FA Cup 2023/24, Extra Preliminary Round |
| 05.08.2023 | | Merstham | | Raynes Park Vale | | 2:1 (1:1) |
| Merstham |
FA Cup 2022/23, Preliminary Round |
| 23.08.2022 | | Hythe Town | | Raynes Park Vale | | 5:4 aet (2:1, 3:3) * |
| Hythe |
FA Cup 2021/22, Preliminary Round |
| 21.08.2021 | | Raynes Park Vale | | VCD Athletic | | 2:3 (2:1) |
| London |
FA Cup 2020/21, Extra Preliminary Round |
| 01.09.2020 | | Broadbridge Heath | | Raynes Park Vale | | 3:1 |
| Broadbridge Heath |
FA Cup 2019/20, Extra Preliminary Round |
| 10.08.2019 | | Beckenham Town | | Raynes Park Vale | | 4:3 (2:0) |
| London |
FA Cup 2018/19, Preliminary Round |
| 04.09.2018 | | Spelthorne Sports | | Raynes Park Vale | | 4:3 aet (2:1, 3:3) * |
| Spelthorne |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Horley Town | | Raynes Park Vale | | 5:1 |
| Horley |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Raynes Park Vale | | Eastbourne Town | | 0:2 |
| London |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Arundel | | Raynes Park Vale | | 3:1 |
| Arundel |
FA Cup 2014/15, Second Qualifying Round |
| 27.09.2014 | | Billericay Town | | Raynes Park Vale | | 2:1 |
| Billericay |
FA Cup 2013/14, Preliminary Round |
| 03.09.2013 | | Alton Town | | Raynes Park Vale | | 1:0 * |
| Alton |
FA Cup 2012/13, Preliminary Round |
| 28.08.2012 | | Raynes Park Vale | | Horsham | | 1:3 * |
| London |
FA Cup 2011/12, Preliminary Round |
| 03.09.2011 | | Raynes Park Vale | | Faversham Town | | 0:1 |
| |
FA Cup 2010/11, Preliminary Round |
| 28.08.2010 | | Raynes Park Vale | | East Grinstead Town | | 1:4 |
| |
FA Cup 2009/10, Preliminary Round |
| 29.08.2009 | | Worthing | | Raynes Park Vale | | 4:0 |
| |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | Raynes Park Vale | | Godalming Town | | 1:2 |
| |
FA Cup 2007/08, Extra Preliminary Round |
| 21.08.2007 | | Deal Town | | Raynes Park Vale | | 4:2 * |
| |
FA Cup 2006/07, Extra Preliminary Round |
| 19.08.2006 | | Raynes Park Vale | | Shoreham | | 1:6 |
| |
FA Cup 2005/06, Extra Preliminary Round |
| 20.08.2005 | | Hythe Town | | Raynes Park Vale | | 4:1 |
| |
FA Cup 2004/05, First Qualifying Round |
| | | Raynes Park Vale | | Folkestone Invicta | | 0:6 |
| |
FA Cup 2003/04, First Qualifying Round |
| | | Raynes Park Vale | | Folkestone Invicta | | 0:2 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Raynes Park Vale | | Fisher Athletic | | 1:2 |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Portsmouth Royal Navy | | Raynes Park Vale | | 4:2 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Raynes Park Vale | | Burnham | | 1:4 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Raynes Park Vale | | Banstead Athletic | | 1:2 |
| |