| Season | Winner | Runner-up | Note(s) |
|---|---|---|---|
| 1888-89 | Athenæum | North London | Originally called the Metropolitan Senior Chess Clubs: competition (12 boards). Junior Chess Clubs: (8 boards) Great Western Railway |
| 1889-90 | North London | Ludgate Circus | Junior Clubs: Battersea beat Amethyst 5-3 in the play-off final to secure the trophy on Friday, 02 May 1890 |
| 1890-91 | Ludgate Circus | Athenæum | Junior Clubs: Belsize beat Bow & Bromley 5-3 in the play-off final on Thursday, 23 Apr 1891 |
| 1891-92 | Metropolitan | Ludgate Circus | Junior Clubs: Amethyst |
| 1892-93 | Metropolitan | Athenæum | Division 1: (20 boards) Division 2: (12 boards) - Hampstead Division 3: (8 boards) - West Hackney Also, at end the end of season May meeting the title of the League was altered to the 'London Chess League'. |
| 1893-94 | Metropolitan | City of London | Metropolitan beat City of London 12-8 in playoff B Division: Post Office C Division: St. Martin's |
| 1894-95 | Metropolitan | City of London | B Division: Sydenham & Forest Hill C Division: Hammersmith |
| 1895-96 | Metropolitan | North London | B Division: Ibis C Division: Polytechnic |
| 1896-97 | Ludgate Circus | Athenæum | Ludgate Circus beat Athenaeum 10½-9½ in playoff B Division: West London (formally Hammersmith) C Division: Birkbeck |
| 1897-98 | Brixton | Metropolitan & North London (Joint) | B Division: Lee C Division: Forest Gate |
| 1898-99 | North London | Ludgate Circus | C Division: West Norwood D Division: Insurance (10 boards) |
| 1899-00 | Metropolitan | Insurance | C Division: Ladies D Division: Local Government Board |
| 1900-01 | Lud-Eagle | Athenæum & Metropolitan (Joint) | "C" Division: Clapham "Early" Division: Forest Gate |
| 1901-02 | Metropolitan | Hampstead | "C" Division: Toynbee Hall "Early" Division: North Kensington |
| 1902-03 | Lud-Eagle | Metropolitan | "C" Division: Sydenham & Forrest Hill "Early" Division: London County Council |
| 1903-04 | Metropolitan | Hampstead & Lud-Eagle (Joint) | "C" Division: Toynbee Hall "Early" Division: North Kensington |
| 1904-05 | Metropolitan | Hampstead | "C" Division: Polytechnic "Early" Division: Sydenham |
| 1905-06 | Hampstead | Lud-Eagle | "C" Division: City Central "Early" Division: Ladies |
| 1906-07 | Metropolitan | West London | "C" Division: Toynbee Hall "Early" Division: Ibis |
| 1907-08 | Lud-Eagle | Hampstead | "C" Division: Wheatsheaf "Early" Division: Wood Green |
| 1908-09 | Lud-Eagle | Hampstead | C Division: Toynbee D Division (Early): Ibis |
| 1909-10 | Hampstead I | Metropolitan | Hampstead I beat Metropolitan 11½-8½ in playoff on Thursday, 05 May 1910 "C" Division: Hampstead II |
| 1910-11 | Hampstead I | Lud-Eagle I | Hampstead I beat Lud-Eagle I 14½-5½ in playoff on Wednesday, 26 April 1911 "C" Division: Hampstead II |
| 1911-12 | Hampstead I | Lud-Eagle I | "C" Division: Hampstead II |
| 1912-13 | Hampstead I | South London | Hampstead I beat South London 14½-5½ in playoff on Thursday, 17 April 1913 "C" Division: Toynbee |
| 1913-14 | Metropolitan | Lud-Eagle I | "C" Division: Ladies |
| 1914-15 | Metropolitan | Lud-Eagle I | "B" Division: Islington |
| 1919-20 | North London | Hampstead & Metropolitan (Joint) | (16 boards) |
| 1920-21 | Metropolitan | West London | (20 boards) "C" Division: Wood Green |
