FA Cup 2023/24, Preliminary Round |
 | 19.08.2023 | | Farnham Town | – | Crowborough Athletic | | 2:0 (1:0) |
| Farnham |
FA Cup 2023/24, Extra Preliminary Round |
| 05.08.2023 | | Crowborough Athletic | – | Shoreham | | 3:0 (2:0) |
| Crowborough |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Crowborough Athletic | – | Crawley Down Gatwick | | 2:3 (1:1) |
| Crowborough |
FA Cup 2021/22, Extra Preliminary Round |
| 07.08.2021 | | Crowborough Athletic | – | AFC Croydon Athletic | | 1:3 (0:1) |
| Crowborough |
FA Cup 2020/21, Extra Preliminary Round |
| 01.09.2020 | | Crowborough Athletic | – | Crawley Down Gatwick | | 3:4 |
| Crowborough |
FA Cup 2019/20, Extra Preliminary Round |
| 10.08.2019 | | Crowborough Athletic | – | AFC Varndeanians | | 1:2 (1:2) |
| Crowborough |
FA Cup 2018/19, Extra Preliminary Round |
| 14.08.2018 | | Hanworth Villa | – | Crowborough Athletic | | 2:0 (2:0) * |
| London |
FA Cup 2018/19, Extra Preliminary Round |
| 11.08.2018 | | Crowborough Athletic | – | Hanworth Villa | | 1:1 (0:1) |
| Crowborough |
FA Cup 2017/18, Second Qualifying Round |
| 16.09.2017 | | Leiston | – | Crowborough Athletic | | 4:2 (3:0) |
| Leiston |
FA Cup 2017/18, First Qualifying Round |
| 02.09.2017 | | Crowborough Athletic | – | Sevenoaks Town | | 2:0 (1:0) |
| Crowborough |
FA Cup 2017/18, Preliminary Round |
| 19.08.2017 | | Hollands & Blair | – | Crowborough Athletic | | 1:4 (0:1) |
| Gillingham Star Meadow Sports Club |
FA Cup 2017/18, Extra Preliminary Round |
| 04.08.2017 | | Crowborough Athletic | – | Lingfield | | 2:0 (0:0) |
| Crowborough |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Crowborough Athletic | – | Farnham Town | | 1:3 |
| Crowborough |
FA Cup 2015/16, Extra Preliminary Round |
| 18.08.2015 | | Crowborough Athletic | – | Chessington & Hook United | | 1:2 aet
(0:1, 1:1) * |
| Crowborough |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Chessington & Hook United | – | Crowborough Athletic | | 1:1 (0:1) |
| London |
FA Cup 2014/15, Extra Preliminary Round |
| 19.08.2014 | | Crowborough Athletic | – | Dorking Wanderers | | 0:7 * |
| Crowborough |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Dorking Wanderers | – | Crowborough Athletic | | 0:0 |
| Dorking |
FA Cup 2013/14, Extra Preliminary Round |
| 20.08.2013 | | Crowborough Athletic | – | East Preston | | 2:3 aet * |
| Crowborough |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | East Preston | – | Crowborough Athletic | | 0:0 |
| East Preston |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | Chipstead | – | Crowborough Athletic | | 5:2 |
| Chipstead |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Chichester City | – | Crowborough Athletic | | 2:5 |
| Chichester |
FA Cup 2011/12, Extra Preliminary Round |
| 20.08.2011 | | Erith Town | – | Crowborough Athletic | | 6:2 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Croydon | – | Crowborough Athletic | | 5:2 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 18.08.2009 | | Bedfont | – | Crowborough Athletic | | 3:2 * |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 15.08.2009 | | Crowborough Athletic | – | Bedfont | | 1:1 |
| |
FA Cup 2008/09, Third Qualifying Round |
| 14.10.2008 | | Crowborough Athletic | – | Harlow Town | | 0:2 * |
| |
FA Cup 2008/09, Third Qualifying Round |
| 11.10.2008 | | Harlow Town | – | Crowborough Athletic | | 1:1 (1:1) |
| |
FA Cup 2008/09, Second Qualifying Round |
| 27.09.2008 | | Leighton Town | – | Crowborough Athletic | | 0:1 |
| |
FA Cup 2008/09, First Qualifying Round |
| 13.09.2008 | | Crowborough Athletic | – | Walton Casuals | | 1:0 |
| |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | Crowborough Athletic | – | Ringmer | | 3:1 |
| |
FA Cup 2007/08, Second Qualifying Round |
| 29.09.2007 | | Crowborough Athletic | – | Staines Town | | 1:5 |
| |
FA Cup 2007/08, First Qualifying Round |
| 15.09.2007 | | Crowborough Athletic | – | Selsey | | 2:1 |
| |
FA Cup 2007/08, Preliminary Round |
| 04.09.2007 | | Hailsham Town | – | Crowborough Athletic | | 1:1 aet,
pen. 5:6 * |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Crowborough Athletic | – | Hailsham Town | | 1:1 |
| |
FA Cup 2007/08, Extra Preliminary Round |
| 18.08.2007 | | Epsom & Ewell | – | Crowborough Athletic | | 1:7 |
| |
FA Cup 1995/96, Preliminary Round |
| | | Crowborough Athletic | – | Godalming & Guildford | | 1:3 |
| |
FA Cup 1994/95, Preliminary Round |
| | | Corinthian | – | Crowborough Athletic | | 9:0 |
| |
