Senior Cup Finals
1894-2024
The table below shows the senior charity cup finals;
| Year | Champions | Runners-Up | Score |
|---|---|---|---|
| 1894-95 | Shoreham | Holmesdale Res | League |
| 1895-96 | Cray Wanderers Res | Sevenoaks | League |
| 1896-97 | South Ashford Invicta | Westerham | 3-0 |
| 1897-98 | South Ashford Invicta | Westerham | League |
| 1898-99 | No Contest | ||
| 1899-00 | Holmesdale 'A' | Sevenoaks | League |
| 1900-01 | Sevenoaks | Holmesdale 'A' | League |
| 1901-02 | Westerham | Sevenoaks School | 3-2 |
| 1902-03 | Seal | Bickley & Widmore Inst. | 7-3 |
| 1903-04 | Sevenoaks | Seal | 3-0 |
| 1904-05 | Sevenoaks | Westerham | 3-0 |
| 1905-06 | Malling | Tonbridge | 3-2 |
| 1906-07 | Holmesdale | Malling | 1-0 |
| 1907-08 | Malling | Holmesdale | 3-0 |
| 1908-09 | Malling | Tonbridge | 2-1 |
| 1909-10 | Bromley 'A' | Snodland Invicta | 2-0 |
| 1910-11 | Mount Pleasant | Snodland Invicta | 2-0 |
| 1911-12 | Mount Pleasant | Halstead | 3-2 |
| 1912-13 | Halstead | Hawley | 2-1 |
| 1913-14 | Brasted & Sun | District XI | 3-1 |
| 1914-18 | WWI | N/A | N/A |
| 1919-20 | Orpington | Seal | 3-1 |
| 1920-21 | Crayford Albion | Sevenoaks | 3-1 |
| 1921-22 | Snodland Institute | Brasted & Sun | 3-0 |
| 1922-23 | Brasted & Sun | Otford Utd | 1-0 |
| 1923-24 | Otford Utd | Tonbridge | 5-0 |
| 1924-25 | Black Eagle | Halstead | 1-0 |
| 1925-26 | Dartford Amateurs | Sevenoaks Weald | 9-2 |
| 1926-27 | Foots Cray | Westerham | 2-1 |
| 1927-28 | Otford Utd | Bromley National OB | 6-1 |
| 1928-29 | Borough Green | Otford Utd | 4-2 |
| 1929-30 | Bromley National OB | Darent Training Colony | 5-2 |
| 1930-31 | Stone Club & Inst. | Ide Hill | 4-2 |
| 1931-32 | Crayford Town | Dunton Green | 8-2 |
| 1932-33 | Bevan Works | Dunton Green | 6-3 |
| 1933-34 | Raglan Rangers | Bevan Works | 1-0 |
| 1934-35 | St. John's Sevenoaks | Brent School OB | 2-1 |
| 1935-36 | St. John's Sevenoaks | Eynsford School OB | 2-0 |
| 1936-37 | Horton Kirby PM | Brasted & Sun | 4-1 |
| 1937-38 | St. John's | Horton Kirby PM | 8-3 |
| 1938-39 | Chelsfield Valley | Brasted & Sun | 3-1 |
| 1939-40 | St. John's | Orpington Palace | 4-2 |
| 1940-45 | WWII | N/A | N/A |
| 1946-47 | Brasted & Sun | Crockenhill | 1-0 |
| 1947-48 | Brasted & Sun | Crockenhill | 2-1 |
| 1948-49 | Crockenhill | Borough Green | 2-0 |
| 1949-50 | Klinger's Social | Swanley WMC | 5-1 |
| 1950-51 | Borough Green | Klinger's Social | (A) * |
| 1951-52 | Saints Ath | Halstead | 4-1 |
| 1952-53 | Otford Utd | Brasted & Sun | 3-1 |
| 1953-54 | Halstead | Borough Green | 5-2 |
| 1954-55 | Otford Utd | Dunton Green | 7-0 |
| 1955-56 | Borough Green | Otford Utd | 2-1 |
| 1956-57 | Eynsford | Cray Social | 3-1 |
| 1957-58 | Orpington Ath | Borough Green | 2-1 |
| 1958-59 | Cray Social | Eynsford | 4-0 |
| 1959-60 | Raglan Rangers | Town Malling | 2-0 |
| 1960-61 | Brasted & Sun | Borough Green | 6-1 |
| 1961-62 | Borough Green | Shipbourne | 4-3 |
| 1962-63 | Borough Green | Otford Utd | 5-1 |
