, Second Qualifying Round |
| | | Eastbourne United | – | Haywards Heath | | 3:0 |
| |
FA Cup 1967/68, Second Qualifying Round |
| | | Lancing | – | Haywards Heath | | 3:0 * |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Haywards Heath | – | Bexhill Town | | 0:1 |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Crawley Town | – | Haywards Heath | | 3:0 |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Haywards Heath | – | Horsham | | 1:2 * |
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FA Cup 1963/64, First Qualifying Round |
| | | Crawley Town | – | Haywards Heath | | 7:2 * |
| |
FA Cup 1962/63, Third Qualifying Round |
| | | Haywards Heath | – | Lewes | | 0:3 |
| |
FA Cup 1961/62, Second Qualifying Round |
| | | Crawley Town | – | Haywards Heath | | 3:2 |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Eastbourne | – | Haywards Heath | | 4:2 * |
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FA Cup 1958/59, Second Qualifying Round |
| | | Eastbourne United | – | Haywards Heath | | 3:1 |
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FA Cup 1957/58, Preliminary Round |
| | | Worthing | – | Haywards Heath | | 7:1 * |
| |
FA Cup 1956/57, Preliminary Round |
| | | Haywards Heath | – | Eastbourne | | 2:3 |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Worthing | – | Haywards Heath | | 4:1 |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Tunbridge Wells United | – | Haywards Heath | | 4:0 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Haywards Heath | – | Lancing Athletic | | 1:3 |
| |
FA Cup 1952/53, First Qualifying Round |
| | | East Grinstead | – | Haywards Heath | | 1:0 |
| |
FA Cup 1951/52, First Qualifying Round |
| | | Haywards Heath | – | Eastbourne | | 1:2 |
| |
FA Cup 1950/51, Third Qualifying Round |
| | | Eastbourne | – | Haywards Heath | | 4:2 |
| |
FA Cup 1949/50, Third Qualifying Round |
| | | Haywards Heath | – | Hastings United | | 0:1 |
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FA Cup 1948/49, First Qualifying Round |
| | | Haywards Heath | – | Horsham | | 0:1 |
| |
FA Cup 1947/48, First Qualifying Round |
| | | Haywards Heath | – | Horsham | | 3:8 * |
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FA Cup 1946/47, First Qualifying Round |
| | | Haywards Heath | – | Bognor Regis Town | | 0:1 |
| |
FA Cup 1945/46, Fourth Qualifying Round |
| | | Trowbridge Town | – | Haywards Heath | | 6:0 |
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