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See if your Chicago knowledge serves you well! In the first-ever Your City Could Be Better trivia episode, City Cast CEO David Plotz goes head to head with journalist and historian Alexandra Petri to see who knows more about U.S. history, geography, and celebrities ahead of the country’s semiquincentennial. Sean McPherson, trivia wiz and City Cast Twin Cities host, leads four riveting rounds of questions covering everything from The Declaration of Independence to the hottest college rivalries, and all 13 City Cast cities make an appearance. See how you stack up! Mentioned on the show: Trivia Mafia website and locations Alexandra Petri's US History: Important American Documents (I Made Up) Milwaukee's block of Frank Lloyd Wright - Atlas Obscura Is there something your city is doing that we should be talking about? Email David now! We’re also on Instagram: @yourcitycouldbebetter Looking to advertise on Your City Could Be Better? Check out our options.

This week, Mayor Brandon Johnson pitched the Protecting Renter’s Ordinance, which the city calls a “comprehensive modernization” of Chicago's 40-year-old residential landlord and tenant law. We break down the details with contributors Jill Hopkins and Leigh Giangreco. Plus, the Obama Presidential Center announces “The People’s Fourth,” and we’re talking go-to treats for those 90-degree days. Good News: Mandala Arts Red Line Project 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 July 2 episode: Writer's Theatre Become a member of City Cast Chicago. Interested in advertising with City Cast? Find more info HERE

As summer really takes off, the food fests, fireworks shows, and WNBA All Star Weekend have us really excited for July. Here’s your guide to getting the most out of the month. Also included: a breakdown of the mayoral petition process and ‘what’s in our bags.’ Good News: Pride South Side 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, July 1 episode: Writer's Theatre Enjoy Illinois Become a member of City Cast Chicago. Interested in advertising with City Cast? Find more info HERE

Extreme heat warnings, corn sweat, and potential thunderstorms could make this the most volatile weather week of the summer so far. Executive producer Simone Alicea and host Jacoby Cochran have tips to beat the heat. Plus, thousands of Chicagoans will be making that annual trip to Northwest Indiana this week for fireworks, and thousands more will be bingeing the final season of “The Bear.” So, we went ahead and did both! Good News: Offsite for Fatimah Asghar's Daughter of the Mountains 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 Tuesday, July 1 episode: Writer's Theatre Become a member of City Cast Chicago. Interested in advertising with City Cast? Find more info HERE

Chicago’s infamous parking meters are up for sale. In a City Council committee meeting last week, alders got more insight into the mayor’s earlier bid to buy them back. We also heard from representatives of the prospective buyers. Host Jacoby Cochran is breaking down the contentious meeting with contributors Leigh Giangreco and Al Scorch. Plus, another day, another candidate for mayor, and y’all have got some corrections and recommendations for me. Good News: Big Cheese Poetry Slam; Big Kids Show 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 June 29 episode: Writer's Theatre Water Lantern Become a member of City Cast Chicago. Interested in advertising with City Cast? Find more info HERE

Earlier this month, Advocate Health Care broke ground on a new hospital at the south end of the forthcoming 440-acre Quantum Shore Campus. The Illinois Quantum and Microelectronics Park has already started construction at the former U.S. Steel South Works site. This $9 billion, 128-acre tech campus is backed by major public and private partners and is set to reshape the southeast side. A new multimedia investigative series, “Quantum Entanglements,” is peeling back the layers to discover how this highly speculative technology is already transforming the community. We are joined by cohosts Damon A. Williams and Daniel Kisslinger. Good News: Shedd Aquarium Action Days: Saturday at Calumet Beach 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 June 26 episode: Visit Bloomington Destination Madison Writers Theatre Become a member of City Cast Chicago. Interested in advertising with City Cast? Find more info HERE

The Federal Communications Commission has ABC 7 Chicago and other local stations in its crosshairs as the FCC has ordered an accelerated review of several affiliate broadcast licenses. This is yet another anti-DEI political attack from the Trump administration. We’re discussing the ongoing fallout with contributors Yareni Murillo and PJ Walker. Plus, we’ve got iconic toys, ‘The Bear,’ and free coffee on the menu. 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 June 25 episode: Visit Bloomington Destination Madison Writers Theatre Become a member of City Cast Chicago. Interested in advertising with City Cast? Find more info HERE

Secretary of State Alexi Giannoulias, who has been floated as a potential candidate for mayor, recently received $255,000 from a local union. This has sparked conversation about what the Secretary’s growing political war chest will be used for. Host Jacoby Cochran sits down with contributors Brandon Pope and Anna DeShawn to discuss. Plus, the city breaks ground on the Elise Malary Plaza, and we discuss pieces of art across Chicago we’d “borrow for life.” Good News: Lionel Richie and Earth, Wind & Fire 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, June 24 episode: Visit Bloomington Destination Madison Writers Theatre Become a member of City Cast Chicago. Interested in advertising with City Cast? Find more info HERE

Principals, local school councils, and parent groups are getting increasingly creative with their fundraising. In 2025, Chicago schools spent nearly $52 million in independently sourced revenue. Host Jacoby Cochran and executive producer Simone Alicea discuss how individual schools are navigating tightening budgets. Plus, Mayor Brandon Johnson has submitted a $425 million plan for the 78, and ‘Ferris Bueller’s Day Off’ turns 40. 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 June 23 episode: Visit Bloomington Destination Madison Griffin MSI Writers Theatre Become a member of City Cast Chicago. Interested in advertising with City Cast? Find more info HERE

Last week, the City Council voted to purchase the downtown Greyhound bus terminal. We discuss the details and what’s next for the critical transportation hub. Host Jacoby Cochran also asks contributors Al Scorch and Yareni Murillo, is Chicago in a friendship recession, and what spots should be open till 4 a.m.? Good News: The Moth: Beverly Arts Center 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 June 22 episode: Enjoy Illinois Broadway In Chicago Visit Bloomington Destination Madison TimeLine Theatre Writers Theatre Become a member of City Cast Chicago. Interested in advertising with City Cast? Find more info HERE