Boutique Hotels & Resorts in Chicago from NZ$154

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Check availability on Chicago Boutique Hotels

Tonight
28 Dec - 29 Dec
Tomorrow
29 Dec - 30 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Chicago boutique hotels

Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3169)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is NZ$188
includes taxes & fees
26 Jan - 27 Jan 2026
Eurostars Magnificent Mile
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3814)
"Hotel stay was excellent, great dining options walkable, easy parking "
United States
Jason
The price is NZ$154
includes taxes & fees
5 Jan - 6 Jan 2026
The Whitehall Hotel, BW Premier Collection
Breakfast, lunch, dinner served; American cuisine
Central Loop Hotel

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1956)
"Good value and location worked well for our trip"
United States
Todd
The price is NZ$167
includes taxes & fees
29 Dec - 30 Dec
Central Loop Hotel
Interior detail
Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1012)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is NZ$244
includes taxes & fees
14 Jan - 15 Jan 2026
Staypineapple, An Iconic Hotel, The Loop
Exterior
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1129)
"Amazing hotel "
United States
Alondra
The price is NZ$192
includes taxes & fees
18 Jan - 19 Jan 2026
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Exterior
L7 Chicago by LOTTE

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3447)
"Amazing place to stay and super accommodating "
United States
Carson
The price is NZ$279
includes taxes & fees
30 Dec - 31 Dec
L7 Chicago by LOTTE
Terrace/patio
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2338)
"Great property and room"
United States
Steven
The price is NZ$278
includes taxes & fees
4 Jan - 5 Jan 2026
The Royal Sonesta Chicago River North
Lobby sitting area
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2482)
"Decent hotel in a great location with extremely helpful staff. "
United States
Aaron
Hotel Felix River North/Magnificent Mile
Front of property
Ivy Boutique Hotel

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1048)
"I love this hotel "
United States
Tiara
Ivy Boutique Hotel
Cocktail bar
ACME Hotel Company

ACME Hotel Company

ACME Hotel Company
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1920)
"The location is great. The price considering the location is wonderful. Love the Berkshire bar."
United States
Tara
The price is NZ$215
includes taxes & fees
29 Dec - 30 Dec
ACME Hotel Company
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

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"Room is gorgeous!!"
Kathy 1-night trip
Posted 1 day ago
Palmer House a Hilton Hotel

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 Whitehall Hotel, BW Premier Collection and Hotel Felix River North/Magnificent Mile 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 Michigan Avenue, Wrigley Field and Soldier Field. You might also want to see spots like Navy Pier, Naval Base Great Lakes 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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