
City Cast Chicago
Immigration agents patrol downtown Chicago
September 29, 2025 · — Emmi Mack
Hey guys! Do you like to invest locally with your time and money? Becoming a City Cast Chicago Neighbor is one of the best ways to do it.
Every day we’re shining a light on local businesses, people, organizations, and events making a difference. In the newsletter, we share stories so Chicagoans can show up for one another. On the podcast, we carry conversations that help you better understand the forces shaping our city.
Becoming a City Cast Chicago Neighbor ensures we can keep connecting you with the people, places, and ideas that make Chicago thrive.
And don’t wait — if you sign up this week, you’ll snag one of our extra special “Neighbors Make Chicago” tote bags 🛍️

What's CITY Talking About?
Federal Agents March Downtown
Led by U.S. Border Control commander Gregory Bovino, dozens of federal agents in military gear marched Sunday through downtown and Gold Coast. Bovino told a WBEZ reporter they were arresting people based on "how they look." The patrol comes after federal officers again fired rubber pellets into crowds of protesters in Broadview Friday and Saturday. [Sun-TImes]

It’s Time to Get Mad About Property Taxes. Again.
While Chicago property tax bills are delayed, we do have a sense of who’ll likely see the biggest tax hikes. The Tribune’s A.D. Quig and the Illinois Answers Project’s Alex Nitkin break that down on today’s podcast — plus skyrocketing assessments on the South and West sides. [City Cast Chicago 🎧]

Is Your Local Starbucks Closing?
Starbucks announced hundreds of closures nationwide, and 14 Chicago locations hit the chopping block. Many closed over the weekend. [Block Club]
City Council Returns With a Bang
City Council returned from summer recess with a big agenda — and a lot got done. Nepo baby Walter “Red” Burnett was confirmed as 27th Ward alder.
- The granny flat ordinance — with caveats
- The Chicago Fire's massive South Loop stadium plan
- A $90 million settlement compensating Ronald Watts victims
- Additional provisions over affordable housing near the Obama Center [ABC 7]
Also, at one point: Eight officials stuffed into a copy machine closet. [Axios]

What To Do
Monday, Sep. 29
- 🛍️ Final Edgewater Monday Market | Broadway Armory parking lot
- 🕺🏻 Free Mondays | Empty Bottle | Ukrainian Village
- 🎤 Open Mic | Maria’s Packaged Goods & Community Bar | Bridgeport
- 🤘 Punk Rock Mondays | Delilah’s | Lincoln Park
- ✂️ Makin' Stuff Monday Monday | Sherman Park Branch | Back of the Yards
- 🔊 The Treehouse x Black Alphabet | Jamii Center for Arts & Media | Douglas
- 🧘🏻♀️ Movement Philosophy | bim bom studios | Portage Park
Tuesday, Sep. 30
- 🦍 “Return to Me” | Jefferson Park Branch
- 🍽️ Final Maria’s Patio Jam | Maria’s Packaged Goods & Community Bar | Bridgeport
- 🏒 Blackhawks vs. Red Wings | United Center | Near West Side
- 🎤 Noah Cyrus | The Vic Theatre | Lakeview
- 🇯🇵 Sonic Speculations in the Documents of Postwar Japanese Art | Experimental Sound Studio | Ravenswood
- 🎻 Old Town School of Folk Music Happy Hour | Gallagher Way | Wrigleyville
- 🇺🇸 America 250: Humanities and History | Chicago History Museum | Lincoln Park
- 🍷 Between the Wines Book Club | WineStyles Chicago | Norwood Park
👋 Now, a hearty hello to our newest members: Nicole K., Jason C., and Jessica S.! Welcome to the Neighborhood y’all! We are lucky to have you.
Another recent Neighbor, Theresa B., shared why she joined: “I do not live in Chicago but about an hour away, in Northwest Indiana. But I want to visit the city more often and I enjoy listening to your podcast to give me ideas of what to check out and keep me updated on all things Chicago.”
If you’re proactive like Theresa, become a member today ... and snag a limited-edition tote!
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