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

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Check availability on Chicago Boutique Hotels

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Chicago boutique hotels

A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

1. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,006 reviews)
"Always an incredible hotel! Definitely one of the best in the USA"
United States
Vincent Haley
The price is NT$20,364
NT$24,211 total
includes taxes & fees
Nov 22 - Nov 23
The Peninsula Chicago
A cityscape with a river, a bridge, and a dining area with tables and chairs.

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,074 reviews)
"Amazing property and hospitality!"
United States
Matthew
The price is NT$15,029
NT$17,868 total
includes taxes & fees
Nov 15 - Nov 16
Trump International Hotel & Tower Chicago
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

3. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,161 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is NT$4,724
NT$5,617 total
includes taxes & fees
Nov 22 - Nov 23
L7 Chicago by LOTTE
A couple dining at a table with a view of a cityscape and a sunset.

4. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,001 reviews)
"Nice clean hotel in a great location."
United States
Tom
The price is NT$16,780
NT$19,950 total
includes taxes & fees
Nov 22 - Nov 23
Park Hyatt Chicago
A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.

5. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"The hotel lobby and rooftop are nice but the rooms are okay. We had 3 rooms and the shower pressure was terrible in all. The king room felt small so we switched to 2 queens which was much better. The service was so good though and it’s attached to a mall. It was good overall but probably won’t stay here again."
United States
Sabina
The price is NT$9,389
NT$12,131 total
includes taxes & fees
Nov 24 - Nov 25
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

6. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,763 reviews)
"Best stay, wonderful property."
Canada
Bonnie
The price is NT$4,265
NT$6,194 total
includes taxes & fees
Nov 23 - Nov 24
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

7. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,639 reviews)
"All the stay was perfect, location is near to all the best places"
Mexico
JESUS VERA
The price is NT$5,103
NT$6,996 total
includes taxes & fees
Nov 23 - Nov 24
Hotel Riu Plaza Chicago
A modern dining area with round tables and chairs, large windows, and a view of a cityscape.

8. Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,675 reviews)
"Great location - 2 blocks from Michigan avenue. Nice walkable neighborhood."
United States
Susan
The price is NT$7,136
NT$9,452 total
includes taxes & fees
Nov 22 - Nov 23
Sofitel Chicago Magnificent Mile
A hotel room with a large bed, a wooden cabinet, a chair, and a view of the city skyline.

9. Viceroy Chicago

Viceroy Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,311 reviews)
"Beautiful hotel, friendly staff."
United States
Mary
The price is NT$7,958
NT$10,540 total
includes taxes & fees
Nov 22 - Nov 23
Viceroy Chicago
A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.

10. Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Great hotel"
United States
Luis
The price is NT$16,340
NT$19,427 total
includes taxes & fees
Nov 22 - Nov 23
Waldorf Astoria Chicago
An outdoor patio area with multiple tables and chairs, umbrellas, and potted plants.

11. Loews Chicago Hotel

Loews Chicago Hotel
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,524 reviews)
"Excellent location and super friendly staff!"
United States
Rhiannon
The price is NT$6,810
NT$9,259 total
includes taxes & fees
Nov 24 - Nov 25
Loews Chicago Hotel
A person sitting by a window with a view of a cityscape, including a tall tower.

12. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999 reviews)
"Great place to stay in Chicago!"
United States
ryan
The price is NT$16,292
NT$19,369 total
includes taxes & fees
Nov 22 - Nov 23
Four Seasons Hotel Chicago
A street view with outdoor seating, a building with a sign, and tall skyscrapers in the background.

13. The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (194 reviews)
"Nice property overall Room was very nice Location excellent"
Canada
Michael
The price is NT$5,234
NT$7,385 total
includes taxes & fees
Nov 23 - Nov 24
The Talbott, Autograph Collection
A modern restaurant interior with a green wall, hanging lights, and a long dining area.

14. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,005 reviews)
"Great stay!"
United States
Miya
The price is NT$3,626
NT$5,354 total
includes taxes & fees
Nov 22 - Nov 23
Hotel 505 River North
A grand hallway with marble floors and a central staircase with a balustrade.

15. Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,008 reviews)
"It was a great stay and the staff was super friendly"
United States
Sharon
The price is NT$6,354
NT$8,695 total
includes taxes & fees
Nov 24 - Nov 25
Kimpton Gray Hotel by IHG
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

16. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,901 reviews)
"The room was very clean, staff was very friendly and helpful!"
United States
Lorena
The price is NT$4,681
NT$6,534 total
includes taxes & fees
Nov 23 - Nov 24
LondonHouse Chicago, Curio Collection by Hilton
A modern kitchen with a large island, bar stools, and a city view.

17. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (557 reviews)
"Super clean and friendly staff! Would definitely stay here again"
United States
Robert Edward
The price is NT$5,633
NT$7,417 total
includes taxes & fees
Nov 23 - Nov 24
Level Chicago – Old Town
A hotel room with a bed, a chair, a small table with flowers, and a large window with a city view.

18. Kinzie Hotel

Kinzie Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,169 reviews)
"Amazing hotel!"
United States
Alex
The price is NT$5,542
NT$7,494 total
includes taxes & fees
Nov 24 - Nov 25
Kinzie Hotel
An outdoor rooftop lounge with seating, planters, and a view of surrounding high-rise buildings.

19. Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,003 reviews)
"Beautiful room, great breakfast and helpful staff"
United States
Peggy.
The price is NT$4,783
NT$5,686 total
includes taxes & fees
Nov 25 - Nov 26
Hampton Inn Chicago West Loop Fulton Market Area
A dining area with tables set for four, large windows with a view of city buildings, and a curved ceiling structure.

20. Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,132 reviews)
"The staff was very welcoming, friendly and helpful."
United States
Guadalupe
The price is NT$6,230
NT$8,492 total
includes taxes & fees
Nov 22 - Nov 23
Omni Chicago 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.
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Top Chicago Hotel Reviews

The Wade

The Wade

8/10 Good
"Very nice and comfortable"
Samantha 2-night trip
Posted 8 hours ago
The Wade

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 Sports Illustrated Resorts Chicago 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, United Center, and Six Flags Great America 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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