Miles Ahead

Don Cheadle

Miles Davis

Ewan McGregor

Dave Braden

Emayatzy Corinealdi

Frances Taylor

Michael Stuhlbarg

Harper Hamilton

LaKeith Stanfield

Junior

Austin Lyon

Justin

Leticia Martinez

Boxing Spectator

Morgan Wolk

Erica

Jeffrey Grover

Gil Evans

Philip Krinsky

Bicyclist

Chris Hahn

Ralph

Nina Smilow

Tami

Antonio Sánchez

Live Concert Band

John E. Brownlee

Boxing Cornerman (uncredited)

Gary Clark Jr.

Live Concert Band

Herbie Hancock

Live Concert Band

Esperanza Spalding

Live Concert Band

Robert Glasper

Live Concert Band

Wayne Shorter

Live Concert Band

Brian Bowman

Walter

Christina Marie Karis

Janice

Brent Vimtrup

Dieter

Michael Bath

Bartender

Reginald Willis

Manager

Montez Jenkins

Busboy

Chris Grays

Buddy

Amber Hawkins

Ava

Mariah Means

Nora

Ken Early

George

Jeremy Dubin

Ken

Shyra Thomas

George's Secretary

Brian Phillips

Theo / Engineer

Marissa Ford

Irene

Courtis Fuller

Harold

Drew Lachey

Choreographer

Chris Bortz

Doorman

Theron Brown

Piano Player

Mark Turkeltaub

Cop #1

Brian Cashwell

Producer

Paul Chambers

Bass Player

Ernie Royal

Trumpet Player