Big Band Brunch w/ Shout Section Big Band
Start your Sunday with a lively brass-heavy set. Grab a mimosa and enjoy the high-energy sounds at this classic Berwyn spot.
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Things to do in Chicago, IL with friends
What's on in Chicago, IL this week — the spots locals are packing, buzzy restaurants, and weekend plans worth texting the group chat about.
11 hand-picked things to do in Chicago, IL right now · 7 with confirmed dates
How we pick spots for a group
- Buzzy, higher-energy rooms that take a crowd
- What's on right now over evergreen tourist stops
- Bookable tables and shared plates a group can split
☀️ Happening Today
Events and things to do tonight
Chicago Cubs vs. Minnesota Twins
Nothing beats a mid-July afternoon in the bleachers. Soak up the sun at the Friendly Confines as the Cubs take on the Twins.
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Balloon Museum | EmotionAir - Art You Can Feel - Chicago
Live at The Fields Studios.
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Plan a friends trip to Chicago, IL
Tell us who's going and WonderKit drafts three Chicago, IL trip ideas in about a minute — free, and you see them before creating an account.
🍽️ Eat & Drink
Local flavors for the summer weekend
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The quintessential West Loop patio experience. Go for the chorizo-stuffed bacon-wrapped dates and a crisp glass of white wine.
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Lula Cafe
A Logan Square institution that defines farm-to-table brunch. The menu changes daily based on what's fresh at the Green City Market.
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📅 This Weekend in Chicago, IL
Making the most of the July heat
Balloon Museum: EmotionAir
An immersive art experience featuring monumental inflatable installations. It’s colorful, tactile, and a total sensory reset.
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Sunday Daydream: Celebrating the Grateful Dead
Head to the patio for an afternoon of improvisational jams. A perfect, laid-back way to close out the weekend under the sun.
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SUFFS (Chicago)
Catch the acclaimed musical exploring the fight for women's voting rights. The storytelling is sharp, timely, and powerful.
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✨ New & Notable
Current buzz and seasonal happenings
Spain vs Argentina - World Cup Final Screening
The electric atmosphere of Thalia Hall makes this the spot to catch the final. Grab a beer and join the crowd for the game.
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🚗 Quick Escape
Weekend trips within 3 hours
Saugatuck, Michigan
Just a two-hour drive for a total change of pace. Hike the dunes at Saugatuck Dunes State Park, browse the galleries on Butler Street, and end the day at Oval Beach.
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Lake Geneva, Wisconsin
Classic lakeside relaxation. Walk the 21-mile Shore Path to see historic estates, take a boat cruise on the clear water, or enjoy a sunset dinner by the docks.
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Frequently asked
What are the best things to do in Chicago, IL with friends?
Group-friendly highlights in Chicago, IL right now include Big Band Brunch w/ Shout Section Big Band, Chicago Cubs vs. Minnesota Twins, and Balloon Museum | EmotionAir - Art You Can Feel - Chicago. WonderKit updates this guide daily so plans stay current.
Where do locals go out in Chicago, IL?
The "Eat & Drink" section above lists buzzy restaurants and bars in Chicago, IL — the spots locals are actually packing this week.
Where's the best nightlife in Chicago, IL?
Check the sections above for current events, buzzy bars, and weekend plans in Chicago, IL worth texting the group chat about.
Plan a friends trip to Chicago, IL
Tell us who's going and WonderKit drafts three Chicago, IL trip ideas in about a minute — free, and you see them before creating an account.