FA Cup 2023/24, First Qualifying Round |
 | 02.09.2023 | | Cray Wanderers | – | Newhaven | | 5:1 (2:0) |
| London |
FA Cup 2020/21, Second Qualifying Round |
| 03.10.2020 | | Moneyfields | – | Cray Wanderers | | 2:6 |
| Portsmouth |
FA Cup 2020/21, First Qualifying Round |
| 23.09.2020 | | Cray Wanderers | – | Fisher | | 3:1 |
| London |
FA Cup 2019/20, Second Qualifying Round |
| 22.09.2019 | | Cray Wanderers | – | Soham Town Rangers | | 5:2 (2:0) |
| London |
FA Cup 2019/20, First Qualifying Round |
| 08.09.2019 | | Cray Wanderers | – | Bedfont Sports | | 2:1 (2:0) |
| London |
FA Cup 2019/20, Preliminary Round |
| 25.08.2019 | | Cray Wanderers | – | Hythe Town | | 5:0 (3:0) |
| London |
FA Cup 2016/17, Preliminary Round |
| 20.08.2016 | | Badshot Lea | – | Cray Wanderers | | 0:4 |
| Godalming |
FA Cup 2015/16, Preliminary Round |
| 29.08.2015 | | Three Bridges | – | Cray Wanderers | | 0:1 |
| Three Bridges |
FA Cup 2014/15, Preliminary Round |
| 30.08.2014 | | Cray Wanderers | – | Molesey | | 3:1 |
| London |
FA Cup 2012/13, Second Qualifying Round |
| 22.09.2012 | | Cray Wanderers | – | Thamesmead Town | | 3:1 |
| London |
FA Cup 2012/13, First Qualifying Round |
| 09.09.2012 | | Greenwich Borough | – | Cray Wanderers | | 0:1 (0:0) |
| London |
FA Cup 2011/12, Second Qualifying Round |
| 02.10.2011 | | Cray Wanderers | – | Erith Town | | 5:0 |
| |
FA Cup 2011/12, First Qualifying Round |
| 17.09.2011 | | Hastings United | – | Cray Wanderers | | 0:3 |
| |
FA Cup 2010/11, First Qualifying Round |
| 12.09.2010 | | Cray Wanderers | – | South Park | | 1:0 |
| |
FA Cup 2008/09, Preliminary Round |
| 31.08.2008 | | Cray Wanderers | – | Chichester City United | | 4:1 |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Tooting & Mitcham United | – | Cray Wanderers | | 1:2 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Walton Casuals | – | Cray Wanderers | | 2:3 |
| |
FA Cup 2005/06, Third Qualifying Round |
| 08.10.2005 | | Margate | – | Cray Wanderers | | 0:3 |
| |
FA Cup 2005/06, Second Qualifying Round |
| 25.09.2005 | | Cray Wanderers | – | Camberley Town | | 4:1 |
| |
FA Cup 2005/06, First Qualifying Round |
| 10.09.2005 | | Cray Wanderers | – | Kingstonian | | 4:1 |
| |
FA Cup 2005/06, Preliminary Round |
| 27.08.2005 | | Steyning Town | – | Cray Wanderers | | 0:6 |
| |
FA Cup 2004/05, Preliminary Round |
| | | Cray Wanderers | – | Epsom & Ewell | | 4:0 |
| |
FA Cup 2003/04, First Qualifying Round |
| | | Cray Wanderers | – | Sandhurst Town | | 4:1 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Cray Wanderers | – | Pagham | | 4:0 |
| |
FA Cup 2003/04, Extra Preliminary Round |
| | | Saltdean United | – | Cray Wanderers | | 0:4 |
| |
FA Cup 2002/03, First Qualifying Round |
| | | Cray Wanderers | – | Whyteleafe | | 1:0 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Oxford City | – | Cray Wanderers | | 0:1 |
| |
FA Cup 2001/02, Preliminary Round |
| | | Cray Wanderers | – | Southwick | | 3:0 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Portfield | – | Cray Wanderers | | 2:3 * |
| |
FA Cup 1990/91, Preliminary Round |
| | | Cray Wanderers | – | Waltham Abbey | | 3:1 |
| |
FA Cup 1987/88, Preliminary Round |
| | | Basildon United | – | Cray Wanderers | | 1:3 |
| |
FA Cup 1983/84, Preliminary Round |
| | | Clapton | – | Cray Wanderers | | 2:3 |
| |
FA Cup 1982/83, Preliminary Round |
| | | Hounslow | – | Cray Wanderers | | 2:5 |
| |
FA Cup 1980/81, Preliminary Round |
| | | Dorking Town | – | Cray Wanderers | | 0:2 * |
| |
FA Cup 1979/80, First Qualifying Round |
| | | Farnborough Town | – | Cray Wanderers | | 0:1 |
| |
FA Cup 1976/77, Second Qualifying Round |
| | | Cray Wanderers | – | Maidstone United | | 2:1 |
| |
FA Cup 1976/77, First Qualifying Round |
| | | Erith & Belvedere | – | Cray Wanderers | | 2:3 * |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Cray Wanderers | – | Walthamstow Avenue | | 2:0 |
| |
FA Cup 1974/75, Preliminary Round |
| | | Cray Wanderers | – | Aveley | | 4:2 |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Cray Wanderers | – | Canterbury City | | 2:1 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Cray Wanderers | – | Ware | | 3:0 |
| |
FA Cup 1970/71, First Qualifying Round |
| | | Wokingham Town | – | Cray Wanderers | | 1:3 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Gravesend & Northfleet | – | Cray Wanderers | | 1:3 |
| |
FA Cup 1967/68, Second Qualifying Round |
| | | Hornchurch | – | Cray Wanderers | | 2:4 |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Ford United | – | Cray Wanderers | | 1:2 |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Cray Wanderers | – | Harlow Town | | 3:1 * |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Cray Wanderers | – | Dartford | | 1:0 |
| |
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