Midwest Charm Meets Big City

It may have been disrespectfully dubbed the “Second City” in the 1950s, but Chicago is a first-rate destination. The Windy City has everything you could want from a major metropolis, but with a healthy dose of Midwestern charm. From the top of the Willis (Sears) Tower to the bleachers at Wrigley Field, there’s always something new to experience. In recent years, Chicago's art and culinary scenes have come to rival those in LA and NYC. Don't miss destination dining at Alinea and Grace or the latest exhibits at the MCA.

Things To Do

Know Before You Go

In winter months of December and January, expect highs of 38 and lows of 24. In summer months of July and August, expect highs of 85 and lows of 60.
Fly into Chicago O'Hare (ORD), about 35 to 60 minutes from your residence, or Chicago Midway (MDW), 25 to 40 minutes away. 
Exclusive Resorts’ Members enjoy VIP Benefits through Barney’s New York, including Personal Shopping with an experienced stylist, a $50 credit toward alterations for every $500 spent, VIP reservations at Freds Restaurant, and more. 

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