Find Boutique Hotels in Chicago, IL

  • 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, (3,359 reviews)
"Great stay"
United States
Ashley
The price is NT$4,091
NT$4,803 total
includes taxes & fees
Apr 6 - Apr 7
Eurostars Magnificent Mile

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,052 reviews)
"For the price, it was a very nice a room and location. "
United States
Anna
The price is NT$2,961
NT$3,476 total
includes taxes & fees
Apr 6 - Apr 7
Central Loop Hotel

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,599 reviews)
"Great location, helpful staff. Enjoyed our stay"
United States
Eileen
The price is NT$2,221
NT$3,586 total
includes taxes & fees
Apr 5 - Apr 6
Hotel Felix River North/Magnificent Mile

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,209 reviews)
"Clean friendly staff love the decor "
United States
Kiasha
The price is NT$3,286
NT$3,857 total
includes taxes & fees
Apr 12 - Apr 13
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, (1,028 reviews)
"Lots of places to eat and shop nearby"
United States
Analicia
The price is NT$4,263
NT$5,943 total
includes taxes & fees
Apr 26 - Apr 27
Staypineapple, An Iconic Hotel, The Loop

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, (1,225 reviews)
"It is a great hotel in a very nice location"
United States
Emmanuel
The price is NT$4,135
NT$4,854 total
includes taxes & fees
Apr 5 - Apr 6
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,269 reviews)
"I loved this hotel so much! The amenities are great and it’s a prime location with a beautiful view "
United States
Lacey
The price is NT$3,519
NT$4,131 total
includes taxes & fees
Apr 5 - Apr 6
The Chicago Hotel Collection - Magnificent Mile

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,847 reviews)
"Loved the stay here !"
United States
Alisha
The price is NT$4,919
NT$5,774 total
includes taxes & fees
Apr 26 - Apr 27
L7 Chicago by LOTTE

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,410 reviews)
"Check in was quick and easy, room was clean and spacious "
United States
Quinton
The price is NT$5,452
NT$7,303 total
includes taxes & fees
Apr 7 - Apr 8
Sports Illustrated Resorts Chicago

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (90 reviews)
"We will definitely stay here again!!"
United States
Hayley
The price is NT$4,240
NT$5,918 total
includes taxes & fees
Apr 26 - Apr 27
The Talbott, Autograph Collection
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 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.
What's the best boutique-style hotel in Chicago?
Eurostars Magnificent Mile is a favorite hotel with Expedia travelers looking for a stylish stay, and features a full-service spa and massages. Hotel Felix River North/Magnificent Mile and The Chicago Hotel Collection - Magnificent Mile are two other options for a boutique stay.
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 Michigan Avenue, Wrigley Field, and Soldier Field. You might also want to see spots like Navy Pier, 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 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.

Explore a world of travel with Expedia