Wayne Bidwell Wheeler

Self

Peter Coyote

Self - Narrator

Pete Hamill

Self - Writer

Catherine Gilbert Murdock

Self - Historian

Michael Lerner

Self - Historian

Daniel Okrent

Self - Writer

Noah Feldman

Self - Legal Scholar

Jack Roche

Self - Resident of Chicago

William Leuchtenburg

Self - Historian

Patricia Clarkson

Self - Reader, Self - Eliza Hackett

John Lithgow

Self - Reader, Self - H.L. Mencken

Campbell Scott

Self - Reader

Sam Waterston

Self - Reader

Al Capone

Self

Johnny Torrio

Self

Mabel Willebrandt

Self

Charles Dion O'Bannion

Self

William Hale Thompson

Self