
City Cast Chicago
🤿 I literally jumped in the river
September 21, 2026 · — Emmi Mack
CANNONBALL CHICAGOOOOO!!!!! I just jumped in the river. More on that in today’s newsletter — plus your daily headlines.
Let’s dive right in. (Or rather, leap off the Riverwalk.)

What's CITY Talking About
A ‘Nasty’ Deal For Bridgeport and Chinatown?
Hundreds of neighbors packed an Amtrak community meeting, mostly opposing a proposed rail facility in the area. Attendees cited environmental concerns, with one calling the plan “a nasty real estate deal.” [Block Club]
- The Ishbia connection: The railyard plan is closely tied to the White Sox’s future in Bridgeport — with minority team owner Justin Ishbia at the center. [City Cast Chicago 💻]
- Speaking of a White Sox move: Rate Field’s owners (aka the state) aren’t too keen on the idea, either. [Sun-Times]
Border Patrol Agent Convicted of Raping, Robbing Sex Workers
Luis Uribe was found guilty of using his gun and badge to attack four Chinese women around Chicagoland over nine months in 2022. He will be sentenced in January, facing life in prison [Tribune 🔒]
Board President Candidates Weigh In on School Closures
Enrollment is dropping at Chicago Public Schools, but many communities are still recovering from mass closures in 2013. With a school closure moratorium set to lift in January, only one school board presidential candidate, Hilario Dominguez, said he would not support closing schools. Others say they would weigh the options. [WBEZ]
The Circus Is in Town
Tonight is the last night to catch the Flotsam River Circus on the Chicago River. On today’s podcast, we discuss ways to enjoy the circus arts in the city. Also discussed: Flock cameras and documentaries. [City Cast Chicago 🎧]
- Catch the circus!
- Read on for more river diving 👇
Sponsored Content

Come Celebrate Downtown Oak Park's 34th Oaktoberfest
This year marks the 34th anniversary of Downtown Oak Park’s Oaktoberfest. The two-day festival celebrates the fall season with great music, craft beer, and food. The event will be held on Friday, September 25, from 4:00 p.m. to 10:00 p.m. and Saturday, September 26, from noon to 10:00 p.m. The festival is located in Downtown Oak Park, south of Lake Street on Marion Street and North Boulevard. Admission is free.

What To Do
Monday, Sep. 21
- 🪄 Magic Mondays | iO Theater | Near North
- 😂 Fem Com Grad Show | Lincoln Lodge | Logan Square
- 📖 Amoxtli Weekly Book Club | Pilsen Arts & Community House | Free
- 🏒 Blackhawks vs Wild Preseason | United Center | Near West
- 🤘 Punk Rock Monday | Delilah’s | Lincoln Park | Free
Tuesday, Sep. 22
- 🏀 Sky vs. Toronto Tempo | Wintrust Arena | South Loop
- ⚾ Cubs vs. Marlins | Wrigley Field
- 🤣 Ilana Glazer Live | The Chicago Theatre | Loop
- 🎞️ $7 Movie Night | Harper Theater | Hyde Park
- 🎶 Open Jam | Gallery Cabaret | Logan Square | Free
- 🧑🌾 SOAR Farmers Market | MCA Plaza | Streeterville | Free
- ♟️ Open Play Chess | Monday Coffee | North Lawndale | Free
DJ White Shadow, U.S. Rep. Mike Quigley (5th), and Peanut all jumped in the river together. Best friends!

Free · Daily


