Best 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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago Boutique Hotels

Our top choices for Chicago boutique hotels

Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,555 reviews)
"Great location, large rooms, we loved our stay and would definitely recommend "
Australia
Belinda
The price is RM636
RM756 total
includes taxes & fees
25 May - 26 May
Eurostars Magnificent Mile
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,442 reviews)
"Great stay"
United States
Christa
The price is RM483
RM574 total
includes taxes & fees
25 May - 26 May
The Chicago Hotel Collection - Magnificent Mile
Bar (on property)

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, (3,933 reviews)
"Nice location , good service, and tastier breakfast"
Mexico
Rogelio
The price is RM521
RM620 total
includes taxes & fees
27 May - 28 May
The Whitehall Hotel, BW Premier Collection
Bathroom

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,405 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
United States
Erik
The price is RM755
RM1,010 total
includes taxes & fees
25 May - 26 May
Sports Illustrated Resorts Chicago
Living room

The Buckingham Hotel

The Buckingham Hotel
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,000 reviews)
"The perfect room with a view"
United States
Anita
The price is RM511
RM655 total
includes taxes & fees
26 May - 27 May
The Buckingham Hotel
Lobby

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, (2,706 reviews)
"Amazing place"
United States
Rodolfo
The price is RM325
RM508 total
includes taxes & fees
26 May - 27 May
Hotel Felix River North/Magnificent Mile
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,068 reviews)
"Clean rooms, comfy bed."
United States
Brenda
The price is RM712
RM964 total
includes taxes & fees
26 May - 27 May
Staypineapple, An Iconic Hotel, The Loop
Bar (on property)

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,270 reviews)
"Great location, clean room, comfortable beds. Love this hotel and will stay here again and again!"
United States
Ping
The price is RM587
RM689 total
includes taxes & fees
21 May - 22 May
Ivy Boutique Hotel
Exterior

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, (1,234 reviews)
"Really nice stay. "
United States
Rachael Lindsay
The price is RM632
RM752 total
includes taxes & fees
25 May - 26 May
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Nightclub

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,144 reviews)
"Great place! Would stay again!"
United States
Tasha
The price is RM504
RM599 total
includes taxes & fees
25 May - 26 May
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.
View all properties

Top Chicago Hotel Reviews

Freehand Chicago

Freehand Chicago

6/10 Okay
"Room was very small"
Aalia 1-night trip
Posted 1 hour ago
Freehand Chicago

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 Chicago Hotel Collection - Magnificent Mile and Central Loop Hotel 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 Navy Pier, Wrigley Field and Michigan Avenue. 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.

Explore a world of travel with Expedia