Don Cheadle as Petey Greene

Chiwetel Ejiofor as Dewey Hughes

Bruce McFee as Prison Sign-In Guard

Mike Epps as Milo Hughes

Peter MacNeill as Warden Cecil Smithers

Adam Gaudreau as Escorting Guard

Taraji P. Henson as Vernell Watson

Cedric the Entertainer as 'Nighthawk' Bob Terry

Martin Sheen as E.G. Sonderling

J. Miles Dale as Program Director

Sean MacMahon as Ronnie Simmons

Richard Chevolleau as Poochie Braxton

Martin Randez as Hadley

Todd Schroeder as Guard Captain

Vondie Curtis-Hall as Sunny Jim Kelsey

Jeff Kassel as WOL P.A.

Alison Sealy-Smith as Freda

Johnie Chase as Bar Patron 1

Eugene Clark as Bar Patron 2

Benz Antoine as Bar Patron 3

Warren Alan Young as Bartender

Elle Downs as Peaches

Ngozi Paul as Susan

Malik McCall as Rioter

Matt Birman as Business Man

Herbert Rawlins as James Brown

Vicky Lambert as Backup Singer #1

Mantee Murphy as Backup Singer #2

Josh McLaughlin as TV News Anchor

Richard Fitzpatrick as Charles Sumner

Damir Andrei as Fred De Cordova

Jim Annan as Tonight Show P.A.

Donald James Malmberg as Johnny Carson

David Lawrence Brown as Jail Guard

Robert J. Tavenor as Engineer

Nadège August as Caller (voice) (uncredited)

Towanda Underdue as Charity Worker (uncredited)