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Check availability on Chicago Boutique Hotels

Tonight
22 Aug - 23 Aug
Tomorrow
23 Aug - 24 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sep - 6 Sep

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 hotel room with a large bed, a TV, a desk, and a chair.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.

1. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Ethan
฿4,007
฿4,764 total
includes taxes & fees
23 Aug - 24 Aug
Central Loop Hotel
A corridor with ornate black metal railings and a patterned carpet.
A multi-story building with a grid of windows, surrounded by other high-rise buildings.
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.

2. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
United States
Beth
฿5,057
฿6,981 total
includes taxes & fees
30 Aug - 31 Aug
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 lobby with a curved floor design, a glass entrance, and a large mural on the wall.
A hotel room with a large bed, a desk with a lamp, a TV, and a bathroom visible through an open door.
A modern lobby with a sofa, armchairs, and a table. A large window offers a view of the street.

3. Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
United States
Adam
฿4,247
฿4,985 total
includes taxes & fees
30 Aug - 31 Aug
Ivy Boutique Hotel
A hotel bathroom with a large mirror, a sink, and a vanity.
A bakery display with pastries and a coffee shop sign in the background.
A gym with various exercise equipment, including treadmills and weight machines.
A hotel with a classic facade, large windows, and a prominent entrance.

4. Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
Downtown Chicago
United States
Marisela
฿5,628
฿7,624 total
includes taxes & fees
30 Aug - 31 Aug
Sports Illustrated Resorts Chicago
A bar area with a long counter, bar stools, and a mirrored wall.
A luxurious lobby with a grand fireplace, elegant seating arrangements, and classic wood paneling.
A luxurious bathroom with a large oval bathtub, a chandelier, and two large mirrors with floral arrangements.
A restaurant with wooden flooring, long tables, and chairs with patterned upholstery.

5. The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
United States
nancy
฿4,774
฿5,676 total
includes taxes & fees
9 Sept - 10 Sept
The Whitehall Hotel, BW Premier Collection
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 rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.
A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.

6. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
TaShandra
฿4,226
฿5,025 total
includes taxes & fees
30 Aug - 31 Aug
The Chicago Hotel Collection - 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 large window, a dining area with a table and chairs, a sofa, a TV, and a decorative light fixture.
A spacious lobby with a glass entrance, escalators, and a tiled floor.
A hotel room with a city view, a dining area, a sofa, and a TV.

7. The Buckingham Hotel

The Buckingham Hotel
Downtown Chicago
United States
Dominique
฿5,173
฿6,533 total
includes taxes & fees
30 Aug - 31 Aug
The Buckingham Hotel
A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.
A room with a bed against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.
A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.
A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

8. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Girivasan
฿7,065
฿8,400 total
includes taxes & fees
30 Aug - 31 Aug
L7 Chicago by LOTTE
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 modern hotel lobby with a large window, seating area, and a reception desk.
A modern living room with a sectional sofa, a round ottoman, a dining area with chairs and a table, and a large mirror on the wall.

9. Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
United States
Matthew
฿5,750
฿6,836 total
includes taxes & fees
30 Aug - 31 Aug
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 modern interior with a round table, four chairs, a vase with flowers, and a view of the street through large windows.
A conference room with tables, chairs, and large windows offering views of the street and buildings outside.

10. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United States
DeWayne
฿4,001
฿5,850 total
includes taxes & fees
31 Aug - 1 Sept
Hotel Felix River North/Magnificent Mile
View all properties

Top Chicago Hotel Reviews

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Very clean room and confidently located near the millennium park."
Anup 1-night trip
Posted less than an hour ago
Fairmont Chicago at Millennium Park
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Awesome location. Great staff. Typically pricey onsite restaurant but you know that before you go. Highly recommend going"
Edward 3-night trip
Posted 1 hour ago
The Royal Sonesta Chicago Downtown
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Love the hotel excellent location near by all the main spots of Chicago and has a nice rooftop"
Juan 3-night trip
Posted 6 hours ago
The Chicago Hotel Collection Ambassador Gold Coast

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?
Eurostars Magnificent Mile is a favourite hotel with Expedia travellers looking for a stylish stay, and features a full-service spa and massages. The Chicago Hotel Collection - 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 Soldier Field, Navy Pier and United Center. You might also want to see spots like Wrigley Field, Six Flags Great America and Michigan Avenue 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.

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