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With over four thousand nightclubs and bars ranging from the elegant lounge to the funky watering hole, Chicago is everyone's kind of town. Even the history of the Windy City points to Chicago's unrelenting desire to let loose - a history that dates back to Prohibition's speakeasy clubs and mobsters like Al Capone. [more]

Although the days of remembering passwords to get into your favorite gin joint are gone, their memory lives on in many of Chicago's clubs that are still made up with 1920s decor and feature the best in live jazz music.

No night out in Chicago would be complete without taking in world-class blues music which can be found in South Loop, Lincoln Park and Uptown.

Chicago's theater district is home to some of the best playhouses in the world and the bar scene there is predictably geared toward the upscale, art scene.

For the sports fan, there is nothing that beats a trip to Wrigley Field where even when its not baseball season, sports bars are jammed with Chi-town residents spouting the glories of da Bears and the Cubs.

Dance clubs can be found almost anywhere in the city and range from restaurant-turned-salsa clubs to enormous, multi-floored, laser-light-show-enhanced techno palaces. [less]