Junior Cup Finals
1923-2020
The table below shows the junior charity cup finals;
| Year | Champions | Runners-Up | Score |
|---|---|---|---|
| 1923-24 | St. John's Utd Res | Sevenoaks Res | 2-0 |
| 1924-25 | Westerham Res | Sevenoaks Res | 2-1 |
| 1925-26 | Sevenoaks Res | Barming Utd Res | 3-1 |
| 1926-27 | Barming Utd Res | Westerham Res | 4-1 |
| 1927-28 | St. John's Res | Sevenoaks Res | 5-2 |
| 1928-29 | Westerham Res | St. John's Res | 2-1 |
| 1929-30 | Stone Club & Inst. Res | Westerham Res | 2-0 |
| 1930-31 | Stone Club & Inst. Res | Brent School OB Res | 2-1 |
| 1931-32 | Stone Club & Inst. Res | Dunton Green Res | 2-0 |
| 1932-33 | Brent School OB Res | Dunton Green Res | 4-1 |
| 1933-34 | Brent School OB Res | Dunton Green Res | 1-0 |
| 1934-35 | Brent School OB Res | St. John's Res | 6-1 |
| 1935-36 | Brasted & Sun Res | Otford Res | 1-0 |
| 1936-37 | Dunton Green Res | Holmesdale Res | 11-0 |
| 1937-38 | Horton Kirby Res | Brasted & Sun Res | 6-3 |
| 1938-39 | Horton Kirby Res | Dunton Green Res | 4-1 |
| 1940-45 | WWII | N/A | N/A |
| 1946-47 | Horton Kirby Res | Dunton Green Res | 1-0 |
| 1947-48 | Borough Green Res | Dunton Green Res | 5-3 |
| 1948-49 | Halstead Res | Borough Green Res | 6-1 |
| 1949-50 | Borough Green Res | Westerham Res | 4-0 |
| 1950-51 | Chipstead OB Res | Klinger's Social Res | 3-2 |
| 1951-52 | Otford Res | Chipstead OB Res | 7-3 |
| 1952-53 | Saints Ath Res | Otford Res | 3-1 |
| 1953-54 | Seal | Sevenoaks Res | 4-2 |
| 1954-55 | Halstead Res | Borough Green Res | 1-0 |
| 1955-56 | Marley Sports | Shoreham | 1-0 |
| 1956-57 | Borough Green Res | Farningham Utd | 4-3 |
| 1957-58 | Cray Social Res | Brasted & Sun Res | 3-2 |
| 1958-59 | Cray Social Res | Town Malling Res | 3-1 |
| 1959-60 | Town Malling Res | Brasted & Sun Res | 2-0 |
| 1960-61 | Offham | Town Malling Res | 6-5 |
| 1961-62 | Otford Res | Westerham Res | 5-3 |
| 1962-63 | Borough Green Res | Chipstead OB | 10-1 |
| 1963-64 | Halstead Youth Club | Westerham Res | 3-2 |
| 1964-65 | Westerham Res | Hawkenbury Res | 5-3 |
| 1965-66 | Greatness Utd | Hawkenbury Res | 1-0 |
| 1966-67 | Westerham Res | Borough Green Res | 3-0 |
| 1967-68 | Ramsden Ath | Sevenoaks Town Res | 7-3 |
| 1968-69 | Shoreham | Hawkenbury Res | 2-1 |
| 1969-70 | Sevenoaks Social Res | Chislehurst OB | 3-0 |
| 1970-71 | Ramsden Ath | Sevenoaks Town Res | 4-2 |
| 1971-72 | Sevenoaks Town Res | Ightham | 3-1 |
| 1972-73 | Town Malling Res | Sevenoaks Res | 3-0 |
| 1973-74 | Westerham Res | Otford Res | 5-3 |