| 1921-22 | Brixton | Hampstead | Brixton beat Hampstead I in play-off 12½-7½ Second Division: Wood Green Third Division: Insurance beat Hampstead II in play-off 5½-2½ |
| 1922-23 | Hampstead I | West London | "B" Division: Wood Green "C" Division: Hampstead II |
| 1923-24 | Brixton | Hampstead I | "C" Division: Battersea II |
| 1924-25 | Hampstead | Metropolitan | 3rd Division: Old Wilsonians after Play-offs with Battersea II |
| 1925-26 | Hampstead | Brixton & North London (Joint) | 2nd Division: Battersea II 3rd Division: Railway Clearing House |
| 1926-27 | Hampstead | Lud-Eagle, North London & West London (Joint) | 2nd Division: Battersea II 3rd Division: Regent Street Polytechnic |
| 1927-28 | Lud-Eagle | Hampstead | 2nd Division: Claremont 3rd Division: Railway Clearing House |
| 1928-29 | Battersea | Hampstead & Lud-Eagle (joint) | 2nd Division: Clapham Common 3rd Division: Lud-Eagle II |
| 1929-30 | Lud-Eagle | Brixton | 2nd Division: Claremont 3rd Division: Railway Clearing House |
| 1930-31 | Hampstead | Battersea | 2nd Division: Stock Exchange 3rd Division: Finchley |
| 1931-32 | Hampstead | Brixton | 2nd Division: Clapham Common 3rd Division: Railway Clearing House |
| 1932-33 | Brixton | Battersea | 2nd Division: Clapham Common 3rd Division: Lud-Eagle II |
| 1933-34 | Hampstead | Lewisham | "B" Division: Claremont "C" Division: Lud-Eagle II |
| 1934-35 | Battersea | Lewisham | "B" Division: Claremont "C" Division: Leyton II |
| 1935-36 | Lewisham | Clapham Common | 'B' Division: Claremont 'C' Division: Clapham Common II |
| 1936-37 | Lewisham | Clapham Common | 'B' Division: Finchley 'C' Division: Clapham Common II |
| 1937-38 | Hampstead | Lewisham | Hampstead beat Lewisham 11-9 in play-off "C" Division: Harrow |
| 1938-39 | Battersea | Hampstead | "C" Division: Harrow |
| 1945-46 | Croydon | West London | No other divisions |
| 1946-47 | Clapham Common | Hampstead | Division "B": Harrow Division "C": Southgate |
| 1947-48 | Clapham Common | Hampstead | Division "B": North London Division "C": Clapham Common II |
| 1948-49 | Hampstead | Clapham Common | Division "B": Ealing Division "C": Lewisham |
| 1949-50 | Hampstead | Clapham Common | Division "B": Croydon Division "C": Hendon |
| 1950-51 | Hampstead | Clapham Common | Division "B": Harrow Division "C": Metropolitan II |
| 1951-52 | Hampstead | Ilford | Division "B": Metropolitan II Division "C": Southgate II |
| 1952-53 | Ilford | Hampstead | Division "B": Harrow Division "C": Lud-Eagle |
| 1953-54 | Hampstead | Ilford | Division "B": Ealing Division "C": West Ham |
| 1954-55 | Ilford | Hampstead | Division B: Harrow Division C: Twickenham Division D: Wimbledon II |
| 1955-56 | West London | West Ham | Division B: Twickenham Division C: Polish Y.M.C.A Division D: Athenaeum II |
| 1956-57 | Ilford | ||
| 1957-58 | Ilford | Hampstead | Division B: Harrow Division C: Harrow II Division D: Charlbury |
| 1958-59 | Hampstead | ||
| 1959-60 | Hampstead | B Division: C Division: D Division: Cedars |
|
| 1960-61 | Metropolitan | Richmond & Twickenham and Wimbledon (Joint) | Division B: Finchley Division C: Cedars Division D: Imperial College / Battersea II |
| 1961-62 | Metropolitan | Ilford | B Division: Cedars C Division: D Division: Harrow II |
