Boutique Hotels & Resorts in Chicago from NZ$291

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Check availability on Chicago Boutique Hotels

Best Chicago Boutique Hotels

The Whitehall Hotel, BW Premier Collection
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very good, (3626)
"Staff were friendly and location was perfect."
The price is NZ$291
includes taxes & fees
20 Oct - 21 Oct
The Whitehall Hotel, BW Premier Collection
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3075)
"Perfect location, walkable to many restaurants and shops"
The price is NZ$355
includes taxes & fees
27 Oct - 28 Oct
Eurostars Magnificent Mile
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2212)
"Loved our stay"
Hotel Felix River North/Magnificent Mile
Central Loop Hotel
Breakfast, lunch, dinner served; American cuisine

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1869)
"Amazing place to stay"
The price is NZ$341
includes taxes & fees
5 Oct - 6 Oct
Central Loop Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Exterior

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4.0 star property
9.6 out of 10, Exceptional, (1035)
"Great stay"
The price is NZ$446
includes taxes & fees
5 Oct - 6 Oct
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
ACME Hotel Company
Cocktail bar

ACME Hotel Company

3.5 star property
9.0 out of 10, Wonderful, (1834)
"Great place"
The price is NZ$328
includes taxes & fees
19 Oct - 20 Oct
ACME Hotel Company
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1017)
"Thanks to Carlo and Francine's help, we had a wonderful stay! "
The price is NZ$344
includes taxes & fees
1 Oct - 2 Oct
Ivy Boutique Hotel
Staypineapple, An Iconic Hotel, The Loop
Interior detail

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
9.4 out of 10, Exceptional, (1016)
"Great hotel!!"
The price is NZ$472
includes taxes & fees
20 Oct - 21 Oct
Staypineapple, An Iconic Hotel, The Loop
The Royal Sonesta Chicago River North
Terrace/patio

The Royal Sonesta Chicago River North

4.5 star property
9.2 out of 10, Wonderful, (2153)
"Great location and great staff."
The price is NZ$493
includes taxes & fees
5 Oct - 6 Oct
The Royal Sonesta Chicago River North
The Chicago Hotel Collection - Magnificent Mile
Exterior

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1347)
"Room was nice, lobby was nice staff was very friendly and helpful. It was a good place to stay!"
The Chicago Hotel Collection - Magnificent Mile
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

The Wade

The Wade

10/10 Excellent
"Room was nice and the views are amazing"
Felipe 4-night trip
Posted 22 hours ago
The Wade

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?
Hotel Felix River North/Magnificent Mile is a favourite hotel with Expedia travellers looking for a stylish stay, and features a 24-hour health club and a fireplace in the lobby. The Whitehall Hotel, BW Premier Collection and The Chicago Hotel Collection - 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, Navy Pier and Wrigley Field. You might also want to see spots like Soldier Field, 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 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.