| 2010 | Alderley Edge Challenge Cup | H Sexton |
| 2009 | Alderley Edge Challenge Cup | J Montgomery |
| 2008 | Alderley Edge Challenge Cup | A Mellor |
| 2007 | Alderley Edge Challenge Cup | T Lawton |
| 2006 | Alderley Edge Challenge Cup | B Cummings |
| 2005 | Alderley Edge Challenge Cup | P Kubiak |
| 2004 | Alderley Edge Challenge Cup | M Troup |
| 2003 | Alderley Edge Challenge Cup | A Mellor |
| 2002 | Alderley Edge Challenge Cup | M Tatton |
| 2001 | Alderley Edge Challenge Cup | DJ Austin |
| 2000 | Alderley Edge Challenge Cup | MWJ Fisher |
| 1999 | Alderley Edge Challenge Cup | DW Mackey |
| 1998 | Alderley Edge Challenge Cup | RB Michael |
| 1997 | Alderley Edge Challenge Cup | DJ Austin |
| 1996 | Alderley Edge Challenge Cup | CR Jones |
| 1995 | Alderley Edge Challenge Cup | AE Clarke |
| 1994 | Alderley Edge Challenge Cup | RI Worsley |
| 1993 | Alderley Edge Challenge Cup | M Troup |
| 1992 | Alderley Edge Challenge Cup | J Cichocki |
| 1991 | Alderley Edge Challenge Cup | J Ford |
| 1990 | Alderley Edge Challenge Cup | K Doyle |
| 1989 | Alderley Edge Challenge Cup | FJ Phillips |
| 1988 | Alderley Edge Challenge Cup | DI Black |
| 1987 | Alderley Edge Challenge Cup | P Moore |
| 1986 | Alderley Edge Challenge Cup | A Morgan |
| 1985 | Alderley Edge Challenge Cup | K Doyle |
| 1984 | Alderley Edge Challenge Cup | TDJ Powell |
| 1983 | Alderley Edge Challenge Cup | DM Broadhurst |
| 1982 | Alderley Edge Challenge Cup | DW Mackey |
| 1981 | Alderley Edge Challenge Cup | NA Williamson |
| 1980 | Alderley Edge Challenge Cup | J Dixon |
| 1979 | Alderley Edge Challenge Cup | BR Boughey |
| 1978 | Alderley Edge Challenge Cup | FA Hardy |
| 1977 | Alderley Edge Challenge Cup | F Pfleger |
| 1976 | Alderley Edge Challenge Cup | GEI Burgess |
| 1975 | Alderley Edge Challenge Cup | RJV Pook |
| 1974 | Alderley Edge Challenge Cup | AJ Barrow |
| 1973 | Alderley Edge Challenge Cup | BW Mayers |
| 1972 | Alderley Edge Challenge Cup | MD Fraser |
| 1971 | Alderley Edge Challenge Cup | PM Fraser |
| 1970 | Alderley Edge Challenge Cup | KG Garvey |
| 1969 | Alderley Edge Challenge Cup | GEI Burgess |
| 1968 | Alderley Edge Challenge Cup | FM Ash |
| 1967 | Alderley Edge Challenge Cup | RStD Heggs |
| 1966 | Alderley Edge Challenge Cup | HFM Beetlestone |
| 1965 | Alderley Edge Challenge Cup | BW Mayers |
| 1964 | Alderley Edge Challenge Cup | ML Essayan |
| 1963 | Alderley Edge Challenge Cup | CO Richards |
| 1962 | Alderley Edge Challenge Cup | N Bilsborough |
| 1961 | Alderley Edge Challenge Cup | RS Johnson |
| 1960 | Alderley Edge Challenge Cup | JH Henshall |
| 1959 | Alderley Edge Challenge Cup | ML Essayan |
| 1958 | Alderley Edge Challenge Cup | JW Anderson |
| 1957 | Alderley Edge Challenge Cup | G Clarke |
| 1956 | Alderley Edge Challenge Cup | WA Boughey |
| 1955 | Alderley Edge Challenge Cup | WA Boughey |
| 1954 | Alderley Edge Challenge Cup | B Ecroyd |
| 1953 | Alderley Edge Challenge Cup | H Wright |
| 1952 | Alderley Edge Challenge Cup | H Burgess |
| 1951 | Alderley Edge Challenge Cup | N Haslam |
| 1950 | Alderley Edge Challenge Cup | WH Jones |
| 1949 | Alderley Edge Challenge Cup | TE Higginson |
| 1948 | Alderley Edge Challenge Cup | SL Wood |
| 1947 | Alderley Edge Challenge Cup | AD Gough |
| 1946 | Alderley Edge Challenge Cup | R Nish |
| 1945 | Alderley Edge Challenge Cup | JE Williamson |
| 1944 | Alderley Edge Challenge Cup | F Roberts |
| 1943 | Alderley Edge Challenge Cup | WJ Humphreys |
| 1942 | Alderley Edge Challenge Cup | WJ Humphreys |
| 1941 | Alderley Edge Challenge Cup | EW Henderson |
| 1940 | Alderley Edge Challenge Cup | SD Cleworth |
| 1939 | Alderley Edge Challenge Cup | FB Dobson |
| 1938 | Alderley Edge Challenge Cup | SD Cleworth |
| 1937 | Alderley Edge Challenge Cup | RW Hamer |
| 1936 | Alderley Edge Challenge Cup | JS Holmes |
| 1935 | Alderley Edge Challenge Cup | CE Holt |
| 1934 | Alderley Edge Challenge Cup | GE Meakin |
| 1933 | Alderley Edge Challenge Cup | GE Meakin |
| 1932 | Alderley Edge Challenge Cup | P Beard |
| 1931 | Alderley Edge Challenge Cup | JR Middlehurst |
| 1930 | Alderley Edge Challenge Cup | S Bradbury |
| 1929 | Alderley Edge Challenge Cup | RW Hamer |
| 1928 | Alderley Edge Challenge Cup | Oliver Mee |
| 1927 | Alderley Edge Challenge Cup | EB Mee |
| 1926 | Alderley Edge Challenge Cup | NM Birtles |
| 1925 | Alderley Edge Challenge Cup | CE Holt |
| 1924 | Alderley Edge Challenge Cup | FW Mee |
| 1923 | Alderley Edge Challenge Cup | TD Jessop |
| 1922 | Alderley Edge Challenge Cup | TD Jessop |