| 2002 | COOLEY SMITH | NORTH VERNON | SHARON PACALA | WORTHINGTON |
| 2001 | DAN MAYS | GREENWOOD | DORTHY PITTMAN | EDINBURG |
| 2000 | GARRY SCHULTZ | BRAZIL | DORTHY PITTMAN | EDINBURG |
| 1999 | DAN MAYS | INDIANAPOLIS | DORTHY PITTMAN | EDINBURG |
| 1998 | DAN MAYS | INDIANAPOLIS | DORTHY PITTMAN | EDINBURG |
| 1997 | DAN MAYS | INDIANAPOLIS | SHARON PACALA | WORTHINGTON |
| 1996 | DAN MAYS | INDIANAPOLIS | DORTHY PITTMAN | EDINBURG |
| 1995 | JIM MOORE | BLOOMINGTON | SHARON PACALA | WORTHINGTON |
| 1994 | JIM MOORE | BLOOMINGTON | SHARON PACALA | WORTHINGTON |
| 1993 | JERRY WALKER | BLOOMINGTON | SHARON PACALA | WORTHINGTON |
| 1992 | JERRY WALKER | BLOOMINGTON | GERRI BASINGER | BEDFORD |
| 1991 | JERRY WALKER | BLOOMINGTON | GERRI BASINGER | BEDFORD |
| 1990 | CHARLES GROTHE | INDIANAPOLIS | VI RUST | TELL CITY |
| 1989 | CHARLES GROTHE | INDIANAPOLIS | VI RUST | TELL CITY |
| 1988 | CHARLES GROTHE & CHARLES ANDERSON | INDIANAPOLIS - MARTINSVILLE | SUE SNYDER | GRANDVIEW |
| 1987 | RONALD CAUBLE | ORLEANS | SUE SNYDER | GRANDVIEW |
| 1986 | JERRY MILLS | INDIANAPOLIS | SUE SNYDER | GRANDVIEW |
| 1985 | JERRY MILLS | INDIANAPOLIS | HARRIET FIGG | ELLETTSVILLE |
| 1984 | JERRY MILLS | INDIANAPOLIS | FLO HUFFMAN | INDIANAPOLIS |
| 1983 | JERRY MILLS | INDIANAPOLIS | MARGE SNAPP | PARAGON |
| 1982 | JIM FERGUSON | BLOOMFIELD | PHYLLIS ANDERSON | MARTINSVILLE |
| 1981 | FRANK BAXTER | TIPTON | MARGE SNAPP | PARAGON |
| 1980 | JIM FERGUSON | BLOOMFIELD | MARGE SNAPP | PARAGON |
| 1979 | CHARLES ANDERSON | MARTINSVILLE | FLO HUFFMAN | INDIANAPOLIS |
| 1978 | JIM FERGUSON | BLOOMFIELD | PAM TOWNSEND | PARAGON |
| 1977 | JIM FERGUSON | BLOOMFIELD | BETTY ANDERSON | MARTINSVILLE |
| 1976 | CLARENCE BELLMAN | BREMAN | LOLA CUMMINGS | GOSPORT |
| 1975 | JIM FERGUSON | BLOOMFIELD | PAM TOWNSEND | PARAGON |
| 1974 | JACK BRIGGS | INDIANAPOLIS | BETTY ANDERSON | MARTINSVILLE |
| 1973 | RONALD CAUBLE | PAOLI | BETTY ANDERSON | MARTINSVILLE |
| 1972 | ARLO HARRIS | SPEEDWAY | PHYLLIS ANDERSON | MARTINSVILLE |
| 1971 | RUSSELL DeHART | GREENWOOD | PHYLLIS ANDERSON | MARTINSVILLE |
| 1970 | ARLO HARRIS | SPEEDWAY |
| 1969 | OLAND CHUMBLY | FRANKLIN |
| 1968 | WILBUR KELSO | LOOGOOTEE |
| 1967 | JOHN STIMAC | TERRE HAUTE |
| 1966 | JOHN STIMAC | TERRE HAUTE |
| 1965 | JOHN STIMAC | TERRE HAUTE |
| 1964 | ARLO HARRIS | INDIANAPOLIS |
| 1963 | OLIN SEALS | VINCENNES |
| 1962 | WILLIAM NEILSON | DUGGER |
| 1961 | WILLIAM NEILSON | DUGGER |
| 1960 | GENE BRUMFIELD | MARKLEVILLE |
| 1959 | GENE BRUMFIELD | MARKLEVILLE |
| 1958 | ARLO HARRIS | INDIANAPOLIS |
| 1957 | CURTIS DAY | FRANKFORT |
| 1956 | ED SHARP | MULBERRY |
| 1955 | PEYTON PRINTZ | INDIANAPOLIS |
| 1954 | JOHN STIMAC | TERRE HAUTE |
| 1953 | ED JEFFERS | HYMERA |
| 1952 | ARLO HARRIS | INDIANAPOLIS |
| 1951 | ORVILLE HARRIS | INDIANAPOLIS |
| 1950 | ARLO HARRIS | INDIANAPOLIS |