
City Cast Chicago
🏛️ Trump's legal losses in Chicago
October 14, 2025 · — Simone Alicea
Hey Chicago! Executive producer Simone Alicea in for Emmi. We’re back from a long weekend with plenty to talk about. Let’s get into it 👇

What's CITY Talking About

Loyola’s Sister Jean Dead at 106
Sister Dolores Jean Schmidt had recently retired over health concerns as chaplain for the university’s men’s basketball team, a role she’d held since 1994. She garnered national attention during NCAA tournament appearances, especially the Ramblers’ 2018 run to the Final Four. [Loyola Phoenix]
Homeland Security Looking for Chicago Property
In a Cabinet meeting at the White House, Homeland Security Secretary Kristi Noem said the agency is seeking to purchase buildings around Chicago to expand ICE’s presence. “We’re going to not back off. In fact, we’re doubling down,” Noem said. [Tribune 🔒]
After 2 Years, West Siders Still Dealing With Flood Damage
A group of West Side seniors is planning to protest tomorrow at City Hall as they grapple with mold and other issues stemming from 2023’s record-breaking storms. They say aid has been distributed unequally or has been difficult to access. [Block Club]
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What To Do
Tuesday, Oct. 14
- 💼 The Business of Fashion | Driehaus Museum | River North
- 🎵 Doechii | Aragon | Uptown
- 🎷 2nd Tuesday Jazz Jam | St. Moses The Black Parish Ministry Center | Grand Crossing
- 🤓 Chi Hack Night: Cook County Assessor's Office | 750 N. Orleans | River North
- 👃 Incense & Fragrance Making Workshop | Above Average Candle Studio | North Park
- 🧑💻 Show & Tell for Grown-Ups | Snakes & Lattes | Logan Square
- 🎨 Adult Coloring | Portage-Cragin Branch
Wednesday, Oct. 15
- 🌖 Night At The Museum | Chicago History Museum | Lincoln Park
- 🎥 Chicago International Film Festival | Various locations
- 🧙 “Hocus Pocus” | Gallagher Way | Wrigleyville
- 🕺🏻 Pisco Disco | Tanta Cocina Peruana | Streeterville
- 🥂 Cocktails & Conscious Fashion Tour | Mata Traders | Ravenswood
- 👠 Rewoven Runway | mHUB | Fulton Market
💖 We are so lucky to have so many new Neighbors to thank! Shout out to Ben A., Kevin M., Matt B., Caroline J., Christina C., Katie M., Cristina B., Alexandra H., Elizabeth M., Emil B., Forrest D., Luis G., Phineas C., Isabel M., Danice E., and Jordan M. We couldn’t do this without your support!
Remember, you can join the Neighborhood anytime.
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