| Year | Rider | Country | Manufacturer | Class | Course |
| 2009 | Ben Bostrom | | Yamaha | Daytona SportBike | 3.56 mile Daytona Speedway/Infield Course |
| 2008 | Chaz Davies* | | Kawasaki | Formula Xtreme | 2.90 mile Daytona Speedway/Infield Course |
| 2007 | Steve Rapp | | Kawasaki | Formula Xtreme | 2.95 mile Daytona Speedway/Infield Course |
| 2006 | Jake Zemke | | Honda | Formula Xtreme | 2.95 mile Daytona Speedway/Infield Course |
| 2005 | Miguel Duhamel | | Honda | Formula Xtreme | 2.95 mile Daytona Speedway/Infield Course |
| 2004 | Mat Mladin | | Suzuki | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 2003 | Miguel Duhamel | | Honda | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 2002 | Nicky Hayden | | Honda | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 2001 | Mat Mladin | | Suzuki | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 2000 | Mat Mladin | | Suzuki | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 1999 | Miguel Duhamel | | Honda | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 1998 | Scott Russell | | Yamaha | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 1997 | Scott Russell | | Yamaha | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 1996 | Miguel Duhamel | | Honda | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 1995 | Scott Russell | | Kawasaki | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 1994 | Scott Russell | | Kawasaki | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 1993 | Eddie Lawson | | Yamaha | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 1992 | Scott Russell | | Kawasaki | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 1991 | Miguel Duhamel | | Honda | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 1990 | David Sadowski | | Yamaha | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 1989 | John Ashmead | | Honda | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 1988 | Kevin Schwantz | | Suzuki | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 1987 | Wayne Rainey | | Honda | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 1986 | Eddie Lawson | | Yamaha | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 1985 | Freddie Spencer | | Honda | Superbike | 3.56 mile Daytona Speedway/Infield Course |
| 1984 | Kenny Roberts | | Yamaha | Formula 1 | 3.87 mile Daytona Speedway/Infield Course |
| 1983 | Kenny Roberts | | Yamaha | Formula 1 | 3.87 mile Daytona Speedway/Infield Course |
| 1982 | Graeme Crosby | | Yamaha | Formula 1 | 3.87 mile Daytona Speedway/Infield Course |
| 1981 | Dale Singleton | | Yamaha | Formula 1 | 3.87 mile Daytona Speedway/Infield Course |
| 1980 | Patrick Pons | | Yamaha | Formula 1 | 3.87 mile Daytona Speedway/Infield Course |
| 1979 | Dale Singleton | | Yamaha | Formula 1 | 3.87 mile Daytona Speedway/Infield Course |
| 1978 | Kenny Roberts | | Yamaha | Formula 1 | 3.87 mile Daytona Speedway/Infield Course |
| 1977 | Steve Baker | | Yamaha | Formula 1 | 3.87 mile Daytona Speedway/Infield Course |
| 1976 | Johnny Cecotto | | Yamaha | -- | 3.87 mile Daytona Speedway/Infield Course |
| 1975 | Gene Romero | | Yamaha | -- | 3.84 mile Daytona Speedway/Infield Course |
| 1974 | Giacomo Agostini | | Yamaha | -- | 3.84 mile Daytona Speedway/Infield Course |
| 1973 | Jarno Saarinen | | Yamaha | -- | 3.84 mile Daytona Speedway/Infield Course |
| 1972 | Don Emde | | Yamaha | -- | 3.81 mile Daytona Speedway/Infield Course |
| 1971 | Dick Mann | | BSA | -- | 3.81 mile Daytona Speedway/Infield Course |
| 1970 | Dick Mann | | Honda | -- | 3.81 mile Daytona Speedway/Infield Course |
| 1969 | Cal Rayborn | | Harley-Davidson | -- | 3.81 mile Daytona Speedway/Infield Course |
| 1968 | Cal Rayborn | | Harley-Davidson | -- | 3.81 mile Daytona Speedway/Infield Course |
| 1967 | Gary Nixon | | Triumph | -- | 3.81 mile Daytona Speedway/Infield Course |
| 1966 | Buddy Elmore | | Triumph | -- | 3.81 mile Daytona Speedway/Infield Course |
| 1965 | Roger Reiman | | Harley-Davidson | -- | 3.81 mile Daytona Speedway/Infield Course |
| 1964 | Roger Reiman | | Harley-Davidson | -- | 3.81 mile Daytona Speedway/Infield Course |
| 1963 | Ralph White | | Harley-Davidson | -- | 2 mile Daytona Speedway/Infield Course |
| 1962 | Don Burnett | | Triumph | -- | 2 mile Daytona Speedway/Infield Course |
| 1961 | Roger Reiman | | Harley-Davidson | -- | 2 mile Daytona Speedway/Infield Course |
| 1960 | Brad Andres | | Harley-Davidson | -- | 4.1 mile Daytona Beach Course |
| 1959 | Brad Andres | | Harley-Davidson | -- | 4.1 mile Daytona Beach Course |
| 1958 | Joe Leonard | | Harley-Davidson | -- | 4.1 mile Daytona Beach Course |
| 1957 | Joe Leonard | | Harley-Davidson | -- | 4.1 mile Daytona Beach Course |
| 1956 | John Gibson | | Harley-Davidson | -- | 4.1 mile Daytona Beach Course |
| 1955 | Brad Andres | | Harley-Davidson | -- | 4.1 mile Daytona Beach Course |
| 1954 | Bobby Hill | | BSA | -- | 4.1 mile Daytona Beach Course |
| 1953 | Paul Goldsmith | | Harley-Davidson | -- | 4.1 mile Daytona Beach Course |
| 1952 | Dick Klamfoth | | Norton | -- | 4.1 mile Daytona Beach Course |
| 1951 | Dick Klamfoth | | Norton | -- | 4.1 mile Daytona Beach Course |
| 1950 | Billy Mathews | | Norton | -- | 4.1 mile Daytona Beach Course |
| 1949 | Dick Klamfoth | | Norton | -- | 4.1 mile Daytona Beach Course |
| 1948 | Floyd Emde | | Indian | -- | 4.1 mile Daytona Beach Course |
| 1947 | John Spiegelhoff | | Indian | -- | 3.2 mile Daytona Beach Course |
| 1941 | Billy Mathews | | Norton | -- | 3.2 mile Daytona Beach Course |
| 1940 | Babe Tancrede | | Harley-Davidson | -- | 3.2 mile Daytona Beach Course |
| 1939 | Ben Campanale | | Harley-Davidson | -- | 3.2 mile Daytona Beach Course |
| 1938 | Ben Campanale | | Harley-Davidson | -- | 3.2 mile Daytona Beach Course |
| 1937 | Ed Kretz | | Indian | -- | 3.2 mile Daytona Beach Course |