Lysistrata
Demetrius 'Chi-Raq' Dupree
Sean 'Cyclops' Andrews
Miss Helen Worthy
Dolmedes
Fr. Mike Corridan
Irene
General King Kong
Mayor McCloud
Morris
Ole Duke
Commissioner Blades
Rasheeda
Marcy
Tee-Tee
Indigo
Hecuba
Electra Johnson
Big Mike
Jah
Armonty
Cairo
Candy
Sergeant Toney
Private Alto
Chief Riptide
Olympia
Althea
Mr. Doctor Aesop
Pindar
Tereus
Ajani
Oedipus
Sugar Pie
Big Thelma
Bacchos
T-Money
Michelle
Joe the Supervisor
Pretty Pink
Fifi
Divine
Spinna
Lorde
Kenya
Lucy
Blue Monday
Private Wilbur
Tiny Tony
Barbara
Chifon
Dancer
Secretary to Mayor McCloud
Channel 7 News Reporter
J Dog Englewood
Grey
Police Officer
Cafe Waiter
Chicago Cop
National Guard Singer / Dancer
Police officer
Besomighty
National Guard
Chicago police officer
National Guardsman
Riot Police Officer / Bartender (uncredited)
Police riot squad (uncredited)
Apollo
Red, White, and Blue Insurance Salesman
Dania