FA Cup 2023/24, Fourth Qualifying Round |
| 17.10.2023 | | Sheppey United | | Billericay Town | | 1:1 aet (1:0, 1:1), pen. 5:4 * |
| Isle of Sheppey |
FA Cup 2023/24, Fourth Qualifying Round |
| 14.10.2023 | | Billericay Town | | Sheppey United | | 1:1 (1:1) |
| Billericay |
FA Cup 2022/23, First Qualifying Round |
| 03.09.2022 | | Sheppey United | | Lewes | | 2:2 (1:0) |
| Isle of Sheppey |
FA Cup 2022/23, Preliminary Round |
| 20.08.2022 | | Sheppey United | | Newhaven | | 0:0 |
| Isle of Sheppey |
FA Cup 2022/23, Extra Preliminary Round |
| 09.08.2022 | | Athletic Newham | | Sheppey United | | 3:3 (1:1) |
| Isle of Sheppey |
FA Cup 2000/01, Preliminary Round |
| | | Sheppey United | | BAT Sports | | 2:2, pen. 5:4 * |
| |
FA Cup 2000/01, Preliminary Round |
| | | BAT Sports | | Sheppey United | | 0:0 |
| |
FA Cup 1998/99, Second Qualifying Round |
| | | Sheppey United | | Leatherhead | | 0:0 |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Sheppey United | | Lymington & New Milton | | 0:0 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Sheppey United | | Portfield | | 1:1 |
| |
FA Cup 1991/92, First Qualifying Round |
| | | Hailsham Town | | Sheppey United | | 1:1 |
| |
FA Cup 1988/89, Preliminary Round |
| | | Sheppey United | | Maidenhead United | | 1:1 |
| |
FA Cup 1986/87, Second Qualifying Round |
| | | Sheppey United | | Newport IOW | | 1:1 |
| |
FA Cup 1985/86, First Qualifying Round |
| | | Fisher Athletic | | Sheppey United | | 2:2 aet * |
| |
FA Cup 1985/86, First Qualifying Round |
| | | Sheppey United | | Fisher Athletic | | 1:1 |
| |
FA Cup 1981/82, Preliminary Round |
| | | Whitstable Town | | Sheppey United | | 2:2 |
| |
FA Cup 1979/80, First Qualifying Round |
| | | Sheppey United | | Ramsgate | | 1:1 |
| |
FA Cup 1976/77, First Qualifying Round |
| | | Sheppey United | | Margate | | 2:2 |
| |
FA Cup 1972/73, Preliminary Round |
| | | Sheppey United | | Dover | | 2:2 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Sheppey United | | Herne Bay | | 1:1 |
| |
FA Cup 1961/62, First Qualifying Round |
| | | Sheppey United | | Erith & Belvedere | | 2:2 |
| |
FA Cup 1955/56, Preliminary Round |
| | | Maidstone United | | Sheppey United | | 1:1 |
| |
FA Cup 1953/54, Preliminary Round |
| | | Sheppey United | | Maidstone United | | 2:2 |
| |
FA Cup 1946/47, First Qualifying Round |
| | | Woolwich Polytechnic | | Sheppey United | | 0:0 |
| |