What to Do on Route 66 in Chicago
In April 1926, Route 66 received its iconic number. The so-called Mother Road takes you all the way to California, but it begins in Chicago. (Now at Navy Pier!) In celebration of 100 years, we’re revisiting our little road trip from last year. Host Jacoby Cochran hopped in the car with Dario Durham and Sara Faddah, hosts of 77 Flavors, to drive the Chicago leg of old Route 66. Along the way, they pointed out favorite attractions, spots to eat, and saw the city from a new perspective.
Good News: Karaoke Storytellers
Want some more City Cast Chicago news? Then make sure to sign up for our daily newsletter.
Follow us @citycastchicago
You can also text us or leave a voicemail at: 773 780-0246
Learn more about the sponsors of this April 7 episode:
Become a member of City Cast Chicago.
Interested in advertising with City Cast? Find more info HERE.
Subscribe To Our Newsletter
Stay connected to City Cast Chicago and get ready to join the local conversation.
Latest Episodes
How Much To Run For Mayor? Plus, Elise Malary Plaza and City Hall Art Missing
Secretary of State Alexi Giannoulias, who has been floated as a potential candidate for mayor, recently received $255,000 from a local un...
Schools' Fundraising, Chicago’s Plan for 78, and ‘Ferris Bueller’s’ Turns 40
Principals, local school councils, and parent groups are getting increasingly creative with their fundraising. In 2025, Chicago schools s...
City Will Buy Greyhound Terminal, Chicago's 'Friendship Recession,' and We Want 4 a.m. Tacos!
Last week, the City Council voted to purchase the downtown Greyhound bus terminal. We discuss the details and what’s next for the critica...
So Everyone's Running For Mayor. Plus, How To Do Pride Fest!
We’ve got more mayoral candidates ahead of February’s primary after former Ald. George Cardenas (12th) officially launched his campaign....
Is Chicago Really Over Ye? Plus, Best Summer Museum Exhibits
A week before the Bears season kicks off, Soldier Field will be home to one of Chicago’s most controversial sons, Kanye West. The Bully t...
Summer Storms Rock Chicago. Plus, Obama Center Neighborhood Guide
Across Chicago, neighbors are still navigating uprooted trees, power outages, and flooding following intense storms last week. Unfortunat...
Banning Cellphones in School. And Why Isn't Chicago Hosting World Cup?
After years of trying, Illinois lawmakers have officially banned cellphones and other devices in classrooms. Gov. JB Pritzker, a vocal su...
Should Chicago Open Public Pharmacies? Plus, CPS Defends Transgender Policies
Walgreens has shuttered two more South Side locations, including the Chatham location, after closing five in 2025. Ald. William Hall (6th...
Are Chicago Bike Lanes Actually Safe? Plus, Ann Sather Closure and Playing Hooky
Ann Sather’s last day on Belmont is June 28. City Cast Chicago contributor Adora Namigadde explains why the closure feels so significant....
Public Pools Open Next Week. Plus, Chicago’s New Women’s Sports Bar
Most of the city’s 77 public pools, 200 water features, and Chicago’s only inland beach are all opening next Friday. Plus, we’ve got more...