13+ experiences available
Chicago
The city that works — and plays harder
Deep dish, deep house, deep culture. From Lollapalooza to legendary jazz clubs, Chicago brings world-class nightlife with Midwest heart.
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Trip Packages
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Venues
Featured Stories in Chicago
Best Restaurants Near Soldier Field for R&B Tour Weekend
Where to eat before and after the Usher and Chris Brown show at Soldier Field on August 21, 2026. Pre-show dinner spots, late-night eats, and next-day brunch.
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Where to Party After Usher and Chris Brown in Chicago
The R&B Tour hits Soldier Field on August 21, 2026. Here is where the party continues in River North and South Loop and beyond.
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The R&B Tour in Chicago: Your Complete Travel Guide
Everything you need to know about Usher and Chris Brown's R&B Tour stop at Soldier Field on August 21, 2026. Hotels, dining, nightlife, and the full weekend plan.
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Chicago White Sox Opening Day 2027: Guaranteed Rate Field and the South Side
Your complete guide to White Sox Opening Day 2027 at Guaranteed Rate Field, from Bridgeport tailgates to Armour Square neighborhood eats.
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Featured Ambassadors in Chicago
This spot is open. Top ambassadors earning commissions in Chicago get featured here — it's how travelers find the locals they trust.
Upcoming Events
Fri, Jun 19
Rico McFarland Blues Band/Nora Jean Wallace Blues Band
Fri, Jun 19
underscores w/ Umru
Fri, Jun 19
Drunk Shakespeare: Drunk Romeo & Juliet (21+ Event)
Fri, Jun 19
Brokeback Mountain
Fri, Jun 19
The Second City Mainstage 114th Revue (Minors must be accompanied by an adult)
Fri, Jun 19
Balloon Museum | EmotionAir - Art You Can Feel - Chicago
Fri, Jun 19
Chicago Cubs vs Toronto Blue Jays: #BudFridays Cubs 1930s Replica Jersey
Fri, Jun 19
Lakeshore Arts and Music Festival
Latest from Chicago
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Balloon Museum EmotionAir Chicago 2026 - Immersive Art Experience
Experience EmotionAir at Balloon Museum Chicago June 15, 2026. Immerse yourself in interactive art installations that transform spaces into emotional journeys.
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A Dog's House June 14, 2026 - Premier Event in The City
Experience A Dog's House at a premier venue on June 14, 2026. Get ready for an unforgettable night in the city's hottest destination.
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Going Bacharach: The Songs of An Icon in the city - June 2026
Experience the timeless melodies of Burt Bacharach at this special tribute event in the city on June 13, 2026. A night of classic songbook magic awaits.
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Gaffigan, Thibaudet & Bernstein Live in the city 2026
Don't miss the highly anticipated Gaffigan, Thibaudet & Bernstein performance in the city on June 12, 2026. Get ready for an unforgettable evening.
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The Hold Steady SOLD OUT: Boys and Girls in America 20 in the city
The Hold Steady's intimate storytellers set celebrating Boys and Girls in America's 20th anniversary has sold out in the city. Here's what makes this show special.
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Wendy Eisenberg & More Eaze Hit The City June 2026
Experience an unforgettable night of experimental music as Wendy Eisenberg and More Eaze take the stage with William Covert and Bruce Lamont on June 10, 2026.
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