| SULLIVAN TOURNAMENT HISTORY |
| SECTIONALS (25) |
| YEAR | WINNER | SITE OR HOST | CLASS |
| 1921 | Sullivan | Sullivan | |
| 1923 | Sullivan | Sullivan | |
| 1924 | Sullivan | Sullivan | |
| 1925 | Sullivan | Sullivan | |
| 1933 | Sullivan | Sullivan | |
| 1935 | Sullivan | Sullivan | |
| 1939 | Sullivan | Sullivan | |
| 1942 | Sullivan | Sullivan | |
| 1943 | Sullivan | Sullivan | |
| 1944 | Sullivan | Sullivan | |
| 1945 | Sullivan | Sullivan | |
| 1946 | Sullivan | Sullivan | |
| 1950 | Sullivan | Sullivan | |
| 1953 | Sullivan | Sullivan | |
| 1957 | Sullivan | Sullivan | |
| 1959 | Sullivan | Sullivan | |
| 1963 | Sullivan | Sullivan | |
| 1965 | Sullivan | Sullivan | |
| 1987 | Sullivan | Clay City | |
| 1991 | Sullivan | Clay City | |
| 1998 | Sullivan | West Vigo | 3A |
| 1999 | Sullivan | Edgewood | 3A |
| 2000 | Sullivan | Greencastle | 3A |
| 2001 | Sullivan | Sullivan | 3A |
| 2003 | Sullivan | Washington | 3A |
| REGIONALS (4) |
| 1923 | Sullivan | Indiana University | |
| 1998 | Sullivan | Franklin | 3A |
| 1999 | Sullivan | Columbus North | 3A |
| 2001 | Sullivan | Lebanon | 3A |