| 2008 |
Lighthouse Big Band
David "Fathead" Newman |
| 2007 |
Lighthouse Big Band
Tom "Bones" Malone |
| 2005 |
Rhythm City
Yellowjackets |
| 2004 |
Lynne Jordon & The Shivers
Poncho Sanchez |
| 2003 |
Jody Williams
Ellis Marsalis |
| 2002 |
Mississippi Heat
Kevin Eubanks |
| 2001 |
Phil Guy & The Chicago Machine
Arturo Sandoval |
| 2000 |
Lynne Jordon & The Shivers
Diane Schuur |
| 1999 |
Sam Lay Blues Band
Boots Randolph |
| 1998 |
Mid-West Coast Jazz Octet, Daryl Stuermer Band
Eddie Daniels with the Big Band Reunion |
| 1997 |
The Brown Sisters, Colby/Caruso
George Shearing |
| 1996 |
Third Coast String Quartet, Melvia "Chick" Rodgers
The World Famous Count Basie Orchestra |
| 1995 |
Funky Carnival with Janet Planet, Sonya Robinson
Clark Terry with the Art Hoyle Big Band in a "Tribute to Duke Ellington" |
| 1994 |
Janet Planet, Junior Wells
Maynard Ferguson and His Big Bop Nouveau Band |
| 1993 |
Black Jack Davey, Jimmy Rogers
Greater Milwaukee Youth Jazz Ensemble, Anita O'Day |
| 1992 |
Random Walk, John Harmon and Wolf River
Special EFX, Supersax |
| 1991 |
Masheen Co. Show, Richard Elliot
Tonight Show All-Stars w/Tommy Newsom, Ed Shaughnessy, Conte Candoli |
| 1990 |
Madguise, Andy Narell Group
"A Tribute to Goodman" w/Buddy Defranco, Terry Gibbs and Herb Ellis |
| 1989 |
Continental Army Show Band, Oceans
Ramsey Lewis Trio |
| 1988 |
River City Six, Willie Pickens Trio
Pacesetters Air Force Jazz Ensemble of the Midwest, Maynard Ferguson |
| 1987 |
Hot Jazz Vocalese Group, West End Jazz Band
U.S. Air Force Pacesetter Jazz Band, Stan Getz and his Quartet |
| 1986 |
Randy Sabien Quartet, Bobby Lewis and Ears
Brad Curran and Boobop, Woody Herman and his Thundering Herd |
| 1985 |
Bill Sargent's Trad-Jazz Rousers featuring Chuck Hedges, Bill Sargent's Swing Kings, 15-piece 4th Army Jazz Band, Jim Brandmeier Quartet, Sam Most, Buddy Defranco |
| 1984 |
Dod DeHaven Combo, Howard Levy Jazz & The Wisconsin Quartet
Artie Shaw Orchestra |
| 1983 |
The Air Force Jazz Band, Lovell Ives & The Wisconsin All-Stars
Eddie Russ & Friends, Stinky Waters Jazz Band, Freddie Hubbard, Dizzy Gillespie |
