• Who Wins Summer in the USA? Chicago Makes Its Case
    May 21 2026
    City Cast Twin Cities host Sean McPherson hosts this showdown where 12 City Cast reps, including City Cast Chicago host Jacoby Cochran, compete head-to-head and debate which city is the best for a weekend trip this summer. From hot tub boats (exactly what they sound like) to epic outdoor summer festivals, our hosts are bringing the best of what their city has to offer this season. Can Jacoby beat out his competitors from DC, Denver, Las Vegas, Madison, Nashville, Philly, Pittsburgh, Portland, Salt Lake, Seattle, and the Twin Cities? 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 Thursday, May 21 episode: Enjoy Illinois Broadway In Chicago - Spamalot Become a member of City Cast Chicago. Interested in advertising with City Cast? Find more info HERE
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    54 mins
  • Pritzker Disses Johnson … Again. Plus, New Northalsted Bar, and Chicago’s Favorite Rivalries
    May 20 2026
    Gov. JB Pritzker voiced support for a mega projects bill that incentivizes the Bears’ move to Arlington Heights, while shading Mayor Brandon Johnson, saying he has “no plan” to keep the Bears in Chicago. Johnson remains critical of the deal, calling it a burden on taxpayers. Meanwhile, Hammond, Indiana, is still in the race. We’re breaking down all the back and forth with Brandon Pope and Anna DeShawn. Plus, El Bar is celebrating Chicago’s queer Latino community in Northalsted, and who doesn’t love a healthy crosstown rivalry? Good News: En La Vida newsletter, “Trench Baby Turned Farmer” release 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 Wednesday, May 20 episode: Enjoy Illinois Broadway In Chicago - Spamalot Become a member of City Cast Chicago. Interested in advertising with City Cast? Find more info HERE
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    34 mins
  • Which Neighborhood Doesn’t Have a Library? Plus, CHA Wait Times and Plover Eggs
    May 19 2026
    Getting into Chicago Housing Authority units is hard enough, but the agency is also processing hundreds of relocation requests for current tenants facing health and safety issues. Executive producer Simone Alicea and creative producer Michelle Navarro discuss the challenges. They also find out which community area doesn’t have a library and discuss the reality TV-worthy drama of the piping plovers’ mating season. Plus, a surprise cameo from host Jacoby Cochran! 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 May 19 episode: Enjoy Illinois Broadway In Chicago - Spamalot Newberry Library Become a member of City Cast Chicago. Interested in advertising with City Cast? Find more info HERE
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    35 mins
  • CPS to Cut Teachers, UChicago Covers Tuition, and Lolla Schedule Drops
    May 18 2026
    Chicago Public Schools are planning to cut teacher positions to minimize the $732 million budget deficit. Meanwhile, CPS CEO Macquline King has been subpoenaed by a congressional committee. Executive producer Simone Alicea, City Cast contributor Jill Hopkins, and creative producer Michelle Navarro discuss the latest, including the University of Chicago offering full tuition coverage for families with incomes below $250,000 a year. Plus, we discuss Lollapalooza’s day-by-day schedule and the last time we thought Lolla was worth the ticket cost. Good news: Eel in the Chicago River 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 May 18 episode: Enjoy Illinois Broadway In Chicago - Spamalot Become a member of City Cast Chicago. Interested in advertising with City Cast? Find more info HERE
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    39 mins
  • What Are Mental Health Courts? Plus, United Center Tax Break and Obama Center Gentrification
    May 15 2026
    Mental health courts have proliferated in Illinois, but how effective are they? Grace Hauck with the Illinois Answers Project joins Justin Laurence with Crain’s and executive producer Simone Alicea to break it down. Plus, the United Center’s 1901 Project is poised for a big tax break, and housing protections near the Obama Center seem to have failed to keep neighbors in their homes. But at least we’ve got good news about pepper plants and the NBA draft. 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 May 15 episode: Window Nation Visit Bloomington Randolph Street Market Griffin MSI Newberry Library Become a member of City Cast Chicago. Interested in advertising with City Cast? Find more info HERE
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    40 mins
  • Churches Build Housing, Maxwell Street’s Loss, and It’s Patio Season!
    May 14 2026
    Lawmakers in Springfield are considering legislation that would make it easier for churches to build multifamily housing on land they own. Contributor Adora Namigadde explains the “Yes In God’s Backyard” movement. Plus, creative producer Emmi Mack traces the history of Jim’s Original in the Maxwell Street Area, and we’ve got recommendations for patio season. Good news: Lincoln Park Mayfest Learn more about the sponsors of this Thursday, May 14th episode: Window Nation Visit Bloomington Randolph Street Market Griffin MSI 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 Become a member of City Cast Chicago. Interested in advertising with City Cast? Find more info HERE
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    36 mins
  • The DNC in Chicago ... Again?! Plus, Best Late-Night Bites
    May 13 2026
    DNC officials are wrapping up a three-day visit as the city is a finalist to host the 2028 and 2032 conventions. We talked with contributors Brandon Pope and Anna DeShawn about the likelihood of Chicago hosting back-to-back conventions for the first time in 70 years. Plus, the DOJ is investigating three dozen Illinois school districts, and what are your favorite late-night eats in the city? Good News: Crosstown Classic 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 Wednesday, May 13th episode: Window Nation Visit Bloomington Randolph Street Market Griffin MS Become a member of City Cast Chicago. Interested in advertising with City Cast? Find more info HERE
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    35 mins
  • Are Chicago’s Scooters Safe? Plus, How Bad Will Mosquito Season Be?
    May 12 2026
    Are more regulations coming to the city’s scooters and ebikes? Following several fatal accidents involving minors, lawmakers have proposed a bill to add age and road restrictions for the state’s growing number of motorbikes, e-bikes, and scooters. Plus, Chicago is ranked one of the worst cities for mosquitoes, and what would you copy from other cities? Good News: Save Our SNAP Block Party 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 If you enjoyed today's interview with Director at Springfield Convention & Visitors Bureau, Scott Dahl, supporting Enjoy Illinois, learn more here. Learn more about the sponsors of this May 12 episode: Window Nation Visit Bloomington Randolph Street Market Griffin MSI Newberry Library Become a member of City Cast Chicago. Interested in advertising with City Cast? Find more info HERE
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    39 mins