Find Boutique Hotels in Chicago, IL

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Check availability on Chicago Boutique Hotels

Our top choices for Chicago boutique hotels

Bar (on property)
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (3790)
"Comfortable Room, great location and Excellent Staff. "
United States
Charles
The price is ￥11,921
￥13,995 total
includes taxes & fees
Dec 15 - Dec 16
The Whitehall Hotel, BW Premier Collection
Dinner served, American cuisine
Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1005)
"Great hotel location and friendly staff! "
United States
Kathleen
The price is ￥16,296
￥23,692 total
includes taxes & fees
Dec 27 - Dec 28
Staypineapple, An Iconic Hotel, The Loop
Nightclub
Central Loop Hotel

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1928)
"Great and comfortable place "
United States
Olu
The price is ￥11,533
￥13,538 total
includes taxes & fees
Dec 24 - Dec 25
Central Loop Hotel
Rooftop terrace
Virgin Hotels Chicago

Virgin Hotels Chicago

Virgin Hotels Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1419)
"Excellent hotel the rooms are awesome "
United States
Devita
The price is ￥52,796
￥67,281 total
includes taxes & fees
Dec 12 - Dec 13
Virgin Hotels Chicago
Lobby
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2432)
"Staff was amazing! "
United States
Erica
Hotel Felix River North/Magnificent Mile
Deluxe Single Room, 1 King Bed, Lake View | Minibar, in-room safe, desk, blackout drapes
The Buckingham Hotel

The Buckingham Hotel

The Buckingham Hotel
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1002)
"We loved staying here! The room was spacious, had a great view, secure check in, and great location!"
United States
Madison
The Buckingham Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chicago Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Courteous staff"
Finnikka 2-night trip
Posted 10 hours ago
The Royal Sonesta Chicago Downtown

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Frequently asked questions

Searching for a unique accommodation for your visit to Chicago?
A boutique hotel may be exactly what you're looking for if you like small hotels with quality service and a cool atmosphere. Pick from 26 boutique-style accommodations in Chicago to find a property that captures this destination's local spirit.
What's the best boutique-style hotel in Chicago?
Eurostars Magnificent Mile is a favorite hotel with Expedia travelers looking for a stylish stay, and features a full-service spa and massages. The Royal Sonesta Chicago River North and The Whitehall Hotel, BW Premier Collection are two other options for a boutique stay.
How many boutique hotels should I expect to find in Chicago?
Expedia has 26 boutique hotels in Chicago.
What's there to see and do in Chicago?
Visitors speak positively about this destination's major shopping centers, scenic landscape, and art galleries. Major sights and activities around Chicago include Michigan Avenue, Wrigley Field, and Soldier Field. You might also want to see spots like Navy Pier, Naval Base Great Lakes, and United Center during your trip.
What kind of weather should I plan for when I travel to Chicago?
Getting an idea of what to expect from the weather in Chicago will help you enjoy your stay to the fullest. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Chicago is 50 inches.
What's the best way to get to my boutique hotel in Chicago?
You have a few options for traveling to and around Chicago. The closest major airport is Chicago Midway Airport (MDW), which is located 8.6 mi (13.9 km) away, but Chicago O'Hare Intl. Airport (ORD) may also be an option. You can access metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.