12+ 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.
12
Upcoming Events
20
Venues
1
Local Ambassadors
Featured in Chicago
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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Chicago Cubs Opening Day 2027: Wrigleyville, Rooftops, and Clark Street
The ultimate guide to Cubs Opening Day 2027 at Wrigley Field, including rooftop bars, Wrigleyville pregame, and Clark Street nightlife.
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Best Of
A Weekend in Wicker Park: The Local's Itinerary
Coffee shops, vinyl stores, and the best dinner you'll have this month — all within six walkable blocks.
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Spotlight
The Best Live Jazz Clubs in Chicago
From the Green Mill to Winter's Jazz Club, Chicago's jazz scene is alive, intimate, and world-class.
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Cindy's Rooftop
12 S Michigan Ave
Capacity: 350
VENUE
Smart Bar
3730 N Clark St
Capacity: 500
Upcoming Events
Fri, Apr 10
Kpop Club Night in Chicago
Stereo Nightclub
Sat, Apr 11
PURE WHITE All-White Soiree
Juliana Restaurant
Sun, Apr 26
Jam Session
The Bassment - Chicago
Thu, Apr 30
Chicago HBCU Baseball Classic Nightlife
SpringHill Suites by Marriott Chicago Chinatown
Sat, May 2
House Heads Only
Smart Bar
from $35 - $85
Fri, May 15
Bruno Mars: The Romantic Tour - Chicago
from $95 - $500
Sat, May 30
Skyline Sessions: Summer Opener
Cindy's Rooftop
from $25 - $65
Sat, May 30
Skyline Sessions: Summer Opener
Smart Bar
from $25 - $65
Latest from Chicago
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Skyline Sessions Summer Opener at Smart Bar Chicago 2026
Chicago's rooftop season kicks off May 30 at Smart Bar with five-course dining, wine pairings, and live music overlooking Millennium Park's skyline.
Read More
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.
Read More
Chicago Cubs Opening Day 2027: Wrigleyville, Rooftops, and Clark Street
The ultimate guide to Cubs Opening Day 2027 at Wrigley Field, including rooftop bars, Wrigleyville pregame, and Clark Street nightlife.
Read More
Skyline Sessions Summer Opener at Cindy's Rooftop Chicago 2026
Kick off summer 2026 with an unforgettable evening at Cindy's Rooftop featuring a five-course tasting menu, wine pairings, and live music over Millennium Park.
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House Heads Only Chicago: Pure House at Smart Bar May 2026
House Heads Only returns to Smart Bar on May 2, 2026. No requests, no top 40—just pure Chicago house from midnight to close with rotating residents.
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Chicago Gourmet 2026: Ultimate Food Festival Sep 25
Chicago Gourmet 2026 returns September 25th with the city's most anticipated culinary celebration. Experience world-class dining and unforgettable flavors.
Read More
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