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City Cast Chicago

City Cast Chicago

🫦 Will Bears succumb to Hoosier temptation?

January 30, 2026 · — Emmi Mack

Hey Indiana! That got your attention, didn’t it? Well, it’s what our beloved Bears could be saying soon. The Indiana state senate approved a bill that would fund a potential stadium … but wait … SHOULD the Bears move to Indiana?

Now, onto the news and your weekly quiz!

What's CITY Talking About

Ex-Cop Who Murdered Sonya Massey Gets 20 Years

Sean Grayson, the former sheriff’s deputy who shot and killed Sonya Massey in 2024 was sentenced to 20 years in prison. Massey had called 911 over a suspected prowler outside her Springfield home, and Grayson was the responding officer. He was convicted of second-degree murder in October. [Tribune 🔒]

Bad News on the Weather Front

Despite hopes for a sudden warm-up, it looks like this weekend will be extra frigid. With wind chill, it’ll still feel below-zero outside … and more snow is on the way. [Block Club]

Podcast Player: "Bovino's Out, Chi's LGBTQ+ Affairs Director, and Benny's New Number"

Chicago’s LGBTQ+ Affairs and Parking Meter Negotiations

After calls to better protect Chicago’s LGBTQ+ community, Mayor Johnson has officially announced Antonio King as the new Director of LGBTQ+ Affairs. We discuss the hire on today’s episode of City Cast Chicago, along with Windy City Times’ Jake Wittich and Crain’s Chicago’s Justin Laurence. Also discussed: Greg Bovino’s demotion, closed-door parking meter negotiations, and Benny the Bull. [City Cast Chicago 🎧]

Pastitsio
Pastitsio from Psistaria Taverna. Pick the avgolemono as your side. (Emmi Mack / Hey Chicago)

This Week’s Must-Read

“Remind me … Why do we go other places?” columnist Neil Steinberg says of Psistaria Taverna in Lincolnwood. I have actually uttered these exact words while at Psistaria, my family’s go-to Greek restaurant. Steinberg also shouts out the eternally affordable Pita Inn: another suburban fave. [Sun-Times]

  • My Psistaria order for the table: Taramosalata (ask for extra sesame bread), gigantes, dolmades, saganaki (obviously), Chef George’s salad, fried zucchini, peas (yes, peas), and a gyros appetizer. Thank me later.
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Your Chicago News Quiz

Dick Durbin
The race to replace Sen. Dick Durbin is heating up. He’s represented Illinois in the U.S. Senate since 1997. (Brian Cassella/Chicago Tribune/Tribune News Service via Getty Images)

In this week, full of national unrest, the headlines kept coming. Were you paying attention?

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What To Do

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☝️ Also, need a last-minute gift for someone? Or just a personal pick-me-up? Hit up these kitschy Chicago vending machines. You won’t find a Snickers bar, but you can find CTA souvenirs.

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