Chicago hotels

Chicago boutique hotels

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

The Peninsula Chicago

Excellent, 168 reviews
#1 out of 21 hotels
$978+
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Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Excellent, 908 reviews
#2 out of 21 hotels
$710+
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Virgin Hotels Chicago

Virgin Hotels Chicago

Excellent, 1,452 reviews
#3 out of 21 hotels
$460+
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Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

Excellent, 1,271 reviews
#4 out of 21 hotels
$461+
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Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

Excellent, 917 reviews
#5 out of 21 hotels
$355+
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21C Museum Hotel Chicago

21C Museum Hotel Chicago

Excellent, 1,064 reviews
#6 out of 21 hotels
$307+
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The Talbott Hotel

The Talbott Hotel

Excellent, 394 reviews
#7 out of 21 hotels
$362+
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ACME Hotel Company Chicago

ACME Hotel Company Chicago

Excellent, 728 reviews
#8 out of 21 hotels
$273+
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Eurostars Magnificent Mile

Eurostars Magnificent Mile

Excellent, 2,430 reviews
#9 out of 21 hotels
$301+
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Ivy Boutique Hotel

Ivy Boutique Hotel

Excellent, 1,556 reviews
#10 out of 21 hotels
$345+
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Waldorf Astoria Chicago

Waldorf Astoria Chicago

Excellent, 220 reviews
#11 out of 21 hotels
$939+
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The Chicago Hotel Collection Magnificent Mile

The Chicago Hotel Collection Magnificent Mile

Excellent, 1,255 reviews
#12 out of 21 hotels
$287+
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Central Loop Hotel

Central Loop Hotel

Excellent, 2,340 reviews
#13 out of 21 hotels
$323+
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W Chicago - Lakeshore

W Chicago - Lakeshore

Excellent, 1,297 reviews
#14 out of 21 hotels
$391+
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Royal Sonesta Chicago River North

Royal Sonesta Chicago River North

Excellent, 519 reviews
#15 out of 21 hotels
$482+
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Hotel Lincoln

Hotel Lincoln

Excellent, 419 reviews
#16 out of 21 hotels
$284+
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Chicago Getaway Hostel

Chicago Getaway Hostel

Excellent, 2,322 reviews
#17 out of 21 hotels
$41+
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The Whitehall Hotel

The Whitehall Hotel

Good, 1,709 reviews
#18 out of 21 hotels
$218+
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Warwick Allerton Chicago

Warwick Allerton Chicago

Good, 3,516 reviews
#19 out of 21 hotels
$237+
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Hotel Felix Chicago

Hotel Felix Chicago

Good, 1,435 reviews
#20 out of 21 hotels
$317+
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Gale Chicago

Gale Chicago

Okay, 14 reviews
#21 out of 21 hotels
$299+
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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.