| Season | Winners | Season | Winners | Season | Winners |
| 1946-47 | East Ham | 1973-74 | May & Baker | 2000-01 | Upminster III |
| 1947-48 | Southend | 1974-75 | Wanstead | 2001-02 | Barking II |
| 1948-49 | Fords Sports | 1975-76 | Ilford Ltd SC | 2002-03 | Powdermill II |
| 1949-50 | Southend | 1976-77 | East Ham | 2003-04 | Barking III |
| 1950-51 | Walthamstow | 1977-78 | Brentwood | 2004-05 | Roding & Loughton II |
| 1951-52 | Southend | 1978-79 | Brentwood | 2005-06 | Thurrock |
| 1952-53 | Southend | 1979-80 | Loughton | 2006-07 | Barking III |
| 1953-54 | Southend Juniors | 1980-81 | Barking | 2007-08 | Ilford II |
| 1954-55 | Southend Juniors | 1981-82 | Grays | 2008-09 | Roding & Loughton I |
| 1955-56 | Chadwell Heath | 1982-83 | Barking | 2009-10 | Upminster II |
| 1956-57 | Southend | 1983-84 | Ilford B | 2010-11 | Barking II |
| 1957-58 | Walthamstow | 1984-85 | Roding | 2011-12 | Thurrock I |
| 1958-59 | Old Parkonians, Southend | 1985-86 | Rayliegh | 2012-13 | Barking II |
| 1959-60 | Harlow | 1986-87 | Southend II | 2013-14 | Upminster II |
| 1960-61 | Chadwell Heath | 1987-88 | Ilford IV | 2014-15 | Barking II |
| 1961-62 | Old Parkonians | 1988-89 | May & Baker | 2015-16 | Southend II |
| 1962-63 | Walthamstow Chingford and Leyton | 1989-90 | Wanstead III | 2016-17 | Wanstead III |
| 1963-64 | Loughton | 1990-91 | Roding & Loughton II | 2017-18 | Brentwood |
| 1964-65 | Fords | 1991-92 | Barking II | 2018-19 | Thurrock I |
| 1965-66 | Newham, Wickford | 1992-93 | Powdermill II | 2019-20 | Southend II |
| 1966-67 | Waltham Forest | 1993-94 | Edmonton | 2020-21 | No competition |
| 1967-68 | Waltham Forest | 1994-95 | Newham | 2021-22 | No competition |
| 1968-69 | East Ham | 1995-96 | Edmonton II | 2022-23 | Barking III |
| 1969-70 | Waltham Forest | 1996-97 | Wanstead IV | 2023-24 | Wanstead IV |
| 1970-71 | Old Parkonians | 1997-98 | Brentwood II | 2024-25 | Thurrock I |
| 1971-72 | Laindon | 1998-99 | Roding & Loughton I | ||
| 1972-73 | East Ham | 1999-2000 | Grays II |
