Croydon and District League
| Season | Winner | Note |
|---|---|---|
| 1920-21 | South Norwood | |
| 1921-22 | Thornton Heath & Norbury | |
| 1922-23 | Wallington | |
| 1923-24 | Thornton Heath & Norbury | |
| 1924-25 | Wallington | |
| 1925-26 | Wallington | |
| 1926-27 | Thornton Heath & Norbury | |
| 1927-28 | Croydon | |
| 1928-29 | Croydon | |
| 1929-30 | Croydon | |
| 1930-31 | Sutton | |
| 1931-32 | Sutton | |
| 1932-33 | Wallington | |
| 1933-34 | Sutton | |
| 1934-35 | Croydon | |
| 1935-36 | Croydon | |
| 1936-37 | South Norwood | |
| 1937-38 | Sutton | |
| 1938-39 | Croydon | |
| 1956-57 | Coulsdon West | |
| 1957-58 | New Addington | |
| 1958-59 | New Addington | |
| 1959-60 | Croydon | |
| 1960-61 | South Norwood | |
| 1961-62 | Rotameter | |
| 1962-63 | Mushrooms | |
| 1963-64 | Mushrooms | |
| 1964-65 | Mushrooms | |
| 1965-66 | Mushrooms | |
| 1966-67 | Mushrooms | |
| 1967-68 | Mushrooms | |
| 1968-69 | Mushrooms | |
| 1969-70 | Croydon and Mushrooms | Joint |
| 1970-71 | Mushrooms | |
| 1971-72 | Mushrooms | |
| 1972-73 | South Norwood | |
| 1973-74 | South Norwood | |
| 1974-75 | South Norwood | |
| 1975-76 | Crystal Palace | |
| 1976-77 | Crystal Palace | |
| 1977-78 | Crystal Palace | |
| 1978-79 | Crystal Palace | |
| 1979-80 | Crystal Palace | |
| 1980-81 | Crystal Palace | |
| 1981-82 | English Insurance | |
| 1982-83 | Crystal Palace | |
| 1983-84 | South Norwood | |
| 1984-85 | South Norwood | |
| 1985-86 | South Norwood | |
| 1986-87 | Mitcham | |
| 1987-88 | South Norwood | |
| 1988-89 | South Norwood | |
| 1989-90 | Crystal Palace B | |
| 1990-91 | Crystal Palace | |
| 1991-92 | Croydon | |
| 1992-93 | Crystal Palace | |
| 1994-95 | Wallington | |
| 1995-96 | Dulwich Plough | |
| 1996-97 | South Norwood | |
| 1997-98 | Crystal Palace | |
| 1998-99 | Wallington | |
| 1999-00 | Crystal Palace | |
| 2000-01 | Crystal Palace | |
| 2001-02 | Crystal Palace | |
| 2002-03 | Dulwich Plough | |
| 2003-04 | South Norwood | |
| 2004-05 | Dulwich Plough | |
| 2005-06 | Dulwich Plough | |
| 2006-07 | Streatham | |
| 2007-08 | Streatham | |
| 2008-09 | West Wickham | |
| 2009-10 | West Wickham | |
| 2010-11 | West Wickham | |
| 2011-12 | Streatham | |
| 2012-13 | West Wickham | |
| 2013-14 | West Wickham | |
| 2014-15 | West Wickham | |
| 2015-16 | West Wickham | |
| 2016-17 | West Wickham | |
| 2017-18 | West Wickham | |
| 2018-19 | Crystal Palace | |
| 2021-22 | Streatham | |
| 2022-23 | West Wickham | |
| 2023-24 | Lewisham | |
| 2024-25 | Petts Wood & Orpington |