Boutique Hotels in Chicago, Illinois

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Check availability on Chicago Boutique Hotels

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Chicago boutique hotels

Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3174)
"stunning hotel"
Canada
Yiwei
The price is P5,499
P6,455 total
includes taxes & fees
Jan 27 - Jan 28, 2026
Eurostars Magnificent Mile
Breakfast, lunch, dinner served; American cuisine
Central Loop Hotel

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1957)
"Good value and location worked well for our trip"
United States
Todd
The price is P4,790
P5,623 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Central Loop Hotel
Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe
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, (3819)
"Hotel stay was excellent, great dining options walkable, easy parking "
United States
Jason
The price is P4,497
P5,279 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Whitehall Hotel, BW Premier Collection
Interior detail
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, (1012)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is P6,286
P9,100 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Staypineapple, An Iconic Hotel, The Loop
Exterior
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1411)
"Staff was wonderful."
United States
Jamie
The price is P7,539
P10,505 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Sports Illustrated Resorts Chicago
Exterior
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1133)
"Amazing hotel "
United States
Alondra
The price is P5,593
P6,565 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Terrace/patio
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2343)
"Great property and room"
United States
Steven
The price is P6,513
P9,525 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Royal Sonesta Chicago River North
Lobby sitting area
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, (2484)
"The room was amazing and the customer service was great!"
United States
Chelsi
Hotel Felix River North/Magnificent Mile
Exterior
L7 Chicago by LOTTE

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3452)
"Amazing place to stay and super accommodating "
United States
Carson
The price is P8,280
P9,720 total
includes taxes & fees
Jan 12 - Jan 13, 2026
L7 Chicago by LOTTE
Front of property
Ivy Boutique Hotel

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1051)
"I love this hotel "
United States
Tiara
Ivy Boutique 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.
View all properties

Top Chicago Hotel Reviews

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

10/10 Excellent
"Staff is kind. Listening. Accommodating "
Mary Ann 1-night trip
Posted 18 hours ago
Silversmith Hotel Chicago Downtown

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 Whitehall Hotel, BW Premier Collection and Hotel Felix River North/Magnificent Mile 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.

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