Find Boutique Hotels in Chicago, IL

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Check availability on Chicago Boutique Hotels

Tonight
Dec 7 - Dec 8
Tomorrow
Dec 8 - Dec 9
Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Top Chicago Boutique Hotels

Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3148)
"Amazing and will be staying again!"
United States
Angie
The price is NT$2,924
NT$3,432 total
includes taxes & fees
Jan 6 - 2026/1/7
Eurostars Magnificent Mile
Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe
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, (3795)
"Spacious room, cute boutique hotel in great location!"
United States
Julie
The price is NT$2,391
NT$2,807 total
includes taxes & fees
Dec 9 - Dec 10
The Whitehall Hotel, BW Premier Collection
Breakfast, lunch, dinner served; American cuisine
Central Loop Hotel

Central Loop Hotel

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1926)
"Very clean and well maintained room, comfortable bed, and great location!"
United States
Rebecca
The price is NT$2,547
NT$2,990 total
includes taxes & fees
Dec 21 - Dec 22
Central Loop Hotel
Exterior
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, (1108)
"Great hotel for price and location Everything clean and a huge room "
United States
James
The price is NT$2,974
NT$3,491 total
includes taxes & fees
Jan 4 - 2026/1/5
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Terrace/patio
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2306)
"Great place - stayed with extended family. Lounge areas and amenities met everyone’s needs "
United States
Elizabeth
The price is NT$3,218
NT$4,777 total
includes taxes & fees
Jan 5 - 2026/1/6
The Royal Sonesta Chicago River North
Exterior
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3344)
"I loved the location."
United States
Laura
The price is NT$4,403
NT$5,168 total
includes taxes & fees
Jan 1 - 2026/1/2
L7 Chicago by LOTTE
Interior detail
Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1004)
"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$3,796
NT$5,371 total
includes taxes & fees
Dec 22 - Dec 23
Staypineapple, An Iconic Hotel, The Loop
Rooftop terrace
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1418)
"Excellent hotel the rooms are awesome "
United States
Devita
The price is NT$10,164
NT$12,994 total
includes taxes & fees
Dec 9 - Dec 10
Virgin Hotels Chicago
Lobby sitting area
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, (2424)
"This hotel was perfect, all the ameneties need for a weekend on Chicago"
United States
Nicole
Hotel Felix River North/Magnificent Mile
Cocktail bar
ACME Hotel Company

ACME Hotel Company

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1909)
"Lived up to expectations. Bathroom was really nice. Would stay here again."
United States
Nolan
The price is NT$3,065
NT$3,597 total
includes taxes & fees
Dec 9 - Dec 10
ACME Hotel Company
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 Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"the bathroom is so dark"
Audrey 1-night trip
Posted 6 hours ago
The Whitehall Hotel, BW Premier Collection

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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.