* Last updated on March 29, 2021
| Year | Champion | Work Performed | Director |
|---|---|---|---|
| 1974 | Peoria (Richwoods) | Songs for Peace, Love, and Children | Patty Murphy |
| 1975 | Dolton (Thornridge) | Hour of Mystery: A Radio Show of the 1930's | Sara Sweeney |
| 1976 | Berwyn (Morton West) | Hooray for Hollywood | Pat Shanahan & Fred Meyer |
| 1977 | Tremont | Readers Theatre | L. Joanne Miller |
| 1978 | Oak Forest (H.S.) | Who Am I This Time? | Marilyn Menozzi |
| 1979 | South Holland (Thornwood) | Sweeney Agonistes | Joanne Evans |
| 1980 | Highland Park | Abelard and Heloise | Barbara Greener Patterson |
| 1981 | Harvey (Thornton) | Stagolee | Paul Swanson & Patricia Wozny |
| 1982 | Wheaton (Central) | The Hairy Man | Anne Marie Gerace & Paula Schimmels |
| 1983 | Harvey (Thornton) | The Patented Gate and the Mean Hamburger | Paul Swanstrom & Patricia Wozny |
| 1984 | Palos Heights (Shepard) | Stagolee | Chet Brown |
| 1985 | Carbondale | So You Want To Be a Teacher? | Karen S. Mitchell |
| 1986 | Pekin | Wings | Fred Vogt, Greg Lhamon & Kevin Spengel |
| 1987 | Chicago Hts. (Bloom) | The Adventures of Huckleberry Finn | John Reimler & Lisa Newkirk |
| 1988 | South Holland (Thornwood) | Jug of Silver | Cheryl Clinton, Karen Eldred & Patricia Wozny |
| 1989 | Peoria (Richwoods) | Death By Child Abuse...And No One Heard | Steve Peters |
| 1990 | Lansing (Thornton Fractional South) | Lost at C | Henry Hertz |
| 1991 | South Holland (Thornwood) | Children on Their Birthdays | Cheryl Clinton, Karen Eldred & Patricia Wozny |
| 1992 | Downers Grove (South) | The Secret Life of Walter Mitty | John Hires & Jan Heiteen |
| 1993 | South Holland (Thornwood) | Alice in Wonderland | Cheryl Clinton, Karen Eldred & Patricia Wozny |
| 1994 | Dolton (Thornridge) | The Colored Museum | Tim Sweeney & Karen Eldred |
| 1995 | South Holland (Thornwood) | Once on This Island | Cheryl Clinton & Darcelle Williams |
| 1996 | Flossmoor (Homewood-F.) | The Catcher in the Rye | Jill Bonavia |
| 1997 | Harvey (Thornton) | The Color Purple | Roberta James |
| 1998 | Lansing (Thornton Fractional South) | Wanda Hickey's Night Of Golden Memories | Henry Hertz & Ann Witting |
| 1999 | Lansing (Thornton Fractional South) | Alice in Wonderland | Henry Hertz & Ann Witting |
| 2000 | Flossmoor (Homewood-F.) | Great Expectations | Jill Bonavia-Galligani, Joyce Carr, & Don Calgaro |
| 2001 | Lansing (Thornton Fractional South) | A Midsummer Night's Dream | Henry Hertz, Ann Witting & Nikki Orich |
| 2002 | Lansing (Thornton Fractional South) | Peter Pan | Henry Hertz, Ann Witting & Nikki Orich |
| 2003 | Dolton (Thornridge) | The Gilded Six Bits | Timothy Sweeney, Bill Kirksey, Sara Sweeney, & Tom Paliga |
| 2004 | Oak Lawn (Community) | Protestants Cry, Too | Mark Donaway & Dennis Anastasopoulos |
| 2005 | Sterling (H.S.) | Pirates of the Caribbean | Jacob Wallingford & J. Mark Beaty |
| 2006 | South Holland (Thornwood) | Their Eyes Were Watching God | Cheryl Frazier & Darcelle Williams |
| 2007 | Flossmoor (Homewood-F.) | Lysistrata | Jill Bonavia-Galligani, Janine Stroemer, & Kevin Wall |
| 2008 | Oak Lawn (Community) | Me Talk Pretty One Day | T. J. Kahriman & Erika Buys |
| 2009 | South Holland (Thornwood) | The Bluest Eye | Cheryl Frazier & Lauren Wells |
| 2010 | Chicago Heights (Marian) | Protestants Cry, Too | Mark Donaway |
| 2011 | Oak Lawn (Community) | A Heartbreaking Work of Staggering Genius | Erika Buys & TJ Kahriman |
| 2012 | Chicago Heights (Marian) | The Prize Winner of Defiance, Ohio | Mark Donaway & Don Calgaro |
| 2013 | Burbank (Reavis) | The Fault in Our Stars | Carmel DeStefano & Dennis Anastasopoulos |
| 2014 | Oak Lawn (Community) | She Kills Monsters | T.J. Kahriman, Bob Beland |
| 2015 | Palatine (Fremd) | The Man Who Broke the Bank at Monte Carlo | Judy Klingner | 2016 | Oak Lawn (Community) | Ready Player One | T.J. Kahriman, Bob Beland |
| 2017 | Richton Park (Southland College Prep Charter) | Hidden Figures | Cheryl Frazier, Lauren Wells |
| 2018 | Flossmoor (Homewood-F.) | A Head Full of Dreams: The Life of John Merrick | Janine Stroemer |
| 2019 | Oak Lawn (Community) | How I Trumped Rudolph Steiner and Overcame the Tribulations of Illiteracy One Snickers Bar at a Time | Bob Beland, Mike Olsson |
| 2020 | Cancelled due to Covid-19 | ||
| 2021 | Oak Lawn (Community) | Solutions and Other Problems | Bob Beland, Mike Olsson |
| 2022 | Burbank (Reavis) |
Let’s Pretend This Never Happened |
Dennis Anastasopoulos, Dennis Brumirski |
| 2023 | Burbank (Reavis) |
Illegally Yours |
Dennis Anastasopoulos, Dennis Brumirski |