
City Cast Chicago
Chicago’s daily news podcast, fresh every weekday at 6 a.m. Host Jacoby Cochran brings you timely conversations with news and culture makers; activists and artists; bus drivers and students; those who love and hate this place—all in 15 minutes a day. It’s a smart and delightful new way to connect with the city we share. Learn more and subscribe to our morning newsletter at citycast.fm/chicago.
Latest episodes

May 22, 2025 • 30min
AI Didn’t Generate Our Chicago Reading List
The Sun-Times is under fire this week after the paper printed a “summer reading list” of mostly fake books that turned out to be generated by AI. The list appeared in a supplemental insert that was produced by a third party. The paper says it’s updating its policies, but the whole thing reminded us of a conversation host Jacoby Cochran had with author Eve L. Ewing earlier this year about some real Chicago books to add to your reading list.
Want some more City Cast Chicago news? Then make sure to sign up for our Hey Chicago newsletter.
Follow us @citycastchicago
You can also text us or leave a voicemail at: 773 780-0246
Learn more about the sponsors of this May 22 episode:
Williamstown Theatre Festival
Paramount Theatre – Use the code CityCast for $5 off/ticket. Valid for up to 4 tickets
Griffin Museum of Science and Industry
Become a member of City Cast Chicago.
Interested in advertising with City Cast? Find more info HERE

May 21, 2025 • 25min
Chicago’s Best 24-Hour Restaurants
Whether it’s after a night out or a night shift, Chicago has a selection of 24-hour restaurants no matter what corner of the city you are in. Host Jacoby Cochran and producer Michelle Navarro talk about their favorite restaurants that have 24-hour service.
Good news: Youth Open Mic, Pop Up Party, Unsocial Aesthetics Love Memorial
Want some more City Cast Chicago news? Then make sure to sign up for our Hey Chicago newsletter.
Follow us @citycastchicago
You can also text us or leave a voicemail at: 773 780-0246
Learn more about the sponsors of this May 21 episode:
Williamstown Theatre Festival
Paramount Theatre – Use the code CityCast for $5 off/ticket. Valid for up to 4 tickets
Griffin Museum of Science and Industry
Become a member of City Cast Chicago.
Interested in advertising with City Cast? Find more info HERE

May 20, 2025 • 39min
City Losing DNC Protest Cases, E-Scooters After Midnight, and Great Lakes Cruise
Protesters arrested during last summer’s pro-Palestinian demonstrations at the Democratic National Convention are still facing prosecution from the city’s law department. Some legal experts have called it a “waste of resources” as the city has not won any cases that have gone to trial. Executive producer Simone Alicea and host Jacoby Cochran discuss the ongoing court battles. Plus, why aren’t e-scooters available after midnight and would you take a Great Lakes cruise?
Good News: AAPI Market, The Water We Dance in Poetry Reading, and Masala Memories
Want some more City Cast Chicago news? Then make sure to sign up for our Hey Chicago newsletter.
Follow us @citycastchicago
You can also text us or leave a voicemail at: 773 780-0246
Learn more about the sponsors of this May 20 episode:
Williamstown Theatre Festival
Paramount Theatre – Use the code CityCast for $5 off/ticket. Valid for up to 4 tickets
Griffin Museum of Science and Industry
Become a member of City Cast Chicago.
Interested in advertising with City Cast? Find more info HERE

May 19, 2025 • 29min
Why Alleys Are the Backbone of Chicago
With better weather comes more time outside, which in Chicago means more time in the alley. Back in March, we listed 1,000 things we love about Chicago, and something that repeatedly appeared on the list was the great Chicago alley. Historian Shermann “Dilla” Thomas is here to discuss the importance of the Chicago alley and why we have the most extensive network in the country.
Good news: Healing House
Want some more City Cast Chicago news? Then make sure to sign up for our Hey Chicago newsletter.
Follow us @citycastchicago
You can also text us or leave a voicemail at: 773 780-0246
If you enjoyed today's interview with Women Employed's CEO, Cherita Ellens, learn more here.
Learn more about the sponsors of this May 19 episode:
Williamstown Theatre Festival
Paramount Theatre — Use the code CityCast for $5 off/ticket. Valid for up to 4 tickets
Griffin Museum of Science and Industry
Become a member of City Cast Chicago.
Interested in advertising with City Cast? Find more info HERE

May 16, 2025 • 40min
Mayor Johnson’s Halftime, Sky Season Opener, and 80 Degree Days
We are two years in and halfway through Mayor Brandon Johnson’s first term. Blockclub Chicago investigative reporter Rachel Hinton joins us to discuss the administration's highlights, major pain points, and immediate agenda. Plus, Tribune sportswriter Julia Poe is in the building to talk about all things Chicago Sky, including offseason moves, playoff hopes, and how the league's forthcoming CBA negotiations will impact the team long term. Plus, what’s next for unhoused residents in Gompers Park, how are tariffs impacting Chicago’s international grocers, and how are you enjoying this 80 degree weather?
Good News: Lincoln Park May Fest
Want some more City Cast Chicago news? Then make sure to sign up for our Hey Chicago newsletter.
Follow us @citycastchicago
You can also text us or leave a voicemail at: 773 780-0246
Learn more about the sponsors of this May 16 episode:
Babbel – Get up to 60% off at Babbel.com/CITYCAST
Prolonlife.com/city – Use this link for 15% off
Williamstown Theatre Festival
Become a member of City Cast Chicago.
Interested in advertising with City Cast? Find more info HERE

