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

Best Boutique Hotels in Chicago

  • 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
7 Sept - 8 Sept
Tomorrow
8 Sept - 9 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Chicago boutique hotels

1. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Yiyang
RM626
RM744 total
includes taxes & fees
9 Sept - 10 Sept
Central Loop Hotel

2. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
Melanie
RM1,006
RM1,196 total
includes taxes & fees
20 Sept - 21 Sept
Hilton Vacation Club Hotel Blake Chicago

3. Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
Downtown Chicago
United States
Jose Rafael
RM804
RM1,071 total
includes taxes & fees
8 Sept - 9 Sept
Sports Illustrated Resorts Chicago

4. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
Colten
RM488
RM581 total
includes taxes & fees
29 Sept - 30 Sept
The Chicago Hotel Collection - Magnificent Mile

5. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Canada
Jennifer
RM674
RM921 total
includes taxes & fees
8 Sept - 9 Sept
Staypineapple, An Iconic Hotel, The Loop

6. Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
United States
Jerry
RM724
RM850 total
includes taxes & fees
8 Sept - 9 Sept
Ivy Boutique Hotel

7. Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
United States
Brennique
RM712
RM846 total
includes taxes & fees
8 Sept - 9 Sept
Eurostars Magnificent Mile

8. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United States
DeWayne
RM456
RM677 total
includes taxes & fees
8 Sept - 9 Sept
Hotel Felix River North/Magnificent Mile

9. The Buckingham Hotel

The Buckingham Hotel
Downtown Chicago
United States
Ibrahim
RM625
RM790 total
includes taxes & fees
8 Sept - 9 Sept
The Buckingham Hotel

10. The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
United States
nancy
RM570
RM678 total
includes taxes & fees
8 Sept - 9 Sept
The Whitehall Hotel, BW Premier Collection
View all properties

Top Chicago Hotel Reviews

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"The room was so clean and comfortable!!!"
Cristina 3-night trip
Posted 6 hours ago
L7 Chicago by LOTTE
River Hotel

River Hotel

8/10 Good
"Perfect location and great price."
Sarah 3-night trip
Posted 7 hours ago
River Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Easy process to check in and out! Our stay was very enjoyable and the location was excellent!"
Estefania 1-night trip
Posted 10 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
The Wade

The Wade

10/10 Excellent
"Great"
Shawntay 2-night trip
Posted 17 hours ago
The Wade
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Thank you Noel! Check-in was AMAZING. The security was a bonus. Location was perfect!"
Frances 3-night trip
Posted 18 hours ago
Hilton 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