
City Cast Chicago
🙄 Trump’s “war” on Chicago?
September 9, 2025 · — Emmi Mack
Hey there! The last few days in Chicago were tense (to say the least).
But on Sunday, downtown was vibrant. Chicago authors spoke at Printers Row Lit Fest; bookstands were packed. Less than a mile north, Sundays on State attendees were dancing in the street.
Here’s to more of that 🥂

Now, onto the news!

What's CITY Talking About?

Unpacking Trump’s ‘War’ on Chicago
While Chicago continues to protest mass deportations, fears over a National Guard have yet to be realized. However, President Donald Trump continues to fan the flames. On today’s podcast, we’re breaking it all down. [City Cast Chicago 🎧]
3 Arrested by ICE in Archer Heights
Three people were arrested Sunday by U.S. Immigration and Customs Enforcement in the 14th Ward. A video of one arrest shows officers detaining a flower vendor. Ald. Jeylú Gutiérrez warned that ICE is “racial profiling” regardless of immigration status. [Sun-Times]
A Chicago-Run Restaurant in the Vatican
A restaurateur and chef from Chicago are opening a new, public-facing restaurant within the Vatican. The restaurateur runs Chicago’s own Stefani Restaurant Group; the chef used to work for Oprah. Oddly enough, the pair were chosen under Pope Francis — before Dolton’s own Bob Prevost became Pope Leo XIV. [WTTW]
New Fest From Pitchfork Co-Founder
Sound & Gravity, a new local music fest, kicks off Wednesday. Across five days, it will feature 48 acts at six venues around Bricktown. Although it’s the brainchild of former Pitchfork co-founder Mike Reed, the sound will lean more experimental with a range of world music. [Block Club]

What To Do
Tuesday, Sep. 9
- 🚇 Save Chicago Transit: The Show | Second City | Old Town
- 🎷 2nd Tuesday Jazz Jam | St. Moses the Black Parish | Greater Grand Crossing
- 🕺🏻 Pisco Disco | Tanta Cocina Peruana | River North
- 🎥 “Wanda” | Gene Siskel Film Center | Loop
- 🌠 Starry Night with a Chicago Astronomer | Skinner Park | Near West Side
- 🍎 Lincoln Square Farmers Market | 4513 N. Lincoln Ave.
- 🎤 Bonnie Raitt | Chicago Theatre | Loop
- 🛍️ Low-Line Market | Southport Brown Line | Lakeview
- 🎤 Whose Live Anyway? | Harris Theater | Loop
Wednesday, Sep. 10
- 🔊 Sound and Gravity | Various Locations | Bricktown
- 🏀 "Space Jam" | Gallagher Way | Wrigleyville
- 🧘🏻♀️ Wellness Wednesday | Uptown Farmers Market
- 🎥 “Texture” | Elastic Arts | Logan Square
- ✍️ Drink & Draw | Spudnik Press | Near West Side
- 🖼️ Far and Further Still | McCormick Gallery | Ukrainian Village
- 🍎 Pullman Farmers Market | 11100 S. Cottage Grove Ave.
- 🍹 Bottomless Margaritas on the Riverwalk | Island Party Hut | Riverwalk
- 🍌 Garfield Ridge Farmers Market | Archer and Narragansett avenues
- 🐶 "Dog Man" | West Pullman Branch
- 🍷 VinArte: An Art and Wine Pairing Event | BottlesUp! | Lakeview
- 🦪 Oyster Night | Salt Shed | Goose Island
😘 Till tomorrow, Chicago!
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