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

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago Boutique Hotels

Tonight
6 Sept - 7 Sept
Tomorrow
7 Sept - 8 Sept
Next weekend
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept

Our top choices for Chicago boutique hotels

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.
A modern living room with a fireplace, leather sofas, and a wooden floor.
A hotel room with a large bed, a TV, a desk, and a chair.

1. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Yiyang
£113
includes taxes & fees
7 Sept - 8 Sept
Central Loop Hotel
A hotel entrance with a classic facade, an American flag, and a sign for Hotel Blake Chicago.
A hotel entrance with a marquee, American flag, and a person standing in front.
A hotel entrance with a marquee and string lights above the entrance.

2. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
Melanie
£175
includes taxes & fees
7 Sept - 8 Sept
Hilton Vacation Club Hotel Blake Chicago
A hotel bathroom with a large mirror, a sink, and a vanity.
A gym with various exercise equipment, including treadmills and weight machines.
A hotel room with a view of a cityscape through a large window, a floor lamp, a sofa with cushions, and a small table with a plant.
A hotel with a classic facade, large windows, and a prominent entrance.

3. Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
Downtown Chicago
United States
Jose Rafael
£199
includes taxes & fees
9 Sept - 10 Sept
Sports Illustrated Resorts Chicago
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.
The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.
A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.
A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.

4. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
Colten
£94
includes taxes & fees
7 Sept - 8 Sept
The Chicago Hotel Collection - Magnificent Mile
A corridor with ornate black metal railings and a patterned carpet.
A bed with a pillow featuring a pineapple design and the text "Sleep with me." A window reveals a cityscape at night.
A modern hotel room with a sofa, a small table, a bench, a TV, and a cabinet.
A dining area with tables and chairs, a hanging light fixture, and a view of the street through a window.

5. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
United States
marcus
£143
includes taxes & fees
7 Sept - 8 Sept
Staypineapple, An Iconic Hotel, The Loop
A modern bar area with a marble countertop, leather bar stools, a chandelier, and a wall-mounted TV.
A hotel room with a large bed, a desk with a lamp, a TV, and a bathroom visible through an open door.
A modern hotel with a glass facade, multiple floors, and a prominent entrance with a purple-lit canopy.
A hotel lobby with a curved floor design, a glass entrance, and a large mural on the wall.

6. Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
United States
Jerry
£132
includes taxes & fees
7 Sept - 8 Sept
Ivy Boutique Hotel
A room with two chairs and a small table, a large window with a city view at night.
A modern bar area with a circular seating arrangement, a staircase leading to an upper level, and a view of the city through large windows.
A bar area with a long counter, multiple stools, and a television screen.
A modern hotel lobby with a large window, seating area, and a reception desk.

7. Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
United States
Brennique
£155
includes taxes & fees
7 Sept - 8 Sept
Eurostars Magnificent Mile
A historic building with a prominent casino sign, surrounded by modern skyscrapers.
A hotel room with two beds, a dining table with chairs, a city view, and a minibar.
A person pouring a drink into a glass with ice and an orange slice garnish.
A modern interior with a round table, four chairs, a vase with flowers, and a view of the street through large windows.

8. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United States
DeWayne
£124
includes taxes & fees
7 Sept - 8 Sept
Hotel Felix River North/Magnificent Mile
A hotel room with a large bed, two armchairs, a desk, and a view of a cityscape through large windows.
A hotel room with a city view, a dining area, a sofa, and a TV.
A modern hotel room with a city view, a dining area with a table and chairs, and a large potted plant.
A hotel room with a large window, a dining area with a table and chairs, a sofa, a TV, and a decorative light fixture.

9. The Buckingham Hotel

The Buckingham Hotel
Downtown Chicago
United States
Ibrahim
£128
includes taxes & fees
7 Sept - 8 Sept
The Buckingham Hotel
A bar area with a long counter, bar stools, and a mirrored wall.
A restaurant with wooden flooring, long tables, and chairs with patterned upholstery.
A luxurious bathroom with a large oval bathtub, a chandelier, and two large mirrors with floral arrangements.
A tall red brick building with a classic architectural style, surrounded by modern skyscrapers.

10. The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
United States
nancy
£128
includes taxes & fees
7 Sept - 8 Sept
The Whitehall Hotel, BW Premier Collection
View all properties

Top Chicago Hotel Reviews

Warwick Allerton - Chicago

Warwick Allerton - Chicago

8/10 Good
"Room was cold and we could not find a way to turn up the temperature."
Lawrence 1-night trip
Posted 1 hour ago
Warwick Allerton - Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Amazing place to stay. Rooms were very well maintained, staff was friendly, and room was always cleaned on time. Didn't get a chance to get breakfast, but I did eat dinner at Stentons, and I can say it was lovely. Hotel is within walking distance to everything you could possibly dream of. I highly recommend staying here. I will definitely be back to stay. 5 stars all around."
Carlos 4-night trip
Posted 8 hours ago
Hyatt Regency 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?
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 L7 Chicago by LOTTE 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 Soldier Field, Navy Pier and Wrigley Field. You might also want to see spots like Michigan Avenue, Six Flags Great America 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