
City Cast Chicago
🥃 Cheers to South Side cocktail lounges
February 6, 2026 · — Emmi Mack
Hut hut hike, Chicago! Heading into Super Bowl weekend, I imagine many of you already feel done with this football season … but you’re still tuning in for the halftime show.
Luckily, Chicago’s got you covered with events. There’s a Benito Bowl watch party at Ramova Theatre in Bridgeport; a Bad Bunny watch party at Bar Sol at Navy Pier; and a massive Latinx watch party in Melrose Park … or you could just hit a bar in Humboldt Park 😉
Check out more weekend events below, plus the latest headlines and this week’s news quiz!

What's CITY Talking About

South Shore Immigration Raid Had Landlord’s OK
Newly released court records show the building’s owner and manager gave “verbal and written consent” for the September operation where immigration agents descended from a Blackhawk helicopter, broke down doors, and zip-tied citizens and immigrants. The Trump administration tried to justify the raid by tying residents to a Venezuelan gang without evidence. But the records show the raid was prompted by allegations of squatting. [ProPublica]
Today We’re Talking Food
From Legler Library to Kennedy-King College, local institutions are working to make food more accessible. Freelance journalist Chasity Cooper and Block Club’s Atavia Reed break down what’s going on at these site-specific food pantries. Plus, they explore the South Side’s lounge culture and … *checks notes* … caviar McNuggets? [City Cast Chicago 🎧]
- Read more: Black-owned lounges are part of Chicago history. [Block Club]

Ayo and Others Out in Bulls Trade Shakeup
In a rush to Thursday’s NBA trade deadline, the Bulls traded Illini alum Ayo Dosunmu to the Portland Timberwolves. Many expiring contracts mean it’s been a busy trade season for Chicago. [Tribune 🔒]
This Week’s Must-Read
While the country’s focus shifted to immigration operations in Minneapolis, Chicago is still reeling from “Operation Midway Blitz.” It’s no more apparent than in Little Village, the city’s “Mexican Magnificent Mile,” where once-bustling streets now resemble a “ghost town.” [BBC]

Your Chicago News Quiz

February was off to a busy start — were you paying attention to all the headlines? Test your news knowledge!
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Architecture and Design Film Festival February 19-22
Chicago Architecture Center presents 10 films highlighting creative vision, design innovation and human relationships in architecture across the globe. Topics range from the importance of protected bike lanes to the architecture of NASA shuttles. Tickets ($15-$20; $9 for students) and film trailers are available at architecture.org/filmfest

What To Do
Friday, Feb. 6
- 🎉 42nd Anniversary Party | Rosa's Lounge | Logan Square
- 🖼️ First Friday Art Walk | Flat Iron Arts Building | Wicker Park
- 📚 Booked for the Evening | Newberry Library | Near North Side
- 🔥 "When the West Side Burned" | The Kehrein Center for the Arts | Austin
- 🖼️ "Swipe Left" opening | Fulton Street Collective | Fulton Market
- 🎻 CSO Chamber Music | University of Chicago | Hyde Park
- 🖼️ "Ancestral Futures" opens | ARC Gallery | West Town
- 💘 "EROS Returns" opens | Chicago Fine Art Salon | West Town
- 🍽️ Chicago Restaurant Week | Various locations
- 🖼️ "Won’t You Celebrate With Me?" opening | Chicago Artists Coalition | Fulton Market
- 🎶 Rascal Flatts | United Center | Near West Side
- 🎭 “Miss Julie” opens | Court Theatre | Hyde Park
Saturday, Feb. 7
- 🍎 Green City Indoor Market | 3057 N. Rockwell St. | Avondale
- 🏀 Bulls vs. Nuggets | United Center | Near West Side
- 🎤 Ghostface Killah | Ramova Theatre | Bridgeport
- 🍎 Winter Farmers Market | Roosevelt Collection Shops | South Loop
- 🏳️🌈 Lakeside Pride Pops Ensemble | Benito Juarez Academy | Pilsen
- 🎵 International club music | Chop Shop | Wicker Park
- 🕹️ Bloodrage Summer Fight Club | Night City | Logan Square
- 🍽️ Chicago Restaurant Week | Various locations
- 🎥 Galentine's Brunch: “Waiting to Exhale” | Him & Her Vintage | Old Irving Park
- 🎶 Bombelle | Ramova Loft | Bridgeport
Sunday, Feb. 8
- 👀 Benito Bowl: Watch Party | Ramova Theatre | Bridgeport
- 📖 “The Man with the Golden Arm” book club | Empty Bottle | Ukrainian Village
- 🎶 The Beatles + More for Kids | Thalia Hall | Pilsen
- 🏈 Super Bowl Bingo | Rocks | Lakeview
- 🍎 Winter Farmers Market | Water Tower | Streeterville
- 🎤 Stand-Up Comedy | Nighthawk | Albany Park
- 🏈 Super Bowl and Day Party | Wilma’s Famous BBQ & Tavern | Loop
- 🍽️ Chicago Restaurant Week | Various locations
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Thanks to you, loyal readers, who let me know your favorite gyros spots. I’m still on the hunt for the best in the city. Keep the recs flowing!
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