FA Cup 2022/23, First Qualifying Round |
 | 03.09.2022 |  | Leatherhead | – | Chichester City | | 1:2 (1:1) |
| Leatherhead |
FA Cup 2022/23, Preliminary Round |
| 20.08.2022 | | Chichester City | – | Knaphill | | 2:0 (0:0) |
| Chichester |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Chichester City | – | Frimley Green | | 4:0 (2:0) |
| Chichester |
FA Cup 2021/22, First Qualifying Round |
| 04.09.2021 | | Northwood | – | Chichester City | | 2:3 (2:1) |
| London |
FA Cup 2021/22, Preliminary Round |
| 21.08.2021 | | Winchester City | – | Chichester City | | 1:3 (0:2) |
| Winchester |
FA Cup 2020/21, Second Qualifying Round |
| 03.10.2020 | | Chichester City | – | Risborough Rangers | | 2:1 |
| Chichester |
FA Cup 2020/21, First Qualifying Round |
| 22.09.2020 | | Chichester City | – | Cribbs | | 3:1 |
| Chichester |
FA Cup 2019/20, Fourth Qualifying Round |
| 19.10.2019 | | Bowers & Pitsea | – | Chichester City | | 1:2 (0:2) |
| Pitsea |
FA Cup 2019/20, Third Qualifying Round |
| 05.10.2019 | | Chichester City | – | Enfield Town | | 1:0 (0:0) |
| Chichester |
FA Cup 2019/20, Second Qualifying Round |
| 24.09.2019 | | Chichester City | – | Hartley Wintney | | 1:0 (0:0) * |
| Chichester |
FA Cup 2019/20, First Qualifying Round |
| 07.09.2019 | | Chichester City | – | Chalfont St Peter | | 2:0 (0:0) |
| Chichester |
FA Cup 2019/20, Preliminary Round |
| 24.08.2019 | | Bridon Ropes | – | Chichester City | | 2:7 (0:4) |
| London |
FA Cup 2019/20, Extra Preliminary Round |
| 10.08.2019 | | Chichester City | – | Erith Town | | 3:1 (1:1) |
| Chichester |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Crawley Down Gatwick | – | Chichester City | | 1:3 (1:1) |
| Crawley Down The Haven Sportsfield |
FA Cup 2009/10, Extra Preliminary Round |
| 15.08.2009 | | Three Bridges | – | Chichester City | | 1:3 |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 26.08.2008 | | Chichester City United | – | Crawley Down | | 3:1 * |
| |
FA Cup 2004/05, Extra Preliminary Round |
| | | Chichester City United | – | Chessington United | | 5:0 * |
| |
FA Cup 2003/04, Extra Preliminary Round |
| | | Chichester City United | – | Tunbridge Wells | | 4:1 |
| |
FA Cup 2001/02, Preliminary Round |
| | | VCD Athletic | – | Chichester City United | | 1:3 |
| |
FA Cup 1997/98, Preliminary Round |
| | | Chichester City | – | Tunbridge Wells | | 4:1 * |
| |
FA Cup 1988/89, Preliminary Round |
| | | Chichester City | – | Petersfield United | | 2:1 |
| |
FA Cup 1987/88, First Qualifying Round |
| | | Egham Town | – | Chichester City | | 0:2 * |
| |
FA Cup 1980/81, Preliminary Round |
| | | Devizes Town | – | Chichester City | | 1:3 * |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Chichester City | – | Pagham | | 5:4 * |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Pagham | – | Chichester City | | 1:2 * |
| |
FA Cup 1971/72, Second Qualifying Round |
| | | Arundel | – | Chichester City | | 2:7 * |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Chichester City | – | Haywards Heath | | 3:1 |
| |
FA Cup 1970/71, First Qualifying Round |
| | | Selsey | – | Chichester City | | 2:4 |
| |
FA Cup 1970/71, Preliminary Round |
| | | Chichester City | – | Horsham | | 5:2 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Chichester City | – | Fleet Town | | 1:0 |
| |
FA Cup 1967/68, Third Qualifying Round |
| | | Chichester City | – | Crawley Town | | 1:0 |
| |
FA Cup 1967/68, Second Qualifying Round |
| | | Basingstoke Town | – | Chichester City | | 3:4 |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Chichester City | – | Dorking | | 2:0 |
| |
FA Cup 1960/61, Fourth Qualifying Round |
| | | Chichester City | – | Dorchester Town | | 4:1 |
| |
FA Cup 1960/61, Third Qualifying Round |
| | | Chichester City | – | Andover | | 2:1 |
| |
FA Cup 1960/61, Second Qualifying Round |
| | | Chichester City | – | Cowes | | 6:3 |
| |
FA Cup 1957/58, Second Qualifying Round |
| | | Chichester City | – | Gosport Borough Athletic | | 5:3 |
| |
FA Cup 1957/58, First Qualifying Round |
| | | Andover | – | Chichester City | | 2:3 |
| |
FA Cup 1947/48, Preliminary Round |
| | | Chichester City | – | Eastbourne Comrades | | 5:2 |
| |
