The City of London Solicitors’ Company Annual Golf Challenge Cup was presented in 1911 by the Master, Wardens and Court of the Company. It is awarded for the best handicap score at the Spring Meeting by a member of the City of London Solicitors’ Company who is also a member of the Society. Before 1931 it was competed for at a separate meeting of the golfers of the Solicitors’ Company; in 1931 it was played as a foursomes competition.
| Year | Winner |
|---|---|
| 1911 | C.H. Drayton |
| 1912 | J. Barling Purchase |
| 1913 | N.H. Aste |
| 1925 | H.W. Morris |
| 1926 | H.W. Morris |
| 1927 | F.T. Mawby |
| 1928 | W. Ward Higgs |
| 1931 | W.T. Watkins Birts and F.T. Mawby |
| 1932 | F. le S. Stone |
| 1933 | F. le S. Stone |
| 1934 | W.T. Watkins Birts |
| 1935 | R.C. Bolton |
| 1936 | R.C. Bolton |
| 1937 | F.G. Petch |
| 1938 | W.T. Watkins Birts |
| 1939 | R.C. Bolton |
| 1940-46 | No Competition |
| 1947 | F.G. Petch |
| 1948 | F.G. Petch |
| 1949 | F.G. Petch and T.G. Bennett |
| 1950 | L.A.D. Martin |
| 1951 | L.G.D. Croft ) |
| L.A.D. Martin) | |
| 1952 | L.G.D. Croft |
| 1953 | F.G. Petch |
| 1954 | L.G.D. Croft |
| 1955 | F.G. Petch |
| 1956 | T.G. Bennett |
| 1957 | L.G.D. Croft |
| 1958 | L.G.D. Croft |
| 1959 | R. Chamberlain |
| 1960 | T.G. Bennett |
| 1961 | R. Chamberlain |
| 1962 | P.M. Armitage |
| 1963 | L.A.D. Martin |
| 1964 | T.G. Bennett |
| 1965 | W.R. Carr |
| 1966 | A.C. Surtees |
| 1967 | P.M. Armitage |
| 1968 | A.C. Surtees |
| 1969 | No record |
| 1970 | No record |
| 1971 | No record |
| 1972 | P.J. Morley-Jacob |
| 1973 | J.F. Goble |
| 1974 | H.S.Maxwell-Wood |
| 1975 | No record |
| 1976 | C.R.L. James |
| 1977 | H.C. Rumbelow |
| 1978 | A.C. Surtees |
| 1979 | I.W. Goldie |
| 1980 | J.N.L. Chalton |
| 1981 | J.N.L. Chalton |
| 1982 | B.W.D. Richards |
| 1983 | F.J. Donagh |
| 1984 | D.J. Wright |
| 1985 | A.C. Surtees |
| 1986 | R.G. Davies |
| 1987 | M. Read |
| 1988 | H.C. Rumbelow |
| 1989 | B.R.N. Nicholson |
| 1990 | Mark Clark |
| 1991 | Richard Grandison |
| 1992 | Peter Morley-Jacob |
| 1993 | Peter Borrowdale |
| 1994 | Arfon Jones |
| 1995 | Rob McKellar |
| 1996 | Ian Goldie |
| 1997 | Ian Goldie |
| 1998 | Christopher Johnson-Gilbert |
| 1999 | Christopher Johnson-Gilbert |
| 2000 | John Rink |
| 2001 | Martyn Gowar |
| 2002 | Steven Turnbull |
| 2003 | John Pike |
| 2004 | John Pike |
| 2005 | Barrie Lloyd |
| 2006 | Michael Boswell |
| 2007 | Stephen Barnard |
| 2008 | Richard Grandison |
| 2009 | Arfon Jones |
| 2010 | David Edwards |