A river with a yellow boat, surrounded by tall buildings and a bridge.

Search Boutique Hotels in Chicago

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago Boutique Hotels

This weekend
Next weekend

Our top choices for Chicago boutique hotels

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,681 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is ฿5,450
฿6,479 total
includes taxes & fees
6 Jul - 7 Jul
Eurostars Magnificent Mile

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 ฿4,303
฿5,517 total
includes taxes & fees
5 Jul - 6 Jul
The Buckingham Hotel

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,677 reviews)
"Enjoyed our stay"
United States
keary
The price is ฿4,320
฿5,136 total
includes taxes & fees
5 Jul - 6 Jul
The Chicago Hotel Collection - Magnificent Mile

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 ฿4,619
฿5,491 total
includes taxes & fees
5 Jul - 6 Jul
Central Loop Hotel

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,437 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 ฿6,598
฿8,792 total
includes taxes & fees
5 Jul - 6 Jul
Sports Illustrated Resorts Chicago

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, (3,918 reviews)
"Great location, comfortable rooms, nice breakfast."
United States
Luis
The price is ฿4,642
฿5,519 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, (1,324 reviews)
"Always love the Ivy Hotel and always a good choice!"
United States
Cindy
The price is ฿5,353
฿6,284 total
includes taxes & fees
5 Jul - 6 Jul
Ivy Boutique Hotel

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,123 reviews)
"Good location, friendly staff"
United Kingdom
Philip
The price is ฿4,680
฿6,549 total
includes taxes & fees
5 Jul - 6 Jul
Staypineapple, An Iconic Hotel, The Loop

ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,025 reviews)
"Awesome place!"
United States
Jay
The price is ฿4,878
฿5,799 total
includes taxes & fees
5 Jul - 6 Jul
ACME Hotel Chicago, Outset Collection by Hilton

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,675 reviews)
"Great location, friendly staff"
Canada
LARA
The price is ฿5,635
฿7,768 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.

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.