As the federal funding outlook for child care and educational programs looks more and more uncertain, we decided to visit the after-school program at Carole Robertson Center for Learning’s Albany Park site. As the center celebrates its 50th anniversary, host Jacoby Cochran and producer Michelle Navarro ask some of the kids in the program what they think Chicago adults should know, and they talk to staffers about why these programs are important.

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If your New Year’s goals involve being a better Chicagoan, then we think there are some things about the city you should know. That’s why we’re revisiting these essential Chicago rules from host Jacoby Cochran, Hey Chicago newsletter editor Emmi Mack, and social media manager Rick Homuth. This episode was first published Aug. 7, 2025 — and make sure you go back to part one.

Good News: Douglass Park Creative Space and Crate Town opening

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We’re back to catch up on some of the biggest stories around the city! The State & Lake CTA station officially closed Monday for a three-year renovation. Host Jacoby Cochran and executive producer Simone Alicea discuss what the $444 million project means for commutes and budgets. We also discuss the Bears’ playoff outlook and recap what happened with the city budget (spoiler: no veto, and no shutdown). Plus, we’ve got some New Year’s resolutions.

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Nobody understands a city’s pulse quite like a City Cast host — and that makes them the best predictors for 2026’s biggest local stories. City Cast Chicago host Jacoby Cochran joins CEO David Plotz and the other 12 hosts from across the network to talk about the big changes coming to our cities, from political shifts to data centers.

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Happy New Year! We’re getting 2026 started right with a guide to what’s happening in January, from how to celebrate Martin Luther King Day to how to make the most of Restaurant Week. Host Jacoby Cochran, executive producer Simone Alicea, and social media manager Rick Homuth are here with all the tips you need.

If you're new here, welcome! We’ve put together a starter pack for you, with episodes and articles to welcome you to the City Cast Chicago community.

For even more tips on how to make the most of December in Chicago, check out Hey Chicago’s take on what to do this month.

City Cast Chicago’s guide to December is made possible by our sponsor, Simply Eloped. City Cast Chicago is also powered by our members, who enjoy an ad-free version of the show. Find out more about how to become a member of City Cast Chicago.

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Holidays are a great time to catch up on movies, from summer blockbusters to nostalgic classics. Earlier this year, the City Cast Chicago team set a lofty goal: To put together a list of the best Chicago movies of all time. Host Jacoby Cochran, executive producer Simone Alicea, Hey Chicago newsletter editor Emmi Mack, and social media manager Rick Homuth came up with 12 films deserving of this honor.

The List:

This episode originally aired on July 17, 2025.

Good News: Lincoln Park Zoo lights, Brookfield Holiday Magic, Botanic Gardens Lightscape, Light of Christmas Drive thru at Sox Park

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As we look back on the year’s milestones, 2025 marks 25 years since Chicago Mayor Richard M. Daley unveiled the Plan for Transformation. It was a decade-long initiative that demolished Chicago’s public high-rises, overhauled the city's public housing system, and displaced thousands of Chicagoans. Author Natalie Moore and investigative reporter Mick Dumke have tracked the city’s claims about its overall success. We spoke to them earlier this summer about the plan’s legacy.

Good News: Elizabeth Catlett: “A Black Revolutionary Artist and All That It Implies” 

This episode originally aired on August 25, 2025. 

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Chicago’s airports are boasting another season of record travel. But what travelers really need to know is what to eat, where to find last-minute gifts, and general tips for navigating the busy travel season. That’s why host Jacoby Cochran is talking with Axios reporter Justin Kaufmann, who’s also been covering the massive renovations at O’Hare.

Good News: ChiTown Drive-In

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The Bears are making threats again — this time saying they’re considering a move to Northwest Indiana after they hit a wall trying to reduce their property tax burden in Arlington Heights. It’s just another chapter in the ongoing back-and-forth, but with other Chicago teams vying for new stadium projects, we’re wondering: Is there a better way to do this? Host Jacoby Cochran talks with the Chicago Architecture Center’s Michael Wood about a new possible way forward in municipal stadium development.

Vote City Cast Chicago as Best Podcast and Hey Chicago as Best Email Newsletter in the Reader’s Best of 2025!

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After leaving Chicago a few weeks ago, Border Patrol Cmdr. Gregory Bovino has returned with about 200 federal agents and camera equipment. We are joined by the Tribune’s Laura Rodriguez Presa who has been following this terror campaign since the beginning. Plus, Chalkbeat Chicago’s Samantha Smylie is here to discuss forthcoming school board elections, the search for the next CPS CEO, and a South Side production of ‘The Wiz.’
Good News: Operation Midway Bliss
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