Leonard Chess
Muddy Waters
Willie Dixon
Phil Chess
Ivy Mills
Revetta Chess
Elgin Evans (as Derrick Martin)
Little Walter
Andrew Tibbs
Malcolm Chisholm
Lonnie Johnson
Alan Freed
Marshall Chess (as Tendal Jaret Mann)
Bo Diddley
Little Johnson
Sheva Chess (as Lisa Goldstein)
Young Leonard Chess
Hank Lakin
Joe Chess
Jake (as J.D. Evermore)
Young Phil Chess
Tap Dancer
Black Guy
Bo Diddley's Manager
Missouri Sheriff
Security Guard
Jess
Stage Manager
Passerby
Frances
Terry Chess
Concert Fan
Core Swing Dancer
Toe Tapper (as Honesty Edwards)
Radio DJ
Swing Dancer
Willie Dixon's girlfriend
Concert Security Guard
Concert
Police Officer (as Brent Henry)
Concert Fan (as Madeline Gaudet)
Dancer
Diner Guest
Assistant Stage Manager
Chess Receptionist (as Naima Imani Lett)
Bar Owner
Petey
Jimmy Rogers
Mover
Doo Wop Singer
Mr. Fitzgerald
Waitress Deloris (as Heather Clark)
Chess Records Studio Engineer
Ethan
Dance Coordinator / Lead Dancer
Stage Hand (uncredited)
Dancer (uncredited)
Concert Fan (uncredited)
Security Guard (uncredited)
Auto Driver (uncredited)
Patron (uncredited)
Businessman (uncredited)
Gardener (uncredited)