2 Best Bars in Chicago, Illinois

Background Illustration for Nightlife

Chicago's entertainment varies from loud and loose to sophisticated and sedate. You'll find classic Chicago corner bars in most neighborhoods, along with trendier alternatives like wine bars and lounges. The strains of blues and jazz provide much of the backbeat to the city's groove, and an alternative country scene is flourishing. As far as dancing is concerned, take your pick from cavernous clubs to smaller spots with DJs spinning dance tunes; there's everything from hip-hop to swing. Wicker Park/Bucktown and River North have the hottest nightlife, but prime spots are spread throughout the city.

Shows usually begin at 9 pm; cover charges generally range from $3 to $20, depending on the day of the week (Friday and Saturday nights are the most expensive). The list of blues and jazz clubs includes several South Side locations: be cautious about transportation here late at night, because some of these neighborhoods can be unsafe. Drive your own car or ask the bartender to call you a cab.

Booth One

Old Town
While new ownership restored the Ambassador name to this storied Gold Coast hotel in 2017, they lost the rights to call its historic restaurant the Pump Room. So they renamed the space in honor of its most coveted table, where celebrities and other VIPs have held court since the 1930s. The updated decor features numerous black-and-white photos of those famous faces, while the bar's classic cocktail and wine lists hope to lure a new generation of A-listers.
1301 N. State Pkwy., Chicago, IL, 60610, USA
312-649–0535

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Zebra Lounge

Near North Side

Small and funky with zebra-striped lamps and other kitschy accoutrements, this lounge attracts an interesting crowd of dressed-up and dressed-down regulars who come to sing along with the pianist on duty.

1220 N. State Pkwy., Chicago, IL, 60610, USA
312-642–5140

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