DK Travel : Chicago : Bars & Nightclubs

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The Cotton Club

In this lively two-room club, the jazz room is modeled on Harlem’s famed Cotton Club. In another room DJs spin hip-hop and contemporary beats.
The Duke of Perth

This Scottish pub hits the mark, with nearly 90 varieties of single-malt whisky and plenty of Celtic paraphernalia and music.
The Tin Lizzie

A sports bar-and-dance club, Tin Lizzie is wall-to-wall with twenty- to thirtysomethings most weekend nights, when DJs spin a variety of tunes.
The Velvet Lounge

Ignore the threadbare decor; The Velvet Lounge offers some of the city’s best jazz including jam sessions with the bar’s owner, a saxman himself.
Vernon Park Tap

Also known as Tufano’s, this popular bar counts legions of local and celebrity fans who pile in for house wine and generous, inexpensive pastas.
Whiskey Bar & Grill

Run by Rande Gerber, husband of supermodel Cindy Crawford, this sophisticated, sleek bar attracts a trendy crowd.
Whiskey Sky

Nightlife goes sky-high at this intimate club on the 33rd floor of the W. Chicago Lakeshore hotel. Locals and guests mingle among ’70s retro furnishings while soul and light house music provide the beat (though there’s no dancing) to a backdrop of stunning views.
Wrightwood Tap

The centrally positioned bar, promotes an open, Cheers-type feel, with conversation flowing among patrons. TVs typically air college sports, while dart boards provide participatory entertainment.
Zebra Lounge

An illegal speakeasy during Prohibition, this tiny piano bar has stood the test of time and competition, packing in loyal revelers nightly. Zebra prints dominate the décor, and martinis are the drink of choice. Singing along with the pianist to show tunes, torch songs, and oldies is expected.
Zebra Lounge

A classic piano lounge, the Zebra is intimate, friendly, and decorated wall to wall in animal prints. It’s a funky place to drink cocktails in the Gold Coast.