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

Boutique Hotels in Chicago

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Check availability on Chicago Boutique Hotels

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

Our top choices for Chicago boutique hotels

Nightclub
Premium bedding, in-room safe, desk, laptop workspace
Lobby sitting area
Nightclub

1. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Yiyang
S$184
includes taxes & fees
30 Aug - 31 Aug
Central Loop Hotel
Bathroom
Café
Gym
Water view

2. Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
Downtown Chicago
United States
CHRISTIE
S$286
includes taxes & fees
31 Aug - 1 Sept
Sports Illustrated Resorts Chicago
Interior detail
View from property
Front of property
50-inch LCD TV with cable channels, streaming services

3. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
United States
Nathan
S$272
includes taxes & fees
30 Aug - 31 Aug
Staypineapple, An Iconic Hotel, The Loop
Front of property
Front of property
Front of property
Front of property

4. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
Melanie
S$274
includes taxes & fees
2 Sept - 3 Sept
Hilton Vacation Club Hotel Blake Chicago
Reception hall
Reception
Food court
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

5. Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
United States
Tangela
S$266
includes taxes & fees
30 Aug - 31 Aug
Eurostars Magnificent Mile
Exterior
Exterior
Outdoor wedding area
2 restaurants; breakfast and dinner served

6. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
TaShandra
S$194
includes taxes & fees
7 Sept - 8 Sept
The Chicago Hotel Collection - Magnificent Mile
55-inch LCD TV with cable channels, TV, pay films
Lobby lounge
Breakfast, lunch, dinner and brunch served
Breakfast, lunch, dinner and brunch served

7. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Girivasan
S$339
includes taxes & fees
30 Aug - 31 Aug
L7 Chicago by LOTTE
Bar (on property)
Bar (on property)
Exterior
Breakfast and dinner served

8. The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
United States
nancy
S$211
includes taxes & fees
8 Sept - 9 Sept
The Whitehall Hotel, BW Premier Collection
Champagne service
Lounge
Living room
Living room

9. The Buckingham Hotel

The Buckingham Hotel
Downtown Chicago
United States
Dominique
S$253
includes taxes & fees
30 Aug - 31 Aug
The Buckingham Hotel
Cocktail bar
Exterior
Cocktail bar
Egyptian cotton sheets, premium bedding, in-room safe, desk

10. ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
Downtown Chicago
United States
Roslyn
S$240
includes taxes & fees
31 Aug - 1 Sept
ACME Hotel Chicago, Outset Collection by Hilton
View all properties

Top Chicago Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Overall great experience"
Elsie 2-night trip
Posted 1 hour ago
Hyatt Regency Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Staff was very accommodating and had good sense of humor"
Courtney 1-night trip
Posted 2 hours ago
The Chicago Hotel Collection - Magnificent Mile
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"The staff were exceptional and went the extra mile for my birthday"
Jessian 3-night trip
Posted 7 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Staff were nice and kind, room was maintained clean and no issues whatsoever even after I checked in early"
Jazmine 1-night trip
Posted 10 hours ago
The Royal Sonesta Chicago Downtown

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 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.

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