Boutique Hotels in Chicago

Welcome to Chicago, the Windy City, where world-class architecture meets vibrant culture and scenic lakeside charm. From the iconic skyline featuring the Willis Tower and John Hancock Center to the lush expanse of Millennium Park, Chicago is a city of boundless energy and creativity. Explore its dynamic neighborhoods, from the artistic flair of Wicker Park to the high-end shopping of the Magnificent Mile. Whether you’re taking in a show at the historic Chicago Theatre or indulging in the city’s renowned food scene, Chicago offers an unforgettable urban experience.

Our curated selection of boutique hotels ensures you’ll find a stylish and comfortable stay in one of America’s most captivating cities.

The Guesthouse Hotel

4872 North Clark
Chicago, IL 60640

★★★★9.6(184 reviews)

Available Room Types:

  • Suite
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The Publishing House Bed and Breakfast

108 North May Street
Chicago, IL 60607

9.5(51 reviews)

Available Room Types:

  • Double
  • Suite
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Sophy Hyde Park

1411 East 53rd Street
Chicago, IL 60615

★★★★9.1(242 reviews)

Available Room Types:

  • Double
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Virgin Hotels Chicago

203 N Wabash Ave
Chicago, 60601

★★★★8.6(1475 reviews)

Available Room Types:

  • Double
  • Suite
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Thompson Chicago, by Hyatt

21 East Bellevue Place
Chicago, IL 60611

★★★★8.6(348 reviews)

Available Room Types:

  • Double
  • Quadruple
  • Suite
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The Robey, Chicago, a Member of Design Hotels

2018 W North Avenue
Chicago, IL 60647

★★★★8.6(325 reviews)

Available Room Types:

  • Double
  • Quadruple
  • Suite
  • Triple
More Info