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Best Boutique Hotels in Chicago

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Our top choices for Chicago boutique hotels

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,918 reviews)
"Great stay and location."
United States
Tammy Lynn
The price is RM1,908
RM2,269 total
includes taxes & fees
19 Jul - 20 Jul
Trump International Hotel & Tower Chicago

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (4,285 reviews)
"I would absolutely stay here again! Beautiful well thought out property, within walking distance of everything."
United States
Joel
The price is RM1,096
RM1,303 total
includes taxes & fees
7 Jul - 8 Jul
L7 Chicago by LOTTE

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, (1,265 reviews)
"The best place I’ve stayed in Chicago"
United States
Robyn
The price is RM974
RM1,158 total
includes taxes & fees
3 Aug - 4 Aug
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Our third time at this hotel and still enjoying it."
United States
Jorge
The price is RM2,320
RM2,758 total
includes taxes & fees
19 Jul - 20 Jul
Waldorf Astoria Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,694 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is RM651
RM774 total
includes taxes & fees
6 Jul - 7 Jul
Eurostars Magnificent Mile

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, (3,928 reviews)
"Great location, comfortable rooms, nice breakfast."
United States
Luis
The price is RM592
RM704 total
includes taxes & fees
6 Jul - 7 Jul
The Whitehall Hotel, BW Premier Collection

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,326 reviews)
"Always love the Ivy Hotel and always a good choice!"
United States
Cindy
The price is RM656
RM770 total
includes taxes & fees
6 Jul - 7 Jul
Ivy Boutique Hotel

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,423 reviews)
"The location is great and the rooms are comfortable and spacious. The free yoga classes were a nice bonus. It is clear that the hotel is going through a transition."
Canada
Caroline
The price is RM912
RM1,201 total
includes taxes & fees
19 Jul - 20 Jul
Sports Illustrated Resorts Chicago

The Buckingham Hotel

The Buckingham Hotel
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,003 reviews)
"The view of the city was spectacular"
United States
Wilmer
The price is RM527
RM676 total
includes taxes & fees
6 Jul - 7 Jul
The Buckingham Hotel

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,196 reviews)
"Great hotel with awesome location"
United States
Daniel
The price is RM596
RM708 total
includes taxes & fees
6 Jul - 7 Jul
Central Loop 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.

Top Chicago Hotel Reviews

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. Eurostars Magnificent Mile and Hotel Felix River North/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 spots like Wrigley Field, Naval Base Great Lakes and Six Flags Great America 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.

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