Chicagoland

Chicagoland is an eight-part documentary series that offers an unfiltered, vérité-style look into the complex social, political, and educational dynamics of one of America’s most iconic cities. Filmed during a critical moment in Chicago’s modern history, the series follows Mayor Rahm Emanuel, local leaders, and everyday citizens as they confront the city’s most urgent challenges — from gun violence and public school closures to economic inequality and police-community tensions.

Created by Robert Redford and the team behind Brick City, Chicagoland captures the high-stakes balancing act of governing a diverse, divided metropolis, while also highlighting the determination, resilience, and activism of its people. The result is a raw and compelling portrait of a city in flux — and a nation grappling with the same issues on a broader scale.

Where to Watch Chicagoland

1 Season

  • Season 1
    Season 11 Episode
  • Mark KonkolNarrator / Writer / Producer
  • Billy DecSelf
  • Rahm EmanuelSelf - Mayor of Chicago
  • Alice ThomasSelf - Ariana's Mother
  • Joseph McDermottSelf - Organizer, Chicago Teachers Union
  • Garry McCarthySelf - Police Superintendent
  • Elizabeth DozierSelf - Principal, Fenger High School
  • Eric ZornSelf - Columnist, Chicago Tribune
  • Karen LewisSelf - President, Chicago Teachers Union
  • Neil SteinbergSelf - Columnist, Chicago Sun-Times
  • Barbara Byrd-BennettSelf - CEO, Chicago Public Schools
  • Keith ConnorSelf - Dean, Fenger High School
  • Asean JohnsonSelf - Third Grader
  • Robert SpicerSelf - Dean, Fenger High School
  • Shelton WoolridgeSelf - Senior, Fenger High School
  • Sean YoungC Red
  • Mark BenjaminDirector / Executive Producer / Cinematographer
  • Marc LevinDirector / Executive Producer / Written & Created By
  • Nicholas BurnettConsulting Producer
  • Craig J. HarrisProducer

 

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