Thanks to a red-hot food scene, innovative hotel projects, and exciting design and architecture, the Windy City is the perfect urban escape.

Where to Head After Dark

With a storied history of bootleggers and speakeasies, Chicago has always been a tippler’s town; but it’s come a long way since bathtub hooch. In Logan Square, Dan Shapiro’s Scofflaw draws crowds for its gin-focused cocktails.

Devotees of Trader Vic’s have a chic new tiki temple: Three Dots & a Dash in River North.