Find Boutique Hotels in Chicago, IL

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Pick from 98 Chicago Boutique Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Exterior
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
3.5 star property
9.6 out of 10, Exceptional, (1010)
"Wonderful hotel in the Loop! Spacious rooms, wonderful staff. We will be back!"
The price is AED 694
AED 802 total
includes taxes & fees
27 May - 28 May
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Front of property
L7 Chicago by LOTTE
4.5 star property
9.4 out of 10, Exceptional, (1004)
"Everything except the condition of the lobby and the breakfast options was excellent!! The lobby is still under construction and it definitely takes away from the ambience of the hotel. Also the “continental” breakfast was also lacking. There was no water, juice and coffee was cold. Hopefully once the construction is completed the issues will be resolved. Overall I enjoyed my stay!"
The price is AED 694
AED 798 total
includes taxes & fees
26 May - 27 May
L7 Chicago by LOTTE
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1005)
"We have a plenty staying at this hotel has the best locations and restaurant is so good "
The price is AED 863
AED 1,121 total
includes taxes & fees
27 May - 28 May
Virgin Hotels Chicago
Front of property
Staypineapple, An Iconic Hotel, The Loop
4.0 star property
9.2 out of 10, Wonderful, (1002)
"Perfect place to stay in downtown Chicago. Close to everything. Reasonably priced. Amazingly helpful staff. My friend and I spent a couple of days wandering the city, but always were pleased to know Staypineapple was our landing spot!"
The price is AED 522
AED 700 total
includes taxes & fees
27 May - 28 May
Staypineapple, An Iconic Hotel, The Loop
Bar (on property)
ACME Hotel Company
3.5 star property
9.0 out of 10, Wonderful, (1409)
"Unique hotel with attractive decor and a killer downstairs hotel bar "
The price is AED 463
AED 543 total
includes taxes & fees
27 May - 28 May
ACME Hotel Company
Room
The Talbott Hotel
4.0 star property
8.8 out of 10, Excellent, (1000)
"Friendly staff"
The price is AED 558
AED 739 total
includes taxes & fees
27 May - 28 May
The Talbott Hotel
Lobby
The Willows Hotel
3.0 star property
8.4 out of 10, Very Good, (1002)
"Manager/staff were very welcoming. Great atmosphere, hospitality was great. Enjoyed the historic knowledge of this hotel and the area. Wishing parking was reimbursed with the cost of the room. Besides that, had a great and memorable time. Thank you."
The price is AED 511
AED 597 total
includes taxes & fees
27 May - 28 May
The Willows Hotel
Lobby sitting area
The Majestic Hotel
3.0 star property
8.4 out of 10, Very Good, (1004)
"The front desk staff were extremely helpful after our room key would not work on our door! The staff helped us pack and change suites. Options were given to us on local restaurants, and we had some delicious pasta and sandwiches for some late night room service. We checked out the next morning. The rooms were comfortable although outdated. The beds were very comfortable. Two TVs were nice for a family. Would stay again!!! "
The price is AED 496
AED 582 total
includes taxes & fees
27 May - 28 May
The Majestic Hotel
Front of property
Eurostars Magnificent Mile
4.0 star property
8.4 out of 10, Very Good, (1936)
"me and my partner enjoyed everything about our stay. wouldn’t change a thing "
The price is AED 661
AED 763 total
includes taxes & fees
27 May - 28 May
Eurostars Magnificent Mile
Living room
Ivy Boutique Hotel
4.5 star property
8.2 out of 10, Very Good, (1003)
"Great "
The price is AED 475
AED 558 total
includes taxes & fees
27 May - 28 May
Ivy Boutique Hotel
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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.
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 Grant Park, Navy Pier, and Wrigley Field. You might also want to see well-known spots like Millennium Park, Art Institute of Chicago, and Willis Tower 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.

Recent reviews of Chicago hotels
Expedia verified reviews