| 1962-63 | Hampstead | Ilford | Division B: Islington & North London Division C: Economicals Division D: Athenaeum II / Richmond & Twickenham II |
| 1963-64 | Islington & North London | Richmond & Twickenham | 'B' Division: Streatham & Brixton 'C' Division: Harrow 'D' Division: St. Pancras / Economicals II |
| 1964-65 | Hampstead | Islington & North London | 'B' Division: Imperial College 'C' Division: Metropolitan II / St. Pancras 'D' Division: Hendon / Islington & North London II |
| 1965-66 | Athenaeum | ||
| 1966-67 | Islington | ||
| 1967-68 | Islington | ||
| 1968-69 | Islington | ||
| 1969-70 | Cavendish | ||
| 1970-71 | London University | ||
| 1971-72 | Cavendish | Mushrooms | 2nd Division: Ilford 3rd Division: Camden 4th Division: Mushrooms II 5th Division: Richmond II 6th Division: Drunken Knights |
| 1972-73 | Athenaeum | Cavendish | 2nd Division: London University II 3rd Division: Wanstead 4th Division: Hammersmith 5th Division: Bayswater 6th Division: London Central Y.M.C.A. |
| 1973-74 | Cavendish | London University | 2nd Division: Harrow 3rd Division: Streatham 4th Division: Ilford II 5th Division: London Central Y.M.C.A. 6th Division: London University IV 7th Division: Hendon II |
| 1974-75 | Athenaeum | ||
| 1975-76 | Richmond | ||
| 1976-77 | Streatham | ||
| 1977-78 | Charlton | ||
| 1978-79 | Charlton | ||
| 1979-80 | Central YMCA | ||
| 1980-81 | Wood Green | ||
| 1981-82 | Streatham | ||
| 1982-83 | Hendon | ||
| 1983-84 | Wood Green | ||
| 1984-85 | Streatham | ||
| 1985-86 | Wood Green | ||
| 1986-87 | Wood Green | ||
| 1987-88 | Richmond | ||
| 1988-89 | Kings Head | ||
| 1989-90 | Kings Head | ||
| 1990-91 | Barbican | ||
| 1991-92 | Kings Head | ||
| 1992-93 | Kings Head I | Barbican I | Division 2: Ilford Division 3: Barbican II Division 4: Cavendish II Division 5: Beckenham & Bromley Division 6: Streatham III Division 7: Hampstead III |
| 1993-94 | Wood Green I | Charlton I | Division 2: Mushrooms Division 3: Wimbledon II Division 4: Wood Green II Division 5: Kings Head IV Division 6: West London |
| 1994-95 | Wood Green I | Charlton | Division 2: Hackney I Division 3: Gravesend Division 4: Lewisham II Division 5: International Students Division 6: Barbican IV |
| 1995-96 | Charlton | Barbican | Division 2: Ilford Division 3: Beckenham & Bromley Division 4: Barbican III Division 5: Kings Head IV Division 6: Ilford II |
| 1996-97 | Barbican I | Charlton | Division 2: Mushrooms Division 3: Gravesend Division 4: Kings Head III Division 5: Ilford II Division 6: Beckenham & Bromley II |
| 1997-98 | Hackney I | Charlton | Division 2: Richmond I Division 3: International Students Division 4: Ilford II Division 5: Wimbledon III Division 6: Ilford III |
| 1998-99 | Wood Green I | Streatham I | Division 2: Drunken Knights Division 3: Richmond II Division 4: Battersea I Division 5: London Deaf |
| 1999-00 | Hackney | ||
| 2000-01 | Wood Green | Hackney 1 | Division 2: Lewisham Division 3: Hackney 2 Division 4: Streatham 3 Division 5: Metropolitan 3 |
| 2001-02 | Cavendish 1 | Hackney 1 | Division 2: Cavendish 2 Division 3: Newham Division 4: Metropolitan 3 Division 5: Mushrooms 2 |
| 2002-03 | Wood Green | Hackney 1 | Division 2: Wimbledon 1 Division 3: Woodbridge Division 4: Mushrooms 2 |
