1986

Decatur MacArthur HS Jazz Ensemble, Jim Culbertson

1987

Buffalo Grove HS Jazz Band, Ed Jacobi

Eisenhower JHS Jazz Band, Darien, Jon Larson

1988

New Trier HS Jazz Ensemble, James Warrick

Gemini JHS Jazz Band - Niles, Brian Logan

1989

Lincoln HS Jazz Band - E. St. Louis, Ronald Carter

Cooper JHS Jazz Band - Buffalo Grove, Jack Majure

1990

Decatur MacArthur HS Jazz Ensemble, Jim Culbertson

Brooks JHS Jazz Band - Harvey, John Weber

1991

Decatur MacArthur HS Jazz Ensemble, Jim Culbertson

Gemini JHS Jazz Band - Niles, Robert Rzeszutko

1992

Decatur MacArthur HS Jazz Ensemble, Jim Culbertson

Gemini JHS Jazz Band - Niles, Robert Rzeszutko

1993

Libertyville HS Jazz Ensemble - Don Shupe

Gemini JHS Jazz Band - Niles, Robert Rzeszutko

1994

Decatur MacArthur HS Jazz Ensemble, Jim Culbertson

Gemini JHS Jazz Band - Niles, Robert Rzeszutko

1995

Decatur MacArthur HS Jazz Ensemble, Jim Culbertson

Woodrow Wilson Middle School Jazz Ensemble - Terre Haute (IN), David Nearpass

1996

Warren Township High School Jazz Ensemble, Tom Beckwith

Woodrow Wilson Middle School Jazz Ensemble -Terre Haute (IN), David Nearpass

1997

Decatur MacArthur HS Jazz Ensemble, Jim Culbertson

Lincoln Middle School Jazz Band - Park Ridge, Brian Jacobi

1998

Decatur MacArthur HS Jazz Ensemble, Jim Culbertson

Cooper Middle School - Buffalo Grove, Jack Majure

1999

Decatur MacArthur HS Jazz Ensemble, Jim Culbertson

Aldrich Middle School Jazz Band, Chris Behrens

2000

Decatur MacArthur HS Jazz Ensemble, Jim Culbertson

Gemini JHS Jazz Band- Niles, Steve Edsey

2001

Wheeling HS Jazz Ensemble, Brian Logan

2002

Eau Clare Memorial HS

Cooper Middle School - Buffalo Grove

2003

John Hersey HS - Arlington Hts

Thomas Middle School - Arlington Hts

2004

Decatur MacArthur HS- Decatur

Cooper Middle School - Buffalo Grove

2005

John Hersey HS I - Arlington Hts