2010 Tim Johnson, Joliet  
2009 Mike Peura, Yorkville  
2008 Belleville Parks & Recreation  
2006 Harlem Sports Complex, Machesney Park  
2004 Crystal Lake Park District  
2000 Byron Sports Complex  
1999 Illinois Softball Report  
1998 Dekalb Park District  
1997 Frankfort Square Park District Rockford Area Hotel Motel Association
1996 Rockford Area Convention & Visitor's Bureau  
1995 Sarah Armantrout, Dudley Sports Turner's Club, Aurora
1994 Alpha Park, Bartonville  
1993 Ace of Diamonds, Rockford Plainfield Park District
1992 Freeport Park District Joliet Park District
1991 Allen Spratt Memorial Park, Seward Charleston Park District
  Elgin Parks & Recreation City of Evansville
1990 Citizen's Park, Belleville Country Club Hills Park District
  Oak Lawn Park District  
1988 Snider Field, Belvidere Stone City VFW, Joliet
1987 Forest Hills Diamonds, Rockford Sportscore, Rockford