Chicago hotels

Chicago boutique hotels

Chicago, IL, United States
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Most popular boutique hotels in Chicago
The Peninsula Chicago

The Peninsula Chicago

Excellent, 224 reviews
#1 out of 20 hotels
£453+
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Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Excellent, 1,301 reviews
#2 out of 20 hotels
£340+
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Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

Excellent, 1,502 reviews
#3 out of 20 hotels
£216+
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Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

Excellent, 1,380 reviews
#4 out of 20 hotels
£180+
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Waldorf Astoria Chicago

Waldorf Astoria Chicago

Excellent, 145 reviews
#5 out of 20 hotels
£453+
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Virgin Hotels Chicago

Virgin Hotels Chicago

Excellent, 1,199 reviews
#6 out of 20 hotels
£217+
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The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

Excellent, 1,104 reviews
#7 out of 20 hotels
£184+
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Eurostars Magnificent Mile

Eurostars Magnificent Mile

Excellent, 3,496 reviews
#8 out of 20 hotels
£155+
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Ivy Boutique Hotel

Ivy Boutique Hotel

Excellent, 2,246 reviews
#9 out of 20 hotels
£168+
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JW Marriott Chicago

JW Marriott Chicago

Excellent, 299 reviews
#10 out of 20 hotels
£231+
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21c Museum Hotel Chicago

21c Museum Hotel Chicago

Excellent, 1,391 reviews
#11 out of 20 hotels
£180+
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Chicago Getaway Hostel

Chicago Getaway Hostel

Excellent, 4,253 reviews
#12 out of 20 hotels
£48+
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ACME Hotel Company Chicago

ACME Hotel Company Chicago

Excellent, 1,907 reviews
#13 out of 20 hotels
£139+
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W Chicago - Lakeshore

W Chicago - Lakeshore

Good, 1,751 reviews
#14 out of 20 hotels
£168+
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Central Loop Hotel

Central Loop Hotel

Good, 2,657 reviews
#15 out of 20 hotels
£137+
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The Chicago Hotel Collection Magnificent Mile

The Chicago Hotel Collection Magnificent Mile

Good, 1,620 reviews
#16 out of 20 hotels
£180+
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Hotel Lincoln

Hotel Lincoln

Good, 628 reviews
#17 out of 20 hotels
£161+
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Hotel Felix

Hotel Felix

Good, 4,110 reviews
#18 out of 20 hotels
£132+
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Warwick Allerton Chicago

Warwick Allerton Chicago

Good, 7,216 reviews
#19 out of 20 hotels
£129+
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The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

Good, 1,148 reviews
#20 out of 20 hotels
£132+
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Top tips for finding boutique hotels in Chicago

  • The modern and revamped Chicago Athletic Association is considered one of the most beautiful boutique hotels in Chicago. Cindy’s rooftop restaurant, with its spectacular view of Lake Michigan and Millennium Park, is a favorite spot among locals. Or, grab a drink at the Cherry Circle Room, the Shake Shack, or the Game Room, which has great cocktails alongside game tables.
  • If you’re looking for a boutique hotel that feels like you’re just crashing at a friend’s house, the Freehand Chicago is designed like a super-cool friend’s living room. Located in the center of the River North area, it's a short walk from a number of major attractions, and one of the best restaurant districts in the city. For a quick snack, grab a coffee and pastry at the adjacent Café Integral.
  • Nestled in an area of mega-hotels and rental properties, The Publishing House Bed and Breakfast offers a much more personal touch than other hotels in Chicago. Choose from one of the 11 uniquely designed rooms, outfitted in stylish vintage furniture. The incredible breakfast cooked by the hotel owners is one of the highlights, as is their exceptional personal service.
  • The Staypineapple in Chicago’s eclectic Loop is situated in the Reliance Building, listed on the National Register of Historic Places. The modern design seeks to reclaim some of the building’s historic features, including the original ornate grillwork on the elevators. On your way out to explore Chicago, stop at the Pineapple Espresso for a quick cup of coffee and a snack.