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

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Check availability on Chicago Boutique Hotels

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Sep 2 - Sep 3
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Sep 4 - Sep 6
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Sep 11 - Sep 13

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$5,743
NT$6,828 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 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.
A modern living room with a fireplace, leather sofas, and a wooden floor.

2. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Yiyang
NT$4,076
NT$4,846 total
includes taxes & fees
Sep 8 - Sep 9
Central Loop Hotel
A modern bar area with a marble countertop, leather bar stools, a chandelier, and a wall-mounted TV.
A modern hotel with a glass facade, multiple floors, and a prominent entrance with a purple-lit canopy.
A modern lobby with a sofa, armchairs, and a table. A large window offers a view of the street.
A hotel lobby with a curved floor design, a glass entrance, and a large mural on the wall.

3. Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
United States
Jerry
NT$4,530
NT$5,317 total
includes taxes & fees
Sep 7 - Sep 8
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 hotel with a classic facade, large windows, and a prominent entrance.
A gym with various exercise equipment, including treadmills and weight machines.

4. Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
Downtown Chicago
United States
Jose Rafael
NT$6,451
NT$8,572 total
includes taxes & fees
Sep 10 - Sep 11
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.

5. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
Colten
NT$3,394
NT$4,035 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 modern hotel lobby with a large window, seating area, and a reception desk.
A bar area with a long counter, multiple stools, and a television screen.

6. Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
United States
Brennique
NT$5,571
NT$6,623 total
includes taxes & fees
Sep 7 - Sep 8
Eurostars Magnificent Mile
A corridor with ornate black metal railings and a patterned carpet.
A dining area with tables and chairs, a hanging light fixture, and a view of the street through a window.
A multi-story building with a grid of windows, surrounded by other high-rise buildings.
A bed with a pillow featuring a pineapple design and the text "Sleep with me." A window reveals a cityscape at night.

7. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
United States
marcus
NT$4,900
NT$6,764 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 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.
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$4,405
NT$5,237 total
includes taxes & fees
Sep 8 - Sep 9
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 lounge area with a checkered floor, blue sofas, a bench, and a patterned coffee table.
A building with a marquee sign reading 'ACME HOTEL COMPANY' and a 'VACANCY' sign.
A hotel room with a bed, desk, lamp, and a wall with a handprint design.

9. ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
Downtown Chicago
United States
Roslyn
NT$5,165
NT$6,141 total
includes taxes & fees
Sep 8 - Sep 9
ACME Hotel Chicago, Outset Collection by Hilton
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 person pouring a drink into a glass with ice and an orange slice garnish.

10. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United States
DeWayne
NT$4,077
NT$5,901 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

8/10 Good
"Everything was clean staff was friendly. I just wish they would fix the tv’s. They never work whenever I go there"
Tynika 1-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Overall it was a very good experience. The only thing I would comment is that the conditioner is empty when we arrived I called the lobby and left a message that I need conditioner the auto-robot operator said it will be sent to.our room but it never arrived."
Mayra 1-night trip
Posted 1 hour ago
Hilton Chicago
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Front desk professional. Valet respectful. Best hotel experience."
Nicholas 1-night trip
Posted 2 hours ago
L7 Chicago by LOTTE
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Very"
Amit 2-night trip
Posted 1 day ago
Fairmont Chicago at Millennium Park

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. The Chicago Hotel Collection - 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.

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