| 2003-04 | Wood Green | Hackney 1 | Division 2: Metropolitan 1 Division 3: Dulwich Plough 1 Division 4: Wanstead 2 |
| 2004-05 | Wood Green | Kings Head | Division 2: Streatham Division 3: Woodbridge Division 4: West London |
| 2005-06 | Wood Green | Cavendish 1 | Division 2: Richmond Division 3: Hammersmith Division 4: Streatham 2 |
| 2006-07 | Wood Green | Cavendish 1 | Division 2: Kings Head 2 Division 3: Metropolitan 2 Division 4: Dulwich 2 |
| 2007-08 | Wood Green | Hackney 1 | Division 2: Richmond & Twickenham 1 Division 3: West London Division 4: Drunken Knights 2 Division 5: Streatham 3 |
| 2008-09 | Wood Green | Cavendish 1 | Division 2: Ilford Division 3: Drunken Knights 2 Division 4: London Deaf |
| 2009-10 | Wood Green | Drunken Knights 1 | Division 2: Drunken Knights 2 Division 3: Greater London 1 Division 4: Drunken Knights 3 Minor: Hammersmith Minor |
| 2010-11 | Wood Green | ||
| 2011-12 | Wood Green | Drunken Knights 1 | Division 2: Wimbledon 1 Division 3: Greater London 1 Division 4: Imperial College Major: Hammersmith Major Minor: Hammersmith Minor |
| 2012-13 | Wood Green | Drunken Knights 1 | Division 2: Metropolitan 1 Division 3: Streatham & Brixton 2 Division 4: Cavendish 3 Major: Battersea Major Minor: Hammersmith Minor |
| 2013-14 | Wood Green | Drunken Knights 1 | Division 2: Streatham & Brixton 1 Division 3: Lewisham 1 Division 4: Streatham & Brixton 3 Major: Battersea Major Minor: DHSS Minor |
| 2014-15 | Wood Green | Hackney 1 | Division 2: Battersea 1 Division 3: Greater London 1 Division 4: Metropolitan 3 Major: Hackney Major Minor: Battersea Minor |
| 2015-16 | Wood Green | Drunken Knights 1 | Division 2: Mushrooms 1 Division 3: Woodbridge 1 Division 4: DHSS 1 Major: Hackney Major Minor: Hammersmith Minor |
| 2016-17 | Wood Green 1 | Cavendish 1 | Division 2: Cavendish 2 Division 3: East Ham 1 Division 4: Wanstead & Woodford 2 Major: Streatham & Brixton Major Minor: Battersea Minor |
| 2017-18 | Wood Green 1 | Richmond & Twickenham 1 | Division 2: Drunken Knights 2 Division 3: Hammersmith 1 Division 4: British Bangla Chess Association 1 Major: Hackney Major Minor: Morley College Minor |
| 2018-19 | Wood Green 1 | Battersea 1 | Division 2: Imperial College 1 Division 3: Beckenham & Charlton 1 Division 4: Lewisham 2 Major: Greater London Major Minor: Battersea Minor |
| 2021-22 | Wood Green 1 | Hammersmith Firsts | Division 2: Mushrooms / Lewisham 3 Division 3: DHSS Major: West London 1 Minor: Battersea Power / Hammersmith East |
| 2022-23 | Wood Green 1 | Hammersmith 1 | Division 2: East Ham 1 Division 3: Albany Division 4: Kings College Major: Battersea Cats Minor: Wanstead Minor |
| 2023-24 | Wood Green 1 | Hammersmith 1 | Division 2: Kings Head 1 Division 3: University College Division 4: Greater London 2 Open 4-Board: West London Op Major: Battersea Eagles Minor: Metropolitan Gnomes |
| 2024-25 | Wood Green 1 | Hammersmith 1 | Division 2: University College Division 3: Hammersmith 2 Division 4: Battersea 2 Womens: Hammersmith W Major: Imperial College Major Minor: DHSS Minor |
| 2025-26 | Wood Green | Hammersmith 1 | Division 2: Kings Head 1 Division 3: Greater London 1 Division 4: Hammersmith Juniors Womens: London Women Hou Major: Imperial College Major Intermediate: DHSS Intermediate Minor: Hammersmith Cadets |