| 1963-64 | Borough Green | Westerham | 4-2 |
| 1964-65 | Sevenoaks Services | Westerham | 7-2 |
| 1965-66 | Borough Green | Hawkenbury | 5-3 |
| 1966-67 | Westerham | Hawkenbury | 5-0 |
| 1967-68 | Sevenoaks Social | Sevenoaks Town | 1-0 |
| 1968-69 | Borough Green | Sevenoaks Social | 3-1 |
| 1969-70 | Seal | Brasted & Sun | 5-3 |
| 1970-71 | Sevenoaks Town | Hawkenbury | 5-2 |
| 1971-72 | Ramsden Ath | Brasted & Sun | 3-2 |
| 1972-73 | Sevenoaks Town | Greatness Utd | 3-1 |
| 1973-74 | Sevenoaks Town | Brasted & Sun | 3-2 |
| 1974-75 | Brasted & Sun | Westerham | 3-0 |
| 1975-76 | Seal | Town Malling | 1-0 |
| 1976-77 | Sevenoaks FC | Seal | 2-1 |
| 1977-78 | Maidstone Rangers | Sevenoaks FC | 2-0 |
| 1978-79 | Sevenoaks FC | Hawkenbury | 2-0 |
| 1979-80 | Oakwood Hospital | Maidstone Rangers | 2-1 |
| 1980-81 | Maidstone Rangers | Dunton Green EM | 4-1 |
| 1981-82 | Oakwood Hospital | Brasted & Sun | 1-0 |
| 1982-83 | Sevenoaks FC | Bearsted | 4-1 |
| 1983-84 | Otford Utd | Orpington | 2-1 |
| 1984-85 | Otford Utd | Knockholt | 1-0 |
| 1985-86 | Bearsted | Borough Green | 2-0 |
| 1986-87 | Otford Utd | Westerham | 2-0 |
| 1987-88 | Oakwood | Knockholt | 2-1 |
| 1988-89 | Oakwood | Knockholt | 2-0 |
| 1989-90 | Oakwood | Wilmington | 2-0 |
| 1990-91 | Oakwood | Edenstone | 4-3 |
| 1991-92 | Sevenoaks Town | Edenstone | 1-0 |
| 1992-93 | Platt Utd | Sevenoaks Town | 4-0 |
| 1993-94 | Platt Utd | Sevenoaks Town | 3-2 |
| 1994-95 | Platt Utd | Knockholt | 3-0 |
| 1995-96 | Sevenoaks Town (pens) | Lordswood | 2-2 |
| 1996-97 | Sevenoaks Town | Tonbridge Rangers | 2-1 |
| 1997-98 | St. Georges (Wrotham) | Eynsford | 2-1 |
| 1998-99 | Otford Utd | St. Georges (Wrotham) | 1-0 |
| 1999-00 | Sevenoaks Town | Edenbridge Utd | 3-1 |
| 2000-01 | The Rose | Otford Utd | 3-1 |
| 2001-02 | Sevenoaks Town | Shoreham Utd | 3-2 |
| 2002-03 | Eynsford | Sevenoaks Town Res | 3-2 |
| 2003-04 | Eynsford | Westerham | 2-0 |
| 2004-05 | Farnborough OBG | Orpington | 1-0 |
| 2005-06 | Westerham | Otford Utd | 2-1 |
| 2006-07 | Farnborough OBG | Orpington Res | 3-0 |
| 2007-08 | Westerham | Chislehurst | 6-3 |
| 2008-09 | Otford Utd (pens) | Westerham | 1-1 |
| 2009-10 | Hildenborough Ath | Chipstead | 3-2 |
| 2010-11 | Halstead | Hildenborough Ath | 2-0 |
| 2011-12 | Hildenborough Ath | APM Contrast | 3-1 |
| 2012-13 | Ightham | Ide Hill | 4-1 |
| 2013-14 | Ide Hill | Fleetdown Utd 'B' | 3-0 |
| 2014-15 | Halstead | Ide Hill | 2-1 |
| 2015-16 | Ide Hill | Kemsing Utd | 2-1 |
| 2016-17 | Southborough | Otford Utd | 1-0 |
| 2017-18 | Ightham | Malgo | 3-2 |
| 2018-19 | Chipstead | Ide Hill | 3-2 |
| 2019-20 | Cuxton 1991 FC | Chipstead | 3-0 |
| 2020-21 | Covid-19 | No competition | N/A |
| 2021-22 | West Kinsdown | Hawkenbury | 1-0 |
| 2022-23 | Halls AFC Res | Hawkenbury | 5-4 |
| 2023-24 | TJFC Seniors | Tunbridge Wells Res | 5-3 |
| 2024-25 |
* Match awarded to Borough Green following Klinger's Social fielding an ineligible player.