The Willis cup is a trophy presented to the rider who records the fastest handicap time during the club 50 mile time trial.
| Year | Rider | HandicapTime |
| 1956 | J.Webb | 2:15:04 |
| 1957 | R.Barlow | 2:12:40 |
| 1958 | R.Barlow | 2:14;04 |
| 1959 | J.Webb | 2:08:34 |
| 1960 | R.Cox | 2:32:02 |
| 1961 | B.Austen | 2:09:52 |
| 1962 | M.Jeggo | 2:10:00 |
| 1963 | R.Barnett | 2:09:34 |
| 1964 | G.Morris | 2:34:37 |
| 1965 | R.Barnett | 2:04:28 |
| 1966 | R.Austen | 2:22:39 |
| 1967 | R.Barnett | 2:24:16 |
| 1968 | R.Barnett | 2:06:53 |
| 1973 | M.Risdale | 2:23:56 |
| 1975 | A.Rose | 2:20:58 |
| 1976 | T.Rose | 2:19:10 |
| 1977 | T.Rose | 2:15:53 |
| 1982 | R.Richards | 2:11:05 |
| 1983 | B.House | 2:14:37 |
| 1984 | M.Wilson | 2:12:53 |
| 1985 | P.Harris | |
| 1986 | J.Foster | 2:01:52 |
| 1987 | J.Mattews | 2:11:53 |
| 1988 | R.J.Smith | 2:15:11 |
| 1989 | J.Foster | 2:20:53 |
| 1990 | J.Foster | 2:08:18 |
| 1991 | S.Foster | 2:05:22 |
| 1992 | M.Webber | 1:59:51 |
| 1993 | S.Foster | 2:01:06 |
| 1994 | R.Hartnell | 1:42:54 |
| 1995 | P.Harris | 1:59:06 |
| 1996 | P.Harris | 1:56:06 |
| 1997 | R.Hartnell | 1:58:12 |
| 1998 | J.Prior | 2:02:55 |
| 1999 | J.Prior | 1:53:48 |
| 2000 | S.Foster | 1:53:48 |
| 2001 | J.Prior | |
| 2002 | N.Adnitt | 2:05:43 |