| 1974-75 | Seal Res | Ightham | 1-0 |
| 1975-76 | Wilmington Res | Sevenoaks Social Res | 3-1 |
| 1976-77 | Wilmington Res | Sevenoaks Res | 1-0 |
| 1977-78 | High Brooms Casual Res | Sevenoaks Res | 3-0 |
| 1978-79 | Sevenoaks Res | Maidstone Rangers Res | 3-2 |
| 1979-80 | Sevenoaks Res | Otford Utd Res | 3-1 |
| 1980-81 | Sevenoaks Res | West Malling Club Res | 6-0 |
| 1981-82 | Sevenoaks Res | Borough Green Res | 1-0 |
| 1982-83 | Sevenoaks Res | Knockholt | 4-1 |
| 1983-84 | Knockholt | Riverhead Utd | 3-2 |
| 1984-85 | Bearsted Res | Eynsford Res | 3-2 |
| 1985-86 | Sevenoaks Res | Platt | 4-3 |
| 1986-87 | Otford Utd Res | Sevenoaks Res | 2-1 |
| 1987-88 | Otford Utd Res | Riverhead Utd Res | 2-1 |
| 1988-89 | Sevenoaks Res | Wilmington Res | 3-1 |
| 1989-90 | Sevenoaks Res | Orpington Res | 4-1 |
| 1990-91 | Bearsted Res | Wilmington Res | 2-0 |
| 1991-92 | Wilmington Res | Edenstone Res | 1-0 |
| 1992-93 | Sevenoaks Res | Borough Green Res | 2-0 |
| 1993-94 | Sevenoaks Res | Bearsted Res | 1-0 |
| 1994-95 | Sevenoaks Res | Platt Utd Res | 2-0 |
| 1995-96 | Platt Utd Res | Hever | 2-0 |
| 1996-97 | Leaves Green Res | Sevenoaks Res | 5-0 |
| 1997-98 | Sevenoaks Res | Otford Utd Res | 3-1 |
| 1998-99 | Sevenoaks Res | Otford Utd Res | 3-0 |
| 1999-00 | Sevenoaks Res | Otford Utd Res | 2-1 |
| 2000-01 | Tonbridge Rangers Res | Sevenoaks Res | 1-0 |
| 2001-02 | Sevenoaks Res | Tonbridge Rangers Res | 1-0 |
| 2002-03 | Otford Utd Res | Seal | 4-2 |
| 2003-04 | Edenbridge Utd | Otford Utd Res | 2-1 |
| 2004-05 | Westerham Res | Otford Utd Res | 4-0 |
| 2005-06 | Sutton Ath Res | Westerham Res | 4-1 |
| 2006-07 | Sevenoaks 'A' | Ide Hill | 3-2 |
| 2007-08 | Sevenoaks 'A' | Hildenborough Ath | 3-2 |
| 2008-09 | Sevenoaks 'A' | Hildenborough Res | 6-0 |
| 2009-10 | Old Boars | Eynsford Res | 4-2 |
| 2010-11 | Otford Utd Res | Chipstead Res | 3-1 |
| 2011-12 | Real Mayo | Halls AFC Res | 3-1 |
| 2012-13 | Hildenborough Ath Res | Real Mayo | 5-2 |
| 2013-14 | Platt Utd Res (pens) | Seal | 2-2 |
| 2014-15 | Seal | Crockenhill Res | 4-1 |
| 2015-16 | AW London | Tonbridge Bap Church | 2-0 |
| 2016-17 | Otford Utd Res | Dowgate | 2-1 |
| 2017-18 | Seal | Sevenoaks Weald | 1-0 |
| 2018-19 | Tatsfield Rovers Res | Ide Hill Res | 4-3 |
| 2019-20 | Roselands | Farnborough OBG 3rd | 2-0 |
| 2020-21 | Covid-19 | No competition | N/A |
| 2021-22 | Ide Hill 3rd | Cuxton 1991 Res | 2-1 |
| 2022-23 | Kemsing Utd Res | Weald Wolves | 2-1 |
| 2023-24 |