FA Cup 2017/18, Preliminary Round |
 | 20.08.2017 | | Herne Bay | – | Chessington & Hook United | | 2:1 (2:0) |
| Herne Bay |
FA Cup 2017/18, Extra Preliminary Round |
| 08.08.2017 | | Lancing | – | Chessington & Hook United | | 1:3 * |
| Lancing |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Chessington & Hook United | – | Lancing | | 2:2 |
| London |
FA Cup 2016/17, Preliminary Round |
| 23.08.2016 | | Chessington & Hook United | – | Guildford City | | 1:2 * |
| London |
FA Cup 2016/17, Preliminary Round |
| 20.08.2016 | | Guildford City | – | Chessington & Hook United | | 1:1 |
| Guildford |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Chessington & Hook United | – | Wick | | 3:1 |
| London |
FA Cup 2015/16, First Qualifying Round |
| 12.09.2015 | | Chessington & Hook United | – | North Leigh | | 2:3 (0:1) |
| London |
FA Cup 2015/16, Preliminary Round |
| 29.08.2015 | | Hythe Town | – | Chessington & Hook United | | 0:2 |
| Hythe |
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, First Qualifying Round |
| 13.09.2014 | | Greenwich Borough | – | Chessington & Hook United | | 1:0 (0:0) |
| London |
FA Cup 2014/15, Preliminary Round |
| 02.09.2014 | | Chessington & Hook United | – | Deal Town | | 2:1 (1:0) * |
| London |
FA Cup 2014/15, Preliminary Round |
| 30.08.2014 | | Deal Town | – | Chessington & Hook United | | 1:1 |
| Deal |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Chessington & Hook United | – | Worthing United | | 1:0 |
| London |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | Chessington & Hook United | – | Sittingbourne | | 0:1 |
| London |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Chichester City | – | Chessington & Hook United | | 1:9 |
| |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | Eastbourne Town | – | Chessington & Hook United | | 2:0 |
| Eastbourne |
FA Cup 2012/13, Extra Preliminary Round |
| 15.08.2012 | | Warlingham | – | Chessington & Hook United | | 2:3 * |
| |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Chessington & Hook United | – | Warlingham | | 2:2 |
| |
FA Cup 2011/12, Preliminary Round |
| 03.09.2011 | | Chessington & Hook United | – | Hythe Town | | 0:1 |
| |
FA Cup 2011/12, Extra Preliminary Round |
| 23.08.2011 | | Chessington & Hook United | – | Colliers Wood United | | 2:1 * |
| |
FA Cup 2011/12, Extra Preliminary Round |
| 20.08.2011 | | Colliers Wood United | – | Chessington & Hook United | | 1:1 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Chessington & Hook United | – | Raynes Park Vale | | 1:2 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 15.08.2009 | | Chessington & Hook United | – | Chertsey Town | | 0:2 |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 16.08.2008 | | Dorking | – | Chessington & Hook United | | 2:1 |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Horsham YMCA | – | Chessington & Hook United | | 4:1 |
| |
FA Cup 2007/08, Extra Preliminary Round |
| 18.08.2007 | | Tunbridge Wells | – | Chessington & Hook United | | 3:4 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Metropolitan Police | – | Chessington & Hook United | | 7:0 |
| |
FA Cup 2006/07, Extra Preliminary Round |
| 19.08.2006 | | Chessington & Hook United | – | Mile Oak | | 3:1 |
| |
FA Cup 2005/06, First Qualifying Round |
| 10.09.2005 | | Chessington & Hook United | – | Hassocks | | 0:3 |
| |
FA Cup 2005/06, Preliminary Round |
| 27.08.2005 | | Sittingbourne | – | Chessington & Hook United | | 2:4 |
| |
FA Cup 2004/05, Preliminary Round |
| | | Chessington & Hook United | – | Bromley | | 0:1 |
| |
FA Cup 2003/04, First Qualifying Round |
| | | Chessington & Hook United | – | Thamesmead Town | | 1:4 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Chessington & Hook United | – | Merstham | | 2:0 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Chessington & Hook United | – | Hillingdon Borough | | 1:3 * |
| |
FA Cup 2002/03, Preliminary Round |
| | | Hillingdon Borough | – | Chessington & Hook United | | 2:2 |
| |
FA Cup 2001/02, First Qualifying Round |
| | | Chessington & Hook United | – | Eastleigh | | 2:5 |
| |
FA Cup 2001/02, Preliminary Round |
| | | Chessington & Hook United | – | Didcot Town | | 2:0 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Chessington & Hook United | – | Hastings Town | | 1:6 |
| |
