Find Boutique Hotels in Chicago, IL

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago Boutique Hotels

This weekend
Next weekend

Top Chicago Boutique Hotels

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3133)
"Amazing and will be staying again!"
United States
Angie
The price is NT$2,706
NT$3,176 total
includes taxes & fees
Jan 4 - 2026/1/5
Eurostars Magnificent Mile

The Whitehall Hotel, BW Premier Collection

3.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (3770)
"Great location "
United States
Carlos
The price is NT$2,397
NT$2,813 total
includes taxes & fees
Dec 7 - Dec 8
The Whitehall Hotel, BW Premier Collection

ACME Hotel Company

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1918)
"Lived up to expectations. Bathroom was really nice. Would stay here again."
United States
Nolan
The price is NT$3,353
NT$3,936 total
includes taxes & fees
Dec 7 - Dec 8
ACME Hotel Company

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2295)
"Great place - stayed with extended family. Lounge areas and amenities met everyone’s needs "
United States
Elizabeth
The price is NT$3,204
NT$4,763 total
includes taxes & fees
Dec 7 - Dec 8
The Royal Sonesta Chicago River North

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1104)
"Great location - perfect walking distance to main tourist areas."
United States
Alexa
The price is NT$2,981
NT$3,499 total
includes taxes & fees
Jan 4 - 2026/1/5
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Central Loop Hotel

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1921)
"Very clean and well maintained room, comfortable bed, and great location!"
United States
Rebecca
The price is NT$2,318
NT$2,722 total
includes taxes & fees
Dec 18 - Dec 19
Central Loop Hotel

Hotel Felix River North/Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2418)
"This hotel was perfect, all the ameneties need for a weekend on Chicago"
United States
Nicole
The price is NT$2,323
NT$3,683 total
includes taxes & fees
Dec 9 - Dec 10
Hotel Felix River North/Magnificent Mile

L7 Chicago by LOTTE

4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3328)
"Great location, comfortable hotel "
Australia
Mark
The price is NT$4,413
NT$5,180 total
includes taxes & fees
Jan 1 - 2026/1/2
L7 Chicago by LOTTE

Virgin Hotels Chicago

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1422)
"Excellent hotel the rooms are awesome "
United States
Devita
The price is NT$7,998
NT$10,455 total
includes taxes & fees
Dec 6 - Dec 7
Virgin Hotels Chicago

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1002)
"Perfect stay. Great location, lovely room with view of Marshall Fields State Street Christmas display. The people were just great."
United States
James
The price is NT$3,918
NT$5,516 total
includes taxes & fees
Dec 23 - Dec 24
Staypineapple, An Iconic Hotel, The Loop
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.

Top Chicago Hotel Reviews

Explore a world of travel with Expedia

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.