| Year | District Champion | Sectional | State | Regionals | World Series | ||
| 2007 | Limestone | Record 1-2 | |||||
| 2006 | Limestone | ||||||
| 2005 | Limestone | Limestone | 3rd | ||||
| 2005 | Limestone | Limestone | Limestone | 2nd | |||
| 2004 | BB-American | BB-American | 2nd | ||||
| 2003 | BB-American | Record 1-2 | |||||
| 2002 | BB-American | BB-American | BB-American | Record 2-2 | |||
| 2001 | Watseka | Record 0-2 | |||||
| 2000 | BB-American | BB-American | 2nd | ||||
| 1999 | BB-National | Record 0-2 | |||||
| 1998 | BB-National | Record 0-2 | |||||
| 1997 | BB-American | 2nd | |||||
| 1996 | Aroma Park | Record 1-2 | |||||
| 1995 | Aroma Park | Aroma Park | Aroma Park | Record 1-2 | |||
| 1994 | BB-American | BB-American | 3rd | ||||
| 1993 | BB-National | 2nd | |||||
| 1992 | BB-American | BB-American | 2nd | ||||
| 1991 | Kankakee Jaycee's | Kankakkee Jaycee's | 3rd | ||||
| 1990 | BB-National | BB-National | 2nd | ||||
| 1989 | BB-National | Record 0-2 | |||||
| 1988 | Kankakee Lions | Record 1-2 | |||||
| 1987 | BB-American | 2nd | |||||
| 1986 | BB-American | BB | 2nd | ||||
| 1985 | BB-National | Record 1-2 | |||||
| 1984 | BB-National | Record 1-2 | |||||
| 1983 | Bradley-Bourbonnais | BB | 2nd | ||||
| 1982 | Kankakkee Jaycee's | Record 0-2 | |||||
| 1981 | Bradley-Bourbonnais | BB | 2nd | ||||
| 1980 | Watseka | Record 0-1 | |||||
| 1979 | Bradley-Bourbonnais | Record 1-1 | |||||
| 1978 | Bradley-Bourbonnais | BB | 2nd | ||||
| 1977 | Kankakee Lions | Record 0-1 | |||||
| 1976 | Braidwood | Record 0-1 | |||||
| 1975 | Kankakee Lions | Kankekee Lions | Placed | ||||
| 1974 | Bradley-Bourbonnais | BB | 2nd | ||||
| 1973 | Kankakkee Jaycee's | Kankakkee Jaycee's | Record 0-1 | ||||
| 1972 | Bradley-Bourbonnais | BB | 2nd | ||||
| 1971 | Kankakee Jaycee's | Kankakkee Jaycee's | Jaycee's | ||||
| 1970 | Bonfield-Limestone | Record 0-1 | |||||
| 1969 | Kankekee Lions | Kankekee Lions | 2nd | ||||
| 1967 | Kankakee Lions | Kankekee Lions | 2nd | ||||
| 1966 | Kankakee Jaycee's | Jaycee's | Jaycee's | Jaycee's | Played | ||
| 1962 | Kankakee Jaycee's | Jaycee's | Jaycee's | Jaycee's | Played | ||
| 1958 | Kankakee Jaycee's | Jaycee's | Jaycee's | Jaycee's | 2nd in WS | ||
| 1950 | Kankakee Jaycee's | Jaycee's | Jaycee's | Jaycee's | Played | ||