Lysistrata

Teyonah Parris

Demetrius 'Chi-Raq' Dupree

Nick Cannon

Sean 'Cyclops' Andrews

Wesley Snipes

Irene

Jennifer Hudson

Miss Helen Worthy

Angela Bassett

Ole Duke

Steve Harris

Dolmedes

Samuel L. Jackson

Commissioner Blades

Harry Lennix

Fr. Mike Corridan

John Cusack

Mayor McCloud

D.B. Sweeney

General King Kong

David Patrick Kelly

Mayor McCloud

D. B. Sweeney

Morris

Dave Chappelle

Rasheeda

Anya Engel-Adams

Hecuba

La La Anthony

Marcy

Ebony Joy

Indigo

Michelle Mitchenor

Tee-Tee

Erin Allen Kane

Armonty

William Gines

Big Mike

Sarunas Jackson

Dania

Felicia Pearson

Mr. Doctor Aesop

Anthony Chisholm

Electra Johnson

Val Warner

Tereus

George Willborn

Big Mike

Sarunas J. Jackson

Jah

Corey Hendrix

Apollo

Thomas Jefferson Byrd

Cairo

Quincy Griffin

Candy

Chantley Lorraine Ward

Sergeant Toney

M.J. Carey

Private Alto

Samuel Robinson

Chief Riptide

Anthony Fitzpatrick

Olympia

Jackie Taylor

Althea

Gina Breedlove

Pindar

Darren Jones

Ajani

Lamar Greer

Oedipus

Wade Forrest Wilson

Sugar Pie

Erica Faye Watson

Big Thelma

Tish Hyman

Bacchos

Isiah Whitlock Jr.

T-Money

Vic Mensa

Michelle

Natasha Forouzannia

Joe the Supervisor

Duane Sharp

Pretty Pink

Sammy Joe Temple

Fifi

Emily Boakye Agyemang

Divine

Lena Owens

Spinna

Eric Wilkins

Lorde

T'Keyah Crystal Keymáh

Kenya

Yaneisha Franklin

Lucy

Tiffany Laos

Blue Monday

Dusan Sanford

Private Wilbur

Al Palagonia

Tiny Tony

Willie Middleton

Barbara

Celeste M Cooper

Chifon

Ilfenesh Hadera

Dancer

Rinska Carrasco

Secretary to Mayor McCloud

Patricia Urbonas Clark

Channel 7 News Reporter

Michelle Shelton Huff

J Dog Englewood

John Westford Jr.

Grey

Eric Ian

Police Officer

Brandon Bowens

Chicago Cop

Curtis Gordon

Besomighty

Jay Washington

National Guardsman

Kevin Tillett

Riot Police Officer / Bartender (uncredited)

Matthew Salter

Police riot squad (uncredited)

Hans Dieter Wolff

Red, White, and Blue Insurance Salesman

Roger Guenveur Smith