Explore A Magnificent Metropolis
Whether you’re visiting the Midwest’s largest city for the deep-dish pizza and sightseeing or to attend a sporting event or festival, you’ll experience a lively mix of architecture, culture and history with every Chicago trip. It’s all easily accessed from our cosmopolitan premier Chicago property. From the buzz of the Magnificent Mile and the amazing architectural cruise to the laughter-laden comedy clubs and fan-favorite Wrigley Field, your Windy City vacation offers plenty to explore and enjoy.
Art & Architecture
Iconic art installations like The Bean, Crown Fountain, the 16th Street Murals and the Chicago Picasso make for ideal photo ops. And for a narrated tour of the city skyline, be sure to take an architecture cruise from Navy Pier.
Iconic Cuisine
There’s a reason that Chicago is known for great pizza. Try the deep dish options at Giordano’s, enjoy the buttery crust varieties at Lou Malnati’s Pizzeria and make a pilgrimage to the original Pizzeria Uno, where Chicago’s special style of deep dish pizza was born.
World-Class Shopping
Don’t miss shopping along the famous stretch of North Michigan Avenue known as the Miracle Mile, where you’ll find flagship stores for brands like Burberry, Tiffany & Co. and Nike.
Your Journey to Membership Starts Here
Join a community of over 730,000 vacation enthusiasts and discover the endless possibilities of Membership with Hilton Grand Vacations.
Discover the Difference
Enjoy a stay at one of our global destinations, attend a timeshare presentation, and discover the Hilton Grand Vacations difference.
Become a Member
Enjoy the flexibility of returning to the same vacation destination every year, or set out for new horizons with each trip you take.
Enjoy a Lifetime of Travel
The countless benefits of Vacation Membership means you choose the way you want to get away while enjoying our signature Hilton hospitality anywhere you go.
Related Articles
Other Destinations
New York City
Indiana
Las Vegas
Missouri