This classic Midwestern destination already known for its innovative architecture, history, and stunning shoreline has been transformed by an infusion of world-renowned museums, pulsating nightlife, five-star food, championship sports teams, and eclectic neighborhoods.
The full guide to 360DG's Top Hotels in all our destinations.
Dive headlong into our take on Chicago and its top highlights for groups.
O’Hare International Airport (ORD) One of the busiest airports in the country, ORD is located 18 miles northwest of The Loop with more than 1,000 daily directs from more than 150 US and 50 international destinations. ORD is a major hub for both American and United.
Chicago Midway International Airport (MDW) Known primarily as a hub for Southwest, MDW features a brand-new main terminal facility, three FBOs, and is located eight miles southwest of The Loop.
While Chicago is lovingly nicknamed "The Windy City," that moniker has more to do with our politicians than the weather. It's a moderate four-season lakefront destination.