| Year |
Champion |
Runner-Up |
MVP |
| 1933 |
Cuyler’s Missions, Chicago, IL |
Cinderella Florists, Chicago, IL |
N/A |
| 1964 |
Bobcats, Chicago, IL |
Ken Allen Company, Chicago, IL |
N/A |
| 1965 |
E. Miller Ins./Bobcats, Chicago, IL |
Ken Allen Company, Chicago, IL |
N/A |
| 1966 |
Sobies, Chicago, IL |
Bobcats, Chicago, IL |
Ed Surma, Sobies (21-24, .875) |
| 1967 |
Sobies, Chicago, IL |
Miller-Zolna’s, Chicago, IL |
Lynwood Earl Creech, Ritz Restaurant |
| 1968 |
Sobies, Chicago, IL |
Bobcats, Chicago, IL |
Henry Currie Jr., Kuppenheimer Clothes |
| 1969 |
Dr. Carlucci’s Bobcats, Fox Lake, IL |
Sobies, Chicago, IL |
Eddie Zolna, Dr. Carlucci’s Bobcats |
| 1970 |
Dr. Carlucci’s Bobcats, Fox Lake, IL |
Dwarf’s, Chicago |
Jake Jacobi, Dr. Carlucci’s Bobcats |
| 1971 |
Dr. Carlucci’s Bobcats, Fox Lake, IL |
Sobies, Chicago, IL |
Eddie Zolna, Dr. Carlucci’s Bobcats |
| 1972 |
Dr. Carlucci’s Bobcats, Fox Lake, IL |
American Rivet, Chicago, IL |
Frank Lentine, Dr. Carlucci’s Bobcats |
| 1973 |
Bobcats, Chicago, IL |
Kerr Sporting Goods, Phoenix, AZ |
1st MVP – Eddie Zolna, Dr. Carlucci’s Bobcats, 2nd MVP – Sal Martinez, Kerr Sporting Goods |
| 1974 |
Strikers, Chicago, IL (181-12) |
Danan’s Inn, Pell Lake, WI |
Len West, Strikers |
| 1975 |
Josef’s Restaurant, Chicago’s |
Danan’s Inn, Pell Lake, WI |
Mike Marchinski, Josef’s Restaurant |
| 1976 |
Republican Bank Bobcats, Chicago, IL |
Amalga Monsters, Chicago, IL |
Willie Simpson, Republican Bank Bobcats |
| 1977 |
Bobcats, Chicago, IL |
American Rivet, Chicago, IL |
Willie Simpson, Bobcats |
| 1978 |
Bobcats, Chicago, IL |
Big Banjo Sports Pub, Wheaton, IL |
Larry Kelly, Bobcats |
| 1979 |
Bobcats, Chicago, IL |
Monsters, Chicago, IL |
Ron Olesiak, Bobcats |
| 1980 |
Har-Crest Whips, Chicago, IL |
Monsters, Chicago, IL |
Mike Glab, Muskets |
| 1981 |
Budweiser Whips, Chicago, IL |
C&K Old Style Bobcats, Harvey, IL |
Jerry Kelleher, Budweiser Whips |
| 1982 |
Park Avenue Spats, Chicago, IL |
Motherlode Runts, Des Plaines, IL |
Jim Fanta, Park Avenue Spats |
| 1983 |
Budweiser Whips, Chicago, IL (113-8) |
Stray Cats, Hanover Park, IL |
Jack Kelly, Budweiser Whips |
| 1984 |
Budweiser Whips, Chicago, IL |
Safari Tigers, Chicago, IL |
Jack Kelly, Budweiser Whips |
| 1985 |
Touch, Chicago, IL |
Safari Tigers, Chicago, IL |
Randy Lee, Safari Tigers |
| 1986 |
Ducks, Oak Lawn, IL |
Coopers Sporting Goods, Meadows, IL |
Tom Czarnick, Coopers Sporting Goods |
| 1987 |
Sports Station, Blue Island, IL |
Whips, Chicago, IL |
Larry Kelly, Sports Station |
| 1988 |
Whips, Chicago, IL |
Auto Mart, Mount Prospect, IL |
Mark Wilson, Whips |
| 1989 |
Whips, Chicago, IL |
Bud North, Mount Prospect, IL |
Wally Filkins, Whips |
| 1990 |
Pete’s Hidaway Whips, Chicago, IL |
Splinter’s Sports Club, Mount Prospect, IL |
Jack Kelly, Pete’s Hidaway Whips |
| 1991 |
Splinter’s Sports Club, Mount Prospect, IL |
Lettuce Entertain You, Chicago, IL |
Tom Czarnick, Splinter’s Sports Club |
| 1992 |
Lettuce, Chicago, IL |
March Manufacturing, Mount Prospect, IL |
Matt Biondic, Lettuce |
| 1993 |
Lettuce, Chicago, IL |
March Manufacturing, Mount Prospect, IL |
Frank Mustari, Lettuce |
| 1994 |
Hollywood Casino, Mount Prospect, IL |
Prime Time, Mount Prospect, IL |
Dello Bianchini, Hollywood Casino |
| 1995 |
Carpet Country, Marshalltown, IA |
Life-Prime Time, Hodgkins, IL |
Brad Van Meter and Rick Barnes, Carpet Country (Co-MVPs) |
| 1996 |
Lettuce, Chicago, IL |
Splinters Sports, Hodgkins, IL |
Tom Czarnick, Lettuce |
| 1997 |
Miller Lite-Splinters, Hodgkins, IL |
Lettuce, Chicago, IL |
Rich Vila and Keith Filkins, Miller Lite-Splinters (Co-MVP’s) |
| 1998 |
Lettuce, Chicago, IL |
Miller 45’s, Mount Prospect, IL |
N/A |
| 1999 |
Puglise Softball, Riverside, IL |
Lettuce, Chicago, IL |
David Bischoff and Keith Filkins, Puglise Softball (Co-MVP’s) |
| 2000 |
Licorice, Mount Prospect, IL |
Bucks Softball, Mount Prospect, IL |
Randy Russ, Licorice |
| 2001 |
Miller 45’s, Mount Prospect, IL |
Bucks Softball, Mount Prospect, IL |
N/A |
| 2002 |
Licorice, Mount Prospect, IL |
Stover Softball, West Des Moines, IA |
Randy Russ, Licorice |
| 2003 |
Golden Tee 45’s, Mount Prospect, IL |
Stover Softball, West Des Moines, IA |
Mark Holstein, Golden Tee 45’s |
| 2004 |
Miller 45’s, Mount Prospect, IL |
Flash, Des Plains, IL |
Jeff Berger, Miller 45’s |
| 2005 |
Miller 45’s, Mount Prospect, IL (86-5) |
Bucketheads, Mount Prospect, IL |
Rick Gancarz and Jim Matlock, Miller 45’s (Co-MVP’s) |
| 2006 |
Miller 45’s, Mount Prospect, IL |
Maxim, Chicago, IL |
Mark Holstein and Larry Downes, Miller 45’s (Co-MVP’s) |
| 2007 |
Miller 45’s, Mount Prospect, IL |
Stover Softball, West Des Moines, IA |
None selected (Keith Filkens, Miller 45s, batting leader) |
| 2008 |
Flashback, Mount Prospect, IL |
Stover Softball, West Des Moines, IA |
Ralph Lawrence, Flashback |
| 2009 |
Flashback, Mount Prospect, IL |
Jynx, Chicago, IL |
Randy Russ, Flashback |
| 2010 |
Windy City Softball, Franklin Park, IL |
Flashback, Mount Prospect, IL |
Pat Caputo, Windy City Softball |
| 2011 |
Tides, Marshalltown, IA |
Cover, Urbandale, IA |
N/A |
| 2012 |
OBI, Chicago, IL |
Roadrunners, Rolling Meadows, IL |
John Ryan, OBI |
| 2013 |
OBI, Chicago, IL |
Roadrunners, Rolling Meadows, IL |
John Ryan, OBI |
| 2014 |
OBI, Chicago, IL |
Impact, Mount Prospect, IL |
N/A |
| 2015 |
Solutions, Chicago, IL |
N/A |
N/A |
| 2016 |
Solutions, Chicago, IL |
N/A |
N/A |
| 2017 |
Solutions, Chicago, IL |
N/A |
N/A |
| 2018 |
Solutions, Chicago, IL |
Trash, Chicago, IL |
Levar Brown, Solutions |
| 2019 |
Solutions, Chicago, IL |
N/A |
N/A |
| 2020 |
Pharaohs, Chicago, IL |
Moist, Chicago, IL |
Curtis King and Shavantae Samuels, Pharaohs |
| 2021 |
N/A |
N/A |
N/A |