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

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago Boutique Hotels

Tonight
Sep 5 - Sep 6
Tomorrow
Sep 6 - Sep 7
Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20

Our top choices for Chicago boutique hotels

A hotel entrance with a marquee and string lights above the entrance.
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.

1. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
Melanie
NT$6,070
NT$7,217 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Vacation Club Hotel Blake Chicago
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A modern living room with a fireplace, leather sofas, and a wooden floor.
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 lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.

2. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Yiyang
NT$3,860
NT$4,589 total
includes taxes & fees
Sep 7 - Sep 8
Central Loop Hotel
A modern bar area with a marble countertop, leather bar stools, a chandelier, and a wall-mounted TV.
A modern lobby with a sofa, armchairs, and a table. A large window offers a view of the street.
A modern hotel with a glass facade, multiple floors, and a prominent entrance with a purple-lit canopy.
A hotel room with a large bed, a desk with a lamp, a TV, and a bathroom visible through an open door.

3. Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
United States
Jerry
NT$4,261
NT$5,002 total
includes taxes & fees
Sep 7 - Sep 8
Ivy Boutique Hotel
A hotel bathroom with a large mirror, a sink, and a vanity.
A hotel with a classic facade, large windows, and a prominent entrance.
A bakery display with pastries and a coffee shop sign in the background.
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.

4. Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
Downtown Chicago
United States
Jose Rafael
NT$6,215
NT$8,296 total
includes taxes & fees
Sep 9 - Sep 10
Sports Illustrated Resorts Chicago
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.
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.
A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.

5. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
Colten
NT$3,407
NT$4,051 total
includes taxes & fees
Sep 7 - Sep 8
The Chicago Hotel Collection - Magnificent Mile
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 living room with a sectional sofa, a round ottoman, a dining area with chairs and a table, and a large mirror on the wall.

6. Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
United States
Brennique
NT$5,569
NT$6,621 total
includes taxes & fees
Sep 7 - Sep 8
Eurostars Magnificent Mile
A corridor with ornate black metal railings and a patterned carpet.
A modern hotel room with a sofa, a small table, a bench, a TV, and a cabinet.
A multi-story building with a grid of windows, surrounded by other high-rise buildings.
A dining area with tables and chairs, a hanging light fixture, and a view of the street through a window.

7. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
United States
marcus
NT$4,614
NT$6,424 total
includes taxes & fees
Sep 7 - Sep 8
Staypineapple, An Iconic Hotel, The Loop
A bar area with a long counter, bar stools, and a mirrored wall.
A tall red brick building with a classic architectural style, surrounded by modern skyscrapers.
A luxurious lobby with a grand fireplace, elegant seating arrangements, and classic wood paneling.
A restaurant with wooden flooring, long tables, and chairs with patterned upholstery.

8. The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
United States
nancy
NT$4,599
NT$5,468 total
includes taxes & fees
Sep 7 - Sep 8
The Whitehall Hotel, BW Premier Collection
A bar area with a checkered floor, leather seating, and a bar counter with a visible liquor selection.
A hotel room with a bed, desk, lamp, and a wall with a handprint design.
A building with a marquee sign reading 'ACME HOTEL COMPANY' and a 'VACANCY' sign.
A lounge area with a checkered floor, blue sofas, a bench, and a patterned coffee table.

9. ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
Downtown Chicago
United States
Roslyn
NT$5,664
NT$6,733 total
includes taxes & fees
Sep 7 - Sep 8
ACME Hotel Chicago, Outset Collection by Hilton
A historic building with a prominent casino sign, surrounded by modern skyscrapers.
A person pouring a drink into a glass with ice and an orange slice garnish.
A conference room with tables, chairs, and large windows offering views of the street and buildings outside.
A hotel room with two beds, a dining table with chairs, a city view, and a minibar.

10. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United States
DeWayne
NT$3,566
NT$5,293 total
includes taxes & fees
Sep 7 - Sep 8
Hotel Felix River North/Magnificent Mile
View all properties

Top Chicago Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Buen precio, el personal súper amable, el hotel es céntrico. Puedes hablar en inglés o español con la mayoría del personal del hotel."
Jorge Adib 5-night trip
Posted 4 hours ago
The Chicago Hotel Collection - Magnificent Mile
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"A five-star hotel with a great staff. Everyone was very friendly. The view was great and all of the amenities were nice."
Eunice Eileen 3-night trip
Posted 7 hours ago
Hyatt Regency Chicago
River Hotel

River Hotel

8/10 Good
"Clean rooms, great location, only thing writes the room didn’t have a microwave or refrigerator."
CEDRIC 4-night trip
Posted 7 hours ago
River Hotel
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"very nice location"
Lindsy 2-night trip
Posted 11 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"Good, 10/10 the rooftop is also beautiful"
Jeffrey 4-night trip
Posted 13 hours ago
The Chicago Hotel Collection Ambassador Gold Coast

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?
The Chicago Hotel Collection - Magnificent Mile is a favorite hotel with Expedia travelers looking for a stylish stay, and features 2 restaurants and 2 bars. Eurostars Magnificent Mile and L7 Chicago by LOTTE 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 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 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