FA Cup 2023/24, Preliminary Round |
 | 19.08.2023 |  | Snodland Town | – | Chertsey Town | | 1:3 (1:2) |
| Snodland |
FA Cup 2021/22, Third qualifying round |
| 03.10.2021 | | Jersey Bulls | – | Chertsey Town | | 0:1 (0:1) |
| Saint Helier |
FA Cup 2021/22, Second qualifying round |
| 18.09.2021 | | Chertsey Town | – | Chesham United | | 1:0 (1:0) |
| Chertsey |
FA Cup 2021/22, First Qualifying Round |
| 05.09.2021 | | Erith & Belvedere | – | Chertsey Town | | 0:4 (0:3) |
| London |
FA Cup 2021/22, Preliminary Round |
| 21.08.2021 | | Lingfield | – | Chertsey Town | | 1:4 (0:1) |
| Whyteleafe |
FA Cup 2020/21, Preliminary Round |
| 12.09.2020 | | Chertsey Town | – | Abbey Rangers | | 2:0 |
| Chertsey |
FA Cup 2019/20, Second Qualifying Round |
| 22.09.2019 | | Biggleswade | – | Chertsey Town | | 1:3 (1:1) |
| Biggleswade |
FA Cup 2019/20, First Qualifying Round |
| 07.09.2019 | | Chertsey Town | – | Sheppey United | | 4:1 (1:0) |
| Chertsey |
FA Cup 2019/20, Preliminary Round |
| 24.08.2019 | | Chertsey Town | – | Erith & Belvedere | | 5:1 (1:1) |
| Chertsey |
FA Cup 2019/20, Extra Preliminary Round |
| 13.08.2019 | | Cobham | – | Chertsey Town | | 2:4 (0:3) * |
| Cobham |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Spelthorne Sports | – | Chertsey Town | | 1:3 |
| Spelthorne |
FA Cup 2016/17, Preliminary Round |
| 20.08.2016 | | Chertsey Town | – | AFC Hayes | | 3:0 |
| Chertsey |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Chertsey Town | – | Hook Norton | | 2:0 |
| Chertsey |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Reading Town | – | Chertsey Town | | 0:5 |
| Reading |
FA Cup 2013/14, First Qualifying Round |
| 14.09.2013 | | Chertsey Town | – | Highmoor Ibis | | 4:0 |
| Chertsey |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | Marlow | – | Chertsey Town | | 1:2 (1:0) |
| Marlow |
FA Cup 2011/12, First Qualifying Round |
| 17.09.2011 | | Chertsey Town | – | Lewes | | 4:1 |
| |
FA Cup 2011/12, Preliminary Round |
| 03.09.2011 | | Badshot Lea | – | Chertsey Town | | 0:1 |
| |
FA Cup 2010/11, First Qualifying Round |
| 11.09.2010 | | Andover | – | Chertsey Town | | 0:4 |
| |
FA Cup 2010/11, Preliminary Round |
| 28.08.2010 | | Chertsey Town | – | Chatham Town | | 2:1 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 13.08.2010 | | Mole Valley SCR | – | Chertsey Town | | 0:5 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 15.08.2009 | | Chessington & Hook United | – | Chertsey Town | | 0:2 |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 19.08.2008 | | Deal Town | – | Chertsey Town | | 1:2 * |
| |
FA Cup 2007/08, Extra Preliminary Round |
| 21.08.2007 | | Chertsey Town | – | Wick | | 3:0 * |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Chertsey Town | – | Abingdon Town | | 3:2 |
| |
FA Cup 2002/03, Second Qualifying Round |
| | | Diss Town | – | Chertsey Town | | 2:3 |
| |
FA Cup 2002/03, First Qualifying Round |
| | | Ringmer | – | Chertsey Town | | 1:2 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Chertsey Town | – | Arundel | | 4:1 |
| |
FA Cup 2001/02, Preliminary Round |
| | | Blackfield & Langley | – | Chertsey Town | | 2:5 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Chertsey Town | – | Abingdon Town | | 3:1 |
| |
FA Cup 1996/97, First Qualifying Round |
| | | Ringmer | – | Chertsey Town | | 1:2 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Shoreham | – | Chertsey Town | | 1:3 * |
| |
FA Cup 1994/95, Second Qualifying Round |
| | | Chertsey Town | – | Shoreham | | 1:0 |
| |
FA Cup 1994/95, First Qualifying Round |
| | | Sheppey United | – | Chertsey Town | | 0:1 |
| |
FA Cup 1993/94, Second Qualifying Round |
| | | Chertsey Town | – | Tilbury | | 2:0 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Staines Town | – | Chertsey Town | | 1:2 |
| |
FA Cup 1992/93, Second Qualifying Round |
| | | Margate | – | Chertsey Town | | 1:4 |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Chertsey Town | – | Gravesend & Northfleet | | 3:2 |
| |
FA Cup 1989/90, First Qualifying Round |
| | | Chertsey Town | – | Eastleigh | | 4:0 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Chertsey Town | – | Arundel | | 3:1 |
| |
FA Cup 1987/88, First Qualifying Round |
| | | Chertsey Town | – | Haywards Heath | | 3:1 |
| |
FA Cup 1986/87, First Qualifying Round |
| | | Leytonstone/Ilford | – | Chertsey Town | | 0:1 * |
| |
FA Cup 1986/87, Preliminary Round |
| | | Tring Town | – | Chertsey Town | | 1:3 |
| |
FA Cup 1980/81, Preliminary Round |
| | | Chertsey Town | – | Dunstable | | 2:1 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Burnham | – | Chertsey Town | | 0:1 |
| |
