FA Cup 2023/24, Preliminary Round |
 | 19.08.2023 | | Lydd Town | – | Deal Town | | (2:0) |
| Lydd |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Deal Town | – | Egham Town | | 2:2 (2:0) |
| Deal |
FA Cup 2021/22, Preliminary Round |
| 21.08.2021 | | Redhill | – | Deal Town | | 1:1 (1:0) |
| Redhill |
FA Cup 2020/21, First Qualifying Round |
| 22.09.2020 | | Chipstead | – | Deal Town | | 1:1,
pen. 4:2 |
| Chipstead |
FA Cup 2018/19, Extra Preliminary Round |
| 11.08.2018 | | Deal Town | – | Whitstable Town | | 2:2 (2:0) |
| Deal |
FA Cup 2017/18, Preliminary Round |
| 19.08.2017 | | Deal Town | – | Glebe | | 2:2 (2:0) |
| Deal |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Corinthian | – | Deal Town | | 2:2 |
| Hartley Gay Dawn Farm |
FA Cup 2015/16, First Qualifying Round |
| 12.09.2015 | | Whitstable Town | – | Deal Town | | 1:1 |
| Whitstable |
FA Cup 2015/16, Preliminary Round |
| 29.08.2015 | | Deal Town | – | Horsham | | 1:1 |
| Deal |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Worthing United | – | Deal Town | | 0:0 |
| Worthing |
FA Cup 2014/15, Preliminary Round |
| 30.08.2014 | | Deal Town | – | Chessington & Hook United | | 1:1 |
| Deal |
FA Cup 2014/15, Extra Preliminary Round |
| 20.08.2014 | | Phoenix Sports | – | Deal Town | | 3:3 aet
(2:2),
pen. 7:8 * |
| Barnehurst |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Deal Town | – | Phoenix Sports | | 2:2 |
| Deal |
FA Cup 2009/10, First Qualifying Round |
| 12.09.2009 | | Deal Town | – | Selsey | | 1:1 |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 16.08.2008 | | Chertsey Town | – | Deal Town | | 2:2 |
| |
FA Cup 2007/08, First Qualifying Round |
| 15.09.2007 | | Dulwich Hamlet | – | Deal Town | | 2:2 |
| |
FA Cup 2007/08, Extra Preliminary Round |
| 18.08.2007 | | Raynes Park Vale | – | Deal Town | | 3:3 |
| |
FA Cup 2005/06, Preliminary Round |
| 28.08.2005 | | Sidley United | – | Deal Town | | 1:1 |
| |
FA Cup 2002/03, Extra Preliminary Round |
| | | Deal Town | – | Chichester City United | | 2:2 |
| |
FA Cup 2001/02, First Qualifying Round |
| | | Dartford | – | Deal Town | | 1:1 |
| |
FA Cup 1999/00, Second Qualifying Round |
| | | Deal Town | – | Worthing | | 2:2 |
| |
FA Cup 1997/98, Second Qualifying Round |
| | | Portfield | – | Deal Town | | 1:1 |
| |
FA Cup 1997/98, First Qualifying Round |
| | | Berkhamsted Town | – | Deal Town | | 1:1 |
| |
FA Cup 1997/98, Preliminary Round |
| | | Witham Town | – | Deal Town | | 1:1 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Tunbridge Wells | – | Deal Town | | 1:1 |
| |
FA Cup 1984/85, Preliminary Round |
| | | Deal Town | – | Hastings Town | | 2:2 |
| |
FA Cup 1981/82, First Qualifying Round |
| | | Thanet United | – | Deal Town | | 2:2 |
| |
FA Cup 1975/76, First Qualifying Round |
| | | Deal Town | – | Eastbourne Town | | 1:1 |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Deal Town | – | Folkestone | | 1:1 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Deal Town | – | Tonbridge | | 1:1 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Deal Town | – | Snowdown Colliery Welfare | | 2:2 |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Deal Town | – | Sittingbourne | | 1:1 |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Deal Town | – | Dover | | 2:2 |
| |
FA Cup 1964/65, Second Qualifying Round |
| | | Ashford Town | – | Deal Town | | 2:2 |
| |
FA Cup 1957/58, Preliminary Round |
| | | Deal Town | – | Dartford | | 1:1 |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Deal Town | – | Canterbury City | | 2:2 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Deal Town | – | Ramsgate Athletic | | 0:0 |
| |
FA Cup 1951/52, Preliminary Round |
| | | Sittingbourne | – | Deal Town | | 2:2 |
| |
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