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Hotels

Thompson Chicago
Chicago, IL

This pet friendly hotel is located among the historic mansions of Chicago's Gold Coas. Register for the VIP Pups program for extra benefits and saving... Read More

Swissotel Chicago
Chicago, IL

This pet friendly hotel is within blocks of the Riverwalk and about a mile from the Navy Pier.

One of the Top 40 hotels in the U.S., Hotel Monaco Chicago offers a stylish window onto the Windy City. We pamper you with award-winning services, sup... Read More

This pet friendly hotel is at the heart of Chicago, a 4-minute drive from Chicago Riverwalk and 5 minutes from John Hancock Center. It's just over a m... Read More

The Whitehall Hotel
Chicago, IL

This pet friendly, upscale hotel offers luxurious amenities conveniently located in the downtown.

View All Hotels (53)

Vacation Properties

The Skyline
Chicago, IL

Gaze across Chicago's world-famous skyline at this two-bedroom Grand Plaza suite, a modern urban escape with gorgeous balcony views, a wonderful lo... Read More

Down On State Street
Chicago, IL

If you have plans to come to Chicago, stay in this upscale high-rise suite for a convenient and luxurious getaway. Whether you're here for pleasure... Read More

Windy City Luxury
Chicago, IL

Soak up incredible views of the Windy City from the balcony of this upscale suite on the 42nd floor of the Grand Plaza! Located just a short walk f... Read More

See what city living is all about with a stay at this first-class suite on the 39th floor of Chicago's Grand Plaza. Bursting with superb community ... Read More

Chicago Chic
Chicago, IL

Experience all that the Windy City has to offer from this 38th-floor, two-bedroom suite with a large, private balcony, breathtaking panoramic views... Read More

View All Properties (10)