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Check availability on Chicago Boutique Hotels

Our top choices for Chicago boutique hotels

Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,631 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is Rp2.910.080
Rp3.459.794 total
includes taxes & fees
1 Jul - 2 Jul
Eurostars Magnificent Mile
Bar (on property)

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.4 out of 10, Very good, (3,934 reviews)
"Overall a great stay, staff was friendly and bed was comfy."
United States
Meghan
The price is Rp2.531.136
Rp3.009.268 total
includes taxes & fees
30 Jun - 1 Jul
The Whitehall Hotel, BW Premier Collection
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, (1,087 reviews)
"Such a lovely hotel with a beautiful, excellent staff, and lots of character!"
United States
Debby
The price is Rp2.528.060
Rp3.545.065 total
includes taxes & fees
6 Jul - 7 Jul
Staypineapple, An Iconic Hotel, The Loop
Bar (on property)

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,294 reviews)
"Happy with our stay!"
United States
Jennifer
The price is Rp2.407.733
Rp2.826.438 total
includes taxes & fees
7 Jul - 8 Jul
Ivy Boutique Hotel
Champagne service

The Buckingham Hotel

The Buckingham Hotel
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,001 reviews)
"The view of the city was spectacular"
United States
Wilmer
The price is Rp3.032.722
Rp3.815.290 total
includes taxes & fees
1 Jul - 2 Jul
The Buckingham 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, (1,253 reviews)
"Overall comfortable stay and easy access by walk to downtown and all other places in the city."
United States
raghu
The price is Rp3.041.034
Rp3.615.486 total
includes taxes & fees
5 Jul - 6 Jul
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
View from property

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (119 reviews)
"We will definitely stay here again!!"
United States
Hayley
The price is Rp2.788.220
Rp3.963.682 total
includes taxes & fees
1 Jul - 2 Jul
The Talbott, Autograph Collection
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,546 reviews)
"Nice hotel - great location"
United States
Brian
The price is Rp2.903.568
Rp3.452.051 total
includes taxes & fees
1 Jul - 2 Jul
The Chicago Hotel Collection - Magnificent Mile
Nightclub

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,177 reviews)
"Great hotel with awesome location"
United States
Daniel
The price is Rp2.612.706
Rp3.106.247 total
includes taxes & fees
1 Jul - 2 Jul
Central Loop Hotel
Breakfast, lunch, dinner and brunch served

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,640 reviews)
"Great location, friendly staff"
Canada
LARA
The price is Rp3.073.772
Rp4.236.641 total
includes taxes & fees
5 Jul - 6 Jul
The Royal Sonesta Chicago River North
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

Freehand Chicago

Freehand Chicago

6/10 Okay
"Clean room, convenient location."
URSULA 1-night trip
Posted 1 hour ago
Freehand Chicago

Frequently asked questions

Searching for a cosy accommodation option for your visit to Chicago?
A boutique hotel may be just what you're looking for if you enjoy smaller hotels with quality service and great atmosphere. Select from 26 boutique-style accommodation options in Chicago to find a property that captures the local spirit of this destination.
What's the best boutique accommodation in Chicago?
The Chicago Hotel Collection - Magnificent Mile is a favourite hotel with Expedia travellers looking for a stylish stay, and features 2 restaurants and 2 bars. Hotel Felix River North/Magnificent Mile and Eurostars Magnificent Mile are other choices for a boutique stay.
How many boutique hotels will I be able 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 centres, scenic landscape and art galleries. Major sights and activities around Chicago include Michigan Avenue, Soldier Field and Navy Pier. You might also want to see well-known spots like Wrigley Field, Art Institute of Chicago 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 temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
What's the best way to get to my boutique hotel in Chicago?
You have a few options for travelling 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 International Airport (ORD) may also be an option. You can access metro transport at Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station.