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Roof at the Wit, State & Lake. It's a little precious, but the view is awesome and it's a cool space. Plus right across the street from work.

Green Mill Cocktail Lounge

Soak up some jazz at the Green Mill, originally founded to be Chicago's answer to Paris' Moulin Rouge, this jazz club became a notorious speakeasy run by one of the most terrible gangsters of the day, "Machine Gun" Jack McGurn. While it was a favorite of Al Capone in the day, it now hosts Grammy-award winning jazz musicians and serves great drinks...located in the Uptown neighborhood

Rooftop Bars Chicago - Best Roof Top Bar

enjoy the best outdoor rooftop bars in chicago this summer, try one of chicago's best rooftop bars this summer