City Cast Chicago

Last week, the City Council voted to approve the sale of Chicago’s Parking meters to a New York-based investment firm. After months of back and forth, alders voted overwhelmingly in favor of the deal, arguing it means more revenue for Chicago over the remaining five decades. We are joined by contributors Brandon Pope and Jill Hopkins to break down the details. Plus, we’re taking a peek inside a COVID-era time capsule, previewing Día de Muertos celebrations at the National Museum of Mexican Art, and sharing the TV shows we can’t get enough of right now. 

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If you enjoyed this interview with Brooke Flanagan,  Executive Director of Steppenwolf Theatre, learn more here.

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Today we’re joined by Jessica Mordacq from Austin Weekly News/Forest Park Review and Block Club Chicago’s Patrick Filbin. We’re reacting to the Wieners Circle shading the mayor with their marquee, a new plan to close the life expectancy gap in Garfield Park, and the White Sox first playoff series win in 21 years! Plus, where to find Hebru Brantley’s Austin statue and Block Club Chicago’s weekend Block Party.

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As we enter the home stretch of 2026, we’ve got your guide for October. We’re talking Sox hats, budget battles, early voting, apple orchards, and tips for the Chicago Marathon. Plus, we need your help sourcing the best spots for Halloween costumes.

Good news: SAUCED Night Market 

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Chicago has over 70% more cycling accidents through September than this same period in 2021, including multiple fatal crashes involving speeding drivers. Contributors Yareni Murillo and Anna DeShawn are here to discuss what they believe must be done to stem these rising numbers. Plus, we are celebrating the newest inductees of Chicago’s LGBT Hall of Fame, and South Side Weekly’s Best of the South Side 2026. 

Good News:  Sunset Paddle

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It took Block Club Chicago’s investigative reporter Mick Dumke 11 months to get one page of records from ICE about the clash between its agents and protestors outside of the Broadview detention center last year. The response had no records or reports of arrests or use of force. It only contained the agency’s own account of what happened. Mick joins host Jacoby Cochran to talk all things Freedom of Information Act and why records eventually came out through a lawsuit instead. 

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Mayoral candidate Bill Quinlan’s lawsuit aims to block Illinois Secretary of State Alexi Giannoulias, U.S. Rep. Mike Quigley, and Cook County Treasurer Maria Pappas from seeking reelection in their offices while running for mayor. Interim executive producer Michelle Navarro and contributors Jill Hopkins and Yareni Murillo break down the details. Plus, City Council approves plans for the Ford City Mall site and what we are looking forward to this October. 

Good news: Lincoln Square Ravenswood Apple Fest 

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Little Village was once known as the city's largest Latino neighborhood, but a new report found Belmont Cragin now has the largest Latino population. Block Club reporter Francia Garcia Hernandez tells host Jacoby Cochran how this happened and how other Chicago neighborhoods are changing.

Good news: Hexe 

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The Art Institute of Chicago is returning a 113-year-old painting to the family of its original owner after an investigation revealed it was stolen and resold during Nazi occupation. We talk with contributor Leigh Giangreco and WTTW’s Joanna Hernandez about how Chicago’s world-class museums manage repatriation and allegations of stolen artifacts. Plus, a new report says younger Latinos are speaking less Spanish in the home, and we update our Beluga Watch 2026.

Good News:  Beverly Art Walk, Norwood Park Walking Tour 

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Contributors Anna DeShawn and Adora Namigadde join us with picks from the Chicago Underground and International Film Festivals. Plus, we discuss E3 Radio’s 12th annual Purple Tie Affair, the Chicago Sukkah Design Festival, and Good Neighbor Week 

Good News: Palestine Film Showcase

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Following a historic number of deaths in 2023, growing concerns over standards violations, and an investigation into ongoing unreporting, some Cook County Commissioners are calling for renewed independent oversight for the state’s largest county jail. Plus, Museum of Science and Industry announced multimillion-dollar renovations, Caleb Williams avoids serious injury, and it’s the first day of fall. 

Good News: Chicago Filipino American Theatre Festival

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