What this place feels like
Very lively with very social, very trendy, somewhat urban character.
Whiskey Business
Immerse yourself in the lively spirit of Whiskey Business, an urban outdoor oasis nestled on North Milwaukee Avenue in Chicago. Feel the energy of friends gathering for spirited games of shuffleboard under strings of glowing café bulbs, set against a striking mural backdrop of silhouetted pines and vivid geometric art. The atmosphere hums with warmth and connection on a crisp, sunny afternoon, where laughter mingles with sips of craft drinks. This rooftop hotspot offers a perfect blend of urban cool and relaxed socializing, inviting travelers and locals alike to bask in Chicago's creative charm and spirited community. Step into this unique scene and let your next memorable city experience unfold here.
Late spring to early fall for comfortable outdoor weather
Most videos filmed Aug during summer. July is busy - one of the most popular times to visit.
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Frequently asked questions
Late spring to early fall for comfortable outdoor weather
1–3 hours
Casual outdoor wear, Sunglasses, Camera or smartphone, Cash or cards for drinks, and Light jacket for evening
Groups, Couples, Young Adults, Social Explorers, and Local Nightlife Seekers
The nearest airport is Chicago O'Hare International Airport (ORD), approximately 30 minutes by car or public transport.
Find nearby accommodation ranging from boutique hotels in the Logan Square area to larger hotels downtown Chicago.Book a stay →
Explore other vibrant Chicago experiences such as food tours in Wicker Park, the Chicago Art Institute, or river architecture cruises.Book a tour →
$1-$25
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One of 386 clips our travelers have filmed in Chicago