May 15, 2025 • 33min
The Chicagoan’s Guide to Thrifting and Vintage Shopping
Saturday is Vintage Store Day and Chicago’s got no shortage of options, whether you’re looking for designer steals, great bargains, or selling your clothes. For Hey Chicago Newsletter editor Emmi Mack, this isn’t just a hobby but a way of life, as she grew up hanging out at vintage stores with her friends and working at the old Belmont Army Vintage. She joins host Jacoby Cochran with her guide to vintage shopping in Chicago.
Good News: Slow Jams at Expat
Want some more City Cast Chicago news? Then make sure to sign up for our Hey Chicago newsletter.
Follow us @citycastchicago
You can also text us or leave a voicemail at: 773 780-0246
Learn more about the sponsors of this May 15 episode:
Babbel – Get up to 60% off at Babbel.com/CITYCAST
Prolonlife.com/city – Use this link for 15% off
Williamstown Theatre Festival
Become a member of City Cast Chicago.
Interested in advertising with City Cast? Find more info HERE

May 14, 2025 • 25min
Your Guide to Buying a Bike in Chicago
The weather is warming up, which means biking is about to feel a lot better in Chicago. Last spring, host Jacoby Cochran talked with Liam Ouweleen from The Recylery, a bike repair co-op in Rogers Park. He brings us tips for bike shopping and bike maintenance for any season.
Spots mentioned:
Working Bikes
West Town Bikes
Broadway Bikes
Blackstone Bicycle Works
The Recyclery
Some Good News: Stevie Wonder birthday tribute events with Untitled Supper Club, MSB Dance, and City Winery.
Want some more City Cast Chicago news? Then make sure to sign up for our Hey Chicago newsletter.
If you enjoyed today's interview with Women Employed's CEO, Cherita Ellens, learn more here.
Learn more about the sponsors of this May 14 episode:
Babbel — Get up to 60% off at Babbel.com/CITYCAST
Prolonlife.com/city — Use this link for 15% off
Williamstown Theatre Festival
Follow us @citycastchicago
You can also text us or leave a voicemail at: 773 780-0246
Become a member of City Cast Chicago.
Interested in advertising with City Cast? Find more info HERE

May 13, 2025 • 34min
School Board Pushback, Popemania Continues, and Plover Pair Returns
Dozens of Chicago alderpeople and school board members are pushing the board to uphold a resolution demanding that the next Chicago Public Schools CEO hold a state superintendent’s license, as Mayor Brandon Johnson reportedly points to his chief of staff to become the school district’s interim chief executive. Host Jacoby Cochran and producer Michelle Navarro discuss the internal fight to pick the next leader of Chicago public schools. Plus, we talk about our favorite Popemania memes and check in on Chicago’s piping plover neighbors.
Good News: Crosstown Classic and Sky Season Opener
Want some more City Cast Chicago news? Then make sure to sign up for our Hey Chicago newsletter.
Follow us @citycastchicago
You can also text us or leave a voicemail at: 773 780-0246
Learn more about the sponsors of this May 13 episode:
Babbel – Get up to 60% off at Babbel.com/CITYCAST
Prolonlife.com/city – Use this link for 15% off
Williamstown Theatre Festival
Become a member of City Cast Chicago.
Interested in advertising with City Cast? Find more info HERE

May 12, 2025 • 27min
How the New Pope Got From Chicago to the Vatican
You’ve heard by now the new pope is from Chicago. But now that we’ve seen all the memes, it’s time to break down who Robert Prevost was before he became Pope Leo XIV, the challenges facing him as the leader of more than 1 billion Catholics, and what his selection says about Chicago. Host Jacoby Cochran talks with Sun-Times investigative reporter Lauren FitzPatrick and Loyola University scholar Michael Canaris.
Good News: Open mics! Aawaz: A South Asian Queer Open Mic, Something Real for the People, Workers of the World
Want some more City Cast Chicago news? Then make sure to sign up for our Hey Chicago newsletter.
Follow us @citycastchicago
You can also text us or leave a voicemail at: 773 780-0246
Learn more about the sponsors of this May 12 episode:
Babbel – Get up to 60% off at Babbel.com/CITYCAST
Prolonlife.com/city – Use this link for 15% off
Williamstown Theatre Festival
Become a member of City Cast Chicago.
Interested in advertising with City Cast? Find more info HERE

May 9, 2025 • 41min
A Pope From Chicago?! Plus, Unconstitutional Police Stops and Rat Birth Control
The new pope has Chicago roots. But that’s just one of the big stories in Chicago this week. Police Supt. Larry Snelling explained earlier this week why he agrees with a decision from the Civilian Office of Police Accountability to suspend a group of officers who violated the constitutional rights of Chicagoans in multiple traffic stops just weeks before this same unit stopped, shot and killed Dexter Reed. WTTW’s Heather Cherone and freelance reporter Adora Namigadde are here to break down the ruling. Plus, we discuss the difficulty in appealing property tax assessments, rat birth control in Lincoln Park, acupuncture, and Mother’s Day weekend!
Want some more City Cast Chicago news? Then make sure to sign up for our Hey Chicago newsletter.
Follow us @citycastchicago
You can also text us or leave a voicemail at: 773 780-0246
Learn more about the sponsors of this May 9 episode:
Aura Frames – Get $35-off plus free shipping on the Carver Mat frame with Promo Code CITYCAST
Cozy Earth – Use code COZYCHICAGO for 40% off best-selling sheets, towels, pajamas, and more.
The North Shore Center For the Performing Arts
Become a member of City Cast Chicago.
Interested in advertising with City Cast? Find more info HER