The Best Bar 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.

Sheffield's

Lakeview

With a shaded beer garden in summer and a roaring fireplace in winter, Sheffield's spans the seasons. The laid-back neighborhood pub with a craft beer and barbecue focus features more than 100 kinds of bottled beer, including an impressive list of vintage brews. You can also choose from up to 50 beers at one of the four bars, but for those not interested in brews, wine and cocktails are also available.