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

Boutique Hotels & Resorts in Chicago from NZ$249

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Check availability on Chicago Boutique Hotels

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul

Our top choices for Chicago boutique hotels

Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,679 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is NZ$337
includes taxes & fees
2 July - 3 July
Eurostars Magnificent Mile
Champagne service

The Buckingham Hotel

The Buckingham Hotel
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,001 reviews)
"The view of the city was spectacular"
United States
Wilmer
The price is NZ$294
includes taxes & fees
1 July - 2 July
The Buckingham Hotel
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,641 reviews)
"Enjoyed our stay"
United States
keary
The price is NZ$249
includes taxes & fees
5 July - 6 July
The Chicago Hotel Collection - Magnificent Mile
Nightclub

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,193 reviews)
"Great hotel with awesome location"
United States
Daniel
The price is NZ$278
includes taxes & fees
1 July - 2 July
Central Loop Hotel
Studio, 2 Double Beds | Bathroom

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,419 reviews)
"The location is great and the rooms are comfortable and spacious. The free yoga classes were a nice bonus. It is clear that the hotel is going through a transition."
Canada
Caroline
The price is NZ$441
includes taxes & fees
1 July - 2 July
Sports Illustrated Resorts Chicago
Bar (on property)

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.4 out of 10, Very good, (3,928 reviews)
"Great location, comfortable rooms, nice breