FA Cup 2023/24, Extra Preliminary Round |
 | 08.08.2023 | | Peacehaven & Telscombe | – | Chipstead | | 4:1 (3:1) * |
| Peacehaven |
FA Cup 2023/24, Extra Preliminary Round |
| 05.08.2023 | | Chipstead | – | Peacehaven & Telscombe | | 1:1 (1:0) |
| Chipstead |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Chipstead | – | Tunbridge Wells | | 1:2 (1:0) |
| Chipstead |
FA Cup 2021/22, First Qualifying Round |
| 04.09.2021 | | Phoenix Sports | – | Chipstead | | 2:1 (2:0) |
| Barnehurst |
FA Cup 2021/22, Preliminary Round |
| 21.08.2021 | | Chipstead | – | Faversham Town | | 3:0 (0:0) |
| Chipstead |
FA Cup 2020/21, Third Qualifying Round |
| 13.10.2020 | | Hayes & Yeading United | – | Chipstead | | 0:0,
pen. 4:2 |
| London |
FA Cup 2020/21, Second Qualifying Round |
| 03.10.2020 | | Chipstead | – | East Grinstead Town | | 1:0 |
| Chipstead |
FA Cup 2020/21, First Qualifying Round |
| 22.09.2020 | | Chipstead | – | Deal Town | | 1:1,
pen. 4:2 |
| Chipstead |
FA Cup 2020/21, Preliminary Round |
| 12.09.2020 | | Ramsgate | – | Chipstead | | 0:3 |
| Ramsgate |
FA Cup 2019/20, Second Qualifying Round |
| 21.09.2019 | | Welling United | – | Chipstead | | 7:0 (3:0) |
| London |
FA Cup 2019/20, First Qualifying Round |
| 07.09.2019 | | Westfield | – | Chipstead | | 0:1 (0:0) |
| Woking |
FA Cup 2019/20, Preliminary Round |
| 03.09.2019 | | Hassocks | – | Chipstead | | 2:3 (0:1) * |
| Hassocks |
FA Cup 2019/20, Preliminary Round |
| 24.08.2019 | | Chipstead | – | Hassocks | | 0:0 |
| Chipstead |
FA Cup 2018/19, Preliminary Round |
| 25.08.2018 | | Chipstead | – | Corinthian | | 0:1 (0:0) |
| Chipstead |
FA Cup 2017/18, Second Qualifying Round |
| 16.09.2017 | | AFC Sudbury | – | Chipstead | | 3:0 (1:0) |
| Sudbury |
FA Cup 2017/18, First Qualifying Round |
| 05.09.2017 | | Chipstead | – | Littlehampton Town | | 4:0 (3:0) * |
| Chipstead |
FA Cup 2017/18, First Qualifying Round |
| 03.09.2017 | | Littlehampton Town | – | Chipstead | | 2:2 (1:1) |
| Littlehampton |
FA Cup 2017/18, Preliminary Round |
| 19.08.2017 | | Chipstead | – | Horley Town | | 2:0 (0:0) |
| Chipstead |
FA Cup 2016/17, First Qualifying Round |
| 03.09.2016 | | Slough Town | – | Chipstead | | 6:1 |
| Beaconsfield |
FA Cup 2016/17, Preliminary Round |
| 20.08.2016 | | Chipstead | – | Beckenham Town | | 2:1 |
| Chipstead |
FA Cup 2015/16, Preliminary Round |
| 29.08.2015 | | Chipstead | – | Rochester United | | 0:1 |
| Chipstead |
FA Cup 2014/15, First Qualifying Round |
| 16.09.2014 | | Chipstead | – | Merstham | | 3:4 aet
(2:2) * |
| Chipstead |
FA Cup 2014/15, First Qualifying Round |
| 13.09.2014 | | Merstham | – | Chipstead | | 2:2 |
| Merstham |
FA Cup 2014/15, Preliminary Round |
| 30.08.2014 | | Ashford United | – | Chipstead | | 0:1 |
| Ashford |
FA Cup 2013/14, Third Qualifying Round |
| 12.10.2013 | | Chipstead | – | Bishop's Stortford | | 1:6 (1:1) |
| Chipstead |
FA Cup 2013/14, Second Qualifying Round |
| 28.09.2013 | | Chertsey Town | – | Chipstead | | 1:2 |
| Chertsey |
FA Cup 2013/14, First Qualifying Round |
| 14.09.2013 | | Hassocks | – | Chipstead | | 1:2 |
| Hassocks |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | Chipstead | – | Rye United | | 3:2 |
| Chipstead |
FA Cup 2012/13, First Qualifying Round |
| 08.09.2012 | | Chipstead | – | Maidstone United | | 0:4 |
| Chipstead |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | Chipstead | – | Crowborough Athletic | | 5:2 |
| Chipstead |
FA Cup 2011/12, Second Qualifying Round |
| 01.10.2011 | | Chipstead | – | Billericay Town | | 0:3 |
| |
FA Cup 2011/12, First Qualifying Round |
| 17.09.2011 | | Chipstead | – | Redhill | | 3:1 |
| |
FA Cup 2011/12, Preliminary Round |
| 04.09.2011 | | Epsom & Ewell | – | Chipstead | | 1:2 |
| |
FA Cup 2010/11, Second Qualifying Round |
| 28.09.2010 | | Chipstead | – | Needham Market | | 0:2 * |
| |
FA Cup 2010/11, Second Qualifying Round |
| 25.09.2010 | | Needham Market | – | Chipstead | | 0:0 |
| |
FA Cup 2010/11, First Qualifying Round |
| 11.09.2010 | | Cobham | – | Chipstead | | 0:1 |
| |
FA Cup 2010/11, Preliminary Round |
| 28.08.2010 | | Chipstead | – | Whyteleafe | | 4:3 |
| |
FA Cup 2009/10, First Qualifying Round |
| 12.09.2009 | | Chipstead | – | Dartford | | 1:6 |
| |
FA Cup 2009/10, Preliminary Round |
| 29.08.2009 | | Burgess Hill Town | – | Chipstead | | 2:3 |
| |
FA Cup 2008/09, Fourth Qualifying Round |
| 25.10.2008 | | Torquay United | – | Chipstead | | 4:1 |
| |
FA Cup 2008/09, Third Qualifying Round |
| 14.10.2008 | | Chipstead | – | Atherstone Town | | 3:0 * |
| |
FA Cup 2008/09, Third Qualifying Round |
| 11.10.2008 | | Atherstone Town | – | Chipstead | | 1:1 (0:1) |
| |
FA Cup 2008/09, Second Qualifying Round |
| 27.09.2008 | | Dunstable Town | – | Chipstead | | 2:3 |
| |
FA Cup 2008/09, First Qualifying Round |
| 13.09.2008 | | Chipstead | – | Chatham Town | | 1:0 |
| |
FA Cup 2008/09, Preliminary Round |
| 02.09.2008 | | Chipstead | – | Herne Bay | | 2:0 aet
(0:0) * |
| |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | Herne Bay | – | Chipstead | | 2:2 |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Littlehampton Town | – | Chipstead | | 3:2 |
| |
FA Cup 2006/07, Preliminary Round |
| 05.09.2006 | | Chipstead | – | Colliers Wood United | | 1:2 * |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Colliers Wood United | – | Chipstead | | 1:1 |
| |
FA Cup 2005/06, Second Qualifying Round |
| 24.09.2005 | | Bromley | – | Chipstead | | 2:1 |
| |
FA Cup 2005/06, First Qualifying Round |
| 10.09.2005 | | Three Bridges | – | Chipstead | | 1:3 |
| |
FA Cup 2005/06, Preliminary Round |
| 27.08.2005 | | Chipstead | – | Brockenhurst | | 4:2 |
| |
FA Cup 2004/05, Preliminary Round |
| | | Horsham | – | Chipstead | | 3:0 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Chipstead | – | Ringmer | | 1:2 |
| |
FA Cup 2002/03, First Qualifying Round |
| | | Chipstead | – | Three Bridges | | 1:3 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Whitstable Town | – | Chipstead | | 1:2 |
| |
FA Cup 2001/02, Extra Preliminary Round |
| | | Slade Green | – | Chipstead | | 5:1 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Chipstead | – | Ashford Town Middlesex | | 0:1 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Chipstead | – | Tonbridge Angels | | 0:5 |
| |
FA Cup 1998/99, Third Qualifying Round |
| | | Dagenham & Redbridge | – | Chipstead | | 2:0 |
| |
FA Cup 1998/99, Second Qualifying Round |
| | | Bedfont | – | Chipstead | | 0:2 |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Chipstead | – | Redhill | | 2:0 |
| |
FA Cup 1997/98, Preliminary Round |
| | | Wivenhoe Town | – | Chipstead | | 4:0 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Chipstead | – | Corinthian-Casuals | | 2:4 * |
| |
FA Cup 1996/97, Preliminary Round |
| | | Corinthian-Casuals | – | Chipstead | | 1:1 |
| |
FA Cup 1995/96, Preliminary Round |
| | | Chipstead | – | Horsham | | 0:4 |
| |
FA Cup 1994/95, Preliminary Round |
| | | Chipstead | – | Tonbridge | | 0:3 * |
| |
FA Cup 1994/95, Preliminary Round |
| | | Tonbridge | – | Chipstead | | 1:1 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Croydon | – | Chipstead | | 4:1 |
| |
FA Cup 1992/93, Preliminary Round |
| | | East Thurrock United | – | Chipstead | | 1:0 |
| |
FA Cup 1991/92, First Qualifying Round |
| | | Dover Athletic | – | Chipstead | | 6:0 |
| |
FA Cup 1991/92, Preliminary Round |
| | | Chichester City | – | Chipstead | | 1:3 |
| |
FA Cup 1990/91, Preliminary Round |
| | | Chipstead | – | Littlehampton Town | | 2:3 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Chipstead | – | Barton Rovers | | 2:3 * |
| |
FA Cup 1989/90, Preliminary Round |
| | | Barton Rovers | – | Chipstead | | 0:0 |
| |
USSR
Ukraine
Azerbaijan
Kazakhstan
Moldova
Uzbekistan
Austria
Belgium
Bulgaria
Hungary
Germany
Netherlands
Iceland
Spain
Italy
Norway
Poland
Portugal
Serbia
Slovenia
France
Croatia
Montenegro
Czech
Sweden
Scotland
Estonia
Argentina
Canada
China
Australia
