Teyonah Parris

Lysistrata

Nick Cannon

Demetrius 'Chi-Raq' Dupree

Wesley Snipes

Sean 'Cyclops' Andrews

Angela Bassett

Miss Helen Worthy

Samuel L. Jackson

Dolmedes

John Cusack

Fr. Mike Corridan

Jennifer Hudson

Irene

David Patrick Kelly

General King Kong

D.B. Sweeney

Mayor McCloud

Dave Chappelle

Morris

Steve Harris

Ole Duke

Harry Lennix

Commissioner Blades

Anya Engel-Adams

Rasheeda

Ebony Joy

Marcy

Erin Allen Kane

Tee-Tee

Michelle Mitchenor

Indigo

La La Anthony

Hecuba

Val Warner

Electra Johnson

Sarunas J. Jackson

Big Mike

Corey Hendrix

Jah

William Gines

Armonty

Chantley Lorraine Ward

Candy

M.J. Carey

Sergeant Toney

Jackie Taylor

Olympia

Anthony Chisholm

Mr. Doctor Aesop

Darren Jones

Pindar

Wade Forrest Wilson

Oedipus

Erica Faye Watson

Sugar Pie

Isiah Whitlock Jr.

Bacchos

Vic Mensa

T-Money

Natasha Forouzannia

Michelle

Duane Sharp

Joe the Supervisor

T'Keyah Crystal Keymáh

Lorde

Al Palagonia

Private Wilbur

Celeste M Cooper

Barbara

Ilfenesh Hadera

Chifon

Rinska Carrasco

Dancer

Patricia Urbonas Clark

Secretary to Mayor McCloud

Michelle Shelton Huff

Channel 7 News Reporter

John Westford Jr.

J Dog Englewood

Eric Ian

Grey

Alex Zelenka

Chicago Cop

Brandon Bowens

Police Officer

Curtis Gordon

Chicago Cop

Jay Washington

Besomighty

Jermaine Mctizic

National Guard

Aj Brander

Chicago police officer

Matthew Salter

Riot Police Officer / Bartender (uncredited)

Thomas Jefferson Byrd

Apollo

Roger Guenveur Smith

Red, White, and Blue Insurance Salesman

Snoop

Dania