Engraved: Royal Air Force Officers Golfing Association Championship Challenge Cup
Possibly presented by the Duke of Sutherland, the Challenge Cup was first played for at the Championship Meeting in 1921
The principal trophy at the Championship Meeting, awarded to the winner of the 36 hole scratch medal competition.
Current Holder: Aaron Ashberry
Winners
| Year | Winner | Year | Winner | Year | Winner |
| 2024 | SR Johnson | 2025 | AN Ashberry | ||
| 2021 | DB Marshall | 2022 | DB Marshall | 2023 | MJ Oliver |
| 2018 | AN Ashberry | 2019 | DB Marshall | 2020 | No competition |
| 2015 | SF Yorke | 2016 | DB Marshall | 2017 | G Ascroft |
| 2012 | DB Marshall | 2013 | DB Marshall | 2014 | DB Marshall |
| 2009 | JVT Marks | 2010 | DB Marshall | 2011 | G Ascroft |
| 2006 | DHW Backhouse | 2007 | TA Brady | 2008 | DHW Backhouse |
| 2003 | JVT Marks | 2004 | JVT Marks | 2005 | JVT Marks |
| 2000 | JVT Marks | 2001 | JVT Marks | 2002 | JVT Marks |
| 1997 | RW Walker | 1998 | PMT Rogers | 1999 | GH Cunnington |
| 1994 | RG Price | 1995 | TWG Betts | 1996 | RG Price |
| 1991 | TWG Betts | 1992 | TWG Betts | 1993 | TWG Betts |
| 1988 | J NIven | 1989 | DD Thomas | 1990 | TWG Betts |
| 1985 | J Niven | 1986 | DD Thomas | 1987 | TWG Betts |
| 1982 | HD Moseley | 1983 | CR Spalding | 1984 | JVT Marks |
| 1979 | J Niven | 1980 | J Niven | 1981 | TWG Betts |
| 1976 | J Niven | 1977 | CH Beamish | 1978 | HD Moseley |
| 1973 | CH Beamish | 1974 | CH Beamish | 1975 | JH Mitchell |
| 1970 | JVT Marks | 1971 | WE McCrea | 1972 | CH Beamish |
| 1967 | PJ Kesseler | 1968 | J Niven | 1969 | G Edwards |
| 1964 | S Ball | 1965 | MS Holliday | 1966 | MS Holliday |
| 1961 | WE McCrea | 1962 | HD Moseley | 1963 | MS Holliday |
| 1958 | A Brown | 1959 | S Ball | 1960 | RD Shrivell |
| 1955 | CG Griffith | 1956 | PB Reynolds | 1957 | V Kregel |
| 1952 | PB Hine | 1953 | J Garden | 1954 | K Hall |
| 1949 | GF MacPherson | 1950 | CH Beamish | 1951 | K Hall |
| 1946 | KG Thorn | 1947 | JM Ritchie | 1948 | J Niven |
| 1936 | JH Neal | 1937 | JH Neal | 1938 | DBD Field |
| 1933 | EJH Hope | 1934 | CH Hayward | 1935 | CH Hayward |
| 1930 | CH Hayward | 1931 | CH Hayward | 1932 | CH Hayward |
| 1927 | CH Hayward | 1928 | LR Gough | 1929 | CH Hayward |
| 1924 | CH Hayward | 1925 | CH Hayward | 1926 | CH Hayward |
| 1921 | CH Hayward | 1922 | CH Hayward | 1923 | CH Hayward |