The league has been running since 1974, originally operating as the 'Summer Mini League'. The trophy was first won by Southend and Leigh Swimming Club (now operating as Southend-on-sea Swimming Club). The list of all winners is shown below:
| Year | Winner | Runner-Up | Third |
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| 2024 | Halstead | Borough of Southend-on-Sea | Harwich SC |
| 2023 | Braintree & Bocking SC | Halstead | Harwich SC |
| 2022 | Chelmsford City SC | Colchester SC | Braintree & Bocking SC |
| 2020/2021 | League suspended due to Covid | ||
| 2019 | Chelmsford City SC | Braintree & Bocking SC | Basildon |
| 2018 | Braintree & Bocking SC | Rochford | Southend |
| 2017 | Harlow Penguins SC | Basildon | Rochford |
| 2016 | Borough Of Southend-on-Sea SC | Colchester SC | Braintree & Bocking SC |
| 2015 | Colchester SC | Romford Town SC | Braintree & Bocking SC |
| 2014 | Romford Town SC | Colchester SC | Harlow Penguins SC |
| 2013 | Romford Town SC | Colchester SC | Harlow Penguins SC |
| 2012 | Colchester SC | Romford Town SC | Rochford |
| 2011 | Colchester SC | Romford Town SC | Clacton |
| 2010 | Colchester SC | Romford Town SC | Braintree & Bocking SC |
| 2009 | Colchester SC | Rochford | Braintree & Bocking SC |
| 2008 | Romford Town SC | Colchester SC | Harwich SC |
| 2007 | Romford Town SC | Runnymede SC | Colchester SC |
| 2006 | Romford Town SC | ||
| 2005 | Harwich SC | ||
| 2004 | Harwich SC | ||
| 2003 | Canvey Island SC | ||
| 2002 | Romford Town SC | ||
| 2001 | Southend-on-Sea SC | ||
| 2000 | Southend-on-Sea SC | ||
| 1999 | Basildon SC | ||
| 1998 | Basildon SC | ||
| 1997 | Braintree & Bocking SC | ||
| 1996 | Southend-on-Sea SC | ||
| 1995 | Southend-on-Sea SC | ||
| 1994 | Harlow Penguins SC | ||
| 1993 | Harlow Penguins SC | ||
| 1992 | Basildon SC | ||
| 1991 | Clacton SC | ||
| 1990 | Clacton SC | ||
| 1989 | Clacton SC | ||
| 1988 | Brentwood SC | ||
| 1987 | Rochford SC | ||
| 1986 | Barking SC | ||
| 1985 | Runnymede SC | ||
| 1984 | Barking SC | ||
| 1983 | Rochford SC | ||
| 1980 | 1982 No Record | ||
| 1979 | Southend & Leigh SC | ||
| 1978 | Southend & Leigh SC | ||
| 1977 | Southend & Leigh SC | ||
| 1976 | Southend & Leigh SC | ||
| 1975 | Southend & Leigh SC | ||
| 1974 | Southend & Leigh SC |