FA Cup 2023/24, First Qualifying Round |
 | 02.09.2023 |  | Leatherhead | – | Horsham | | 0:0 |
| Leatherhead |
FA Cup 2023/24, Preliminary Round |
| 19.08.2023 | | South Park | – | Leatherhead | | 1:1 (0:0) |
| Reigate |
FA Cup 2021/22, Second qualifying round |
| 18.09.2021 | | Leatherhead | – | Corinthian-Casuals | | 0:0 |
| Leatherhead |
FA Cup 2021/22, First Qualifying Round |
| 04.09.2021 | | Whitstable Town | – | Leatherhead | | 2:2 (1:1) |
| Whitstable |
FA Cup 2020/21, First Qualifying Round |
| 22.09.2020 | | Chertsey Town | – | Leatherhead | | 0:0,
pen. 5:4 |
| Chertsey |
FA Cup 2019/20, First Qualifying Round |
| 11.09.2019 | | Lewes | – | Leatherhead | | 2:2 aet
(1:2, 2:2),
pen. 3:1 * |
| Lewes |
FA Cup 2019/20, First Qualifying Round |
| 07.09.2019 | | Leatherhead | – | Lewes | | 2:2 (2:0) |
| Leatherhead |
FA Cup 2018/19, Fourth Qualifying Round |
| 20.10.2018 | | Hitchin Town | – | Leatherhead | | 1:1 (0:0) |
| Hitchin |
FA Cup 2018/19, Third Qualifying Round |
| 09.10.2018 | | Hanwell Town | – | Leatherhead | | 0:0 aet,
pen. 2:4 * |
| London |
FA Cup 2018/19, Third Qualifying Round |
| 06.10.2018 | | Leatherhead | – | Hanwell Town | | 1:1 (0:1) |
| Leatherhead |
FA Cup 2017/18, First Round Proper |
| 05.11.2017 | | Leatherhead | – | Billericay Town | | 1:1 (1:0) |
| Leatherhead |
FA Cup 2015/16, First Qualifying Round |
| 12.09.2015 | | South Park | – | Leatherhead | | 1:1 |
| Reigate |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | Horley Town | – | Leatherhead | | 1:1 (0:0) |
| Horley |
FA Cup 2011/12, Fourth Qualifying Round |
| 29.10.2011 | | Sutton United | – | Leatherhead | | 3:3 (2:2) |
| Sutton |
FA Cup 2011/12, Second Qualifying Round |
| 01.10.2011 | | Biggleswade Town | – | Leatherhead | | 1:1 |
| |
FA Cup 2009/10, Second Qualifying Round |
| 26.09.2009 | | Lewes | – | Leatherhead | | 1:1 |
| |
FA Cup 2006/07, Third Qualifying Round |
| 14.10.2006 | | Mangotsfield United | – | Leatherhead | | 1:1 |
| |
FA Cup 2006/07, Second Qualifying Round |
| 30.09.2006 | | Cray Wanderers | – | Leatherhead | | 1:1 |
| |
FA Cup 2006/07, First Qualifying Round |
| 16.09.2006 | | Molesey | – | Leatherhead | | 1:1 |
| |
FA Cup 2005/06, Second Qualifying Round |
| 24.09.2005 | | Hampton & Richmond Borough | – | Leatherhead | | 1:1 |
| |
FA Cup 2005/06, Preliminary Round |
| 27.08.2005 | | Ash United | – | Leatherhead | | 1:1 |
| |
FA Cup 2002/03, Second Qualifying Round |
| | | Leatherhead | – | Bromley | | 1:1 |
| |
FA Cup 2001/02, Preliminary Round |
| | | Whitehawk | – | Leatherhead | | 2:2 |
| |
FA Cup 1998/99, Fourth Qualifying Round |
| | | Leatherhead | – | Rushden & Diamonds | | 1:1 |
| |
FA Cup 1998/99, Second Qualifying Round |
| | | Sheppey United | – | Leatherhead | | 0:0 |
| |
FA Cup 1994/95, First Qualifying Round |
| | | Leatherhead | – | Hayes | | 1:1 |
| |
FA Cup 1988/89, Preliminary Round |
| | | Leatherhead | – | Hounslow | | 1:1 |
| |
FA Cup 1986/87, Preliminary Round |
| | | Leatherhead | – | Eastbourne Town | | 1:1 |
| |
FA Cup 1981/82, Fourth Qualifying Round |
| | | Dover | – | Leatherhead | | 1:1 |
| |
FA Cup 1979/80, Fourth Qualifying Round |
| | | Leatherhead | – | Croydon | | 1:1 |
| |
FA Cup 1978/79, Second Round Proper |
| 16.12.1978 | | Leatherhead | – | Colchester United | | 1:1 |
| |
FA Cup 1977/78, First Round Proper |
| 26.11.1977 | | Leatherhead | – | Swansea City |  | 0:0 |
| |
FA Cup 1975/76, Second Round Proper |
| 13.12.1975 | | Leatherhead | – | Tooting & Mitcham United | | 0:0 |
| |
FA Cup 1974/75, First Round Proper |
| 23.11.1974 | | Bishop's Stortford | – | Leatherhead | | 0:0 |
| |
FA Cup 1974/75, Third Qualifying Round |
| | | Leatherhead | – | Dagenham | | 0:0 |
| |
FA Cup 1973/74, Third Qualifying Round |
| | | Leatherhead | – | Leytonstone | | 0:0 |
| |
FA Cup 1973/74, Second Qualifying Round |
| | | Ilford | – | Leatherhead | | 1:1 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Erith & Belvedere | – | Leatherhead | | 2:2 |
| |
FA Cup 1965/66, Second Qualifying Round |
| | | Leatherhead | – | Guildford City | | 2:2 |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Leatherhead | – | Chertsey Town | | 3:3 |
| |
FA Cup 1964/65, Second Qualifying Round |
| | | Kingstonian | – | Leatherhead | | 1:1 |
| |
FA Cup 1961/62, First Qualifying Round |
| | | Leatherhead | – | Kingstonian | | 2:2 |
| |
