FA Cup 2023/24, Extra Preliminary Round |
 | 05.08.2023 |  | Southall | – | Chichester City | | 1:0 (1:0) |
| London |
FA Cup 2022/23, Second Qualifying Round |
| 17.09.2022 | | Folkestone Invicta | – | Chichester City | | 3:0 (2:0) |
| Folkestone |
FA Cup 2021/22, Second qualifying round |
| 18.09.2021 | | Chichester City | – | Maidstone United | | 1:3 (0:0) |
| Chichester |
FA Cup 2020/21, Third Qualifying Round |
| 13.10.2020 | | Chichester City | – | Tonbridge Angels | | 1:2 |
| Chichester |
FA Cup 2019/20, Second Round Proper |
| 01.12.2019 | | Tranmere Rovers | – | Chichester City | | 5:1 (0:0) |
| Birkenhead |
FA Cup 2018/19, Extra Preliminary Round |
| 11.08.2018 | | Bearsted | – | Chichester City | | 2:1 (0:1) |
| Otham |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Binfield | – | Chichester City | | 4:3 |
| Binfield |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Arundel | – | Chichester City | | 4:3 |
| Arundel |
FA Cup 2015/16, Preliminary Round |
| 29.08.2015 | | Chichester City | – | Chatham Town | | 0:4 |
| Chichester |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Chichester City | – | Mole Valley Sutton Common Road | | 2:3 |
| Chichester |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Chichester City | – | Chessington & Hook United | | 1:9 |
| |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Chichester City | – | Crowborough Athletic | | 2:5 |
| Chichester |
FA Cup 2011/12, Extra Preliminary Round |
| 22.08.2011 | | Fisher | – | Chichester City | | 6:1 * |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Alton Town | – | Chichester City | | 4:1 |
| |
FA Cup 2009/10, Preliminary Round |
| 29.08.2009 | | Chichester City | – | AFC Totton | | 1:3 |
| |
FA Cup 2008/09, Preliminary Round |
| 31.08.2008 | | Cray Wanderers | – | Chichester City United | | 4:1 |
| |
FA Cup 2005/06, Extra Preliminary Round |
| 20.08.2005 | | Chichester City United | – | East Preston | | 1:2 |
| |
FA Cup 2004/05, Preliminary Round |
| | | Maidstone United | – | Chichester City United | | 3:1 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Abingdon Town | – | Chichester City United | | 3:1 |
| |
FA Cup 2002/03, Extra Preliminary Round |
| | | Chichester City United | – | Deal Town | | 2:3 * |
| |
FA Cup 2001/02, First Qualifying Round |
| | | Hastings Town | – | Chichester City United | | 3:0 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Abingdon United | – | Chichester City United | | 2:1 * |
| |
FA Cup 1999/00, Preliminary Round |
| | | Selsey | – | Chichester City | | 4:2 * |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Chichester City | – | Windsor & Eton | | 0:4 * |
| |
FA Cup 1997/98, First Qualifying Round |
| | | Aveley | – | Chichester City | | 2:1 |
| |
FA Cup 1992/93, Preliminary Round |
| | | Chichester City | – | Whitehawk | | 1:3 * |
| |
FA Cup 1992/93, Preliminary Round |
| | | Whitehawk | – | Chichester City | | 5:2 * |
| |
FA Cup 1991/92, Preliminary Round |
| | | Chichester City | – | Chipstead | | 1:3 |
| |
FA Cup 1990/91, Preliminary Round |
| | | Chichester City | – | AFC Lymington | | 1:5 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Witney Town | – | Chichester City | | 4:1 |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Fareham Town | – | Chichester City | | 3:0 |
| |
FA Cup 1987/88, Second Qualifying Round |
| | | Bracknell Town | – | Chichester City | | 4:0 |
| |
FA Cup 1986/87, Preliminary Round |
| | | Sheppey United | – | Chichester City | | 2:1 |
| |
FA Cup 1985/86, Preliminary Round |
| | | Thanet United | – | Chichester City | | 3:1 |
| |
FA Cup 1984/85, Preliminary Round |
| | | Chichester City | – | Kingstonian | | 0:1 |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Chichester City | – | Tonbridge | | 1:2 |
| |
FA Cup 1982/83, First Qualifying Round |
| | | Maidenhead United | – | Chichester City | | 4:2 |
| |
FA Cup 1981/82, Preliminary Round |
| | | Chichester City | – | Poole Town | | 1:5 |
| |
FA Cup 1980/81, First Qualifying Round |
| | | Newbury Town | – | Chichester City | | 2:0 |
| |
FA Cup 1979/80, First Qualifying Round |
| | | Horsham YMCA | – | Chichester City | | 4:2 |
| |
FA Cup 1978/79, First Qualifying Round |
| | | Dorking Town | – | Chichester City | | 3:2 * |
| |
FA Cup 1976/77, First Qualifying Round |
| | | Basingstoke Town | – | Chichester City | | 10:0 |
| |
FA Cup 1975/76, Preliminary Round |
| | | Chichester City | – | Littlehampton Town | | 0:2 * |
| |
FA Cup 1974/75, Second Qualifying Round |
| | | Burgess Hill Town | – | Chichester City | | 4:1 |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Gosport Borough | – | Chichester City | | 8:0 |
| |
FA Cup 1972/73, Second Qualifying Round |
| | | Chichester City | – | Redhill | | 1:2 |
| |
FA Cup 1971/72, Third Qualifying Round |
| | | Hastings United | – | Chichester City | | 9:1 * |
| |
FA Cup 1970/71, Second Qualifying Round |
| | | Ringmer | – | Chichester City | | 4:0 |
| |
FA Cup 1969/70, Preliminary Round |
| | | Woking | – | Chichester City | | 4:1 |
| |
FA Cup 1968/69, Second Qualifying Round |
| | | Wokingham Town | – | Chichester City | | 5:0 |
| |
FA Cup 1967/68, Fourth Qualifying Round |
| | | Chichester City | – | Guildford City | | 0:3 * |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Waterlooville | – | Chichester City | | 4:1 * |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Chichester City | – | Cowes | | 3:6 |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Cowes | – | Chichester City | | 5:4 |
| |
FA Cup 1963/64, Second Qualifying Round |
| | | Chichester City | – | Basingstoke Town | | 1:2 |
| |
FA Cup 1962/63, First Qualifying Round |
| | | Chichester City | – | Newbury Town | | 2:3 |
| |
FA Cup 1961/62, First Qualifying Round |
| | | Basingstoke Town | – | Chichester City | | 3:0 |
| |
FA Cup 1960/61, First Round Proper |
| 05.11.1960 | | Bristol City | – | Chichester City | | 11:0 |
| |
FA Cup 1958/59, First Qualifying Round |
| | | Cowes | – | Chichester City | | 5:4 |
| |
FA Cup 1957/58, Third Qualifying Round |
| | | Cowes | – | Chichester City | | 3:1 |
| |
FA Cup 1956/57, First Qualifying Round |
| | | Chichester City | – | Andover | | 2:3 |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Chichester City | – | Winchester City | | 1:3 * |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Cowes | – | Chichester City | | 6:0 |
| |
FA Cup 1952/53, Preliminary Round |
| | | Hastings United | – | Chichester City | | 4:0 |
| |
FA Cup 1951/52, Preliminary Round |
| | | Redhill | – | Chichester City | | 3:0 |
| |
FA Cup 1949/50, Preliminary Round |
| | | Eastbourne Comrades | – | Chichester City | | 6:0 * |
| |
FA Cup 1948/49, Preliminary Round |
| | | Chichester City | – | Bexhill Town | | 3:5 |
| |
FA Cup 1947/48, First Qualifying Round |
| | | Worthing | – | Chichester City | | 3:2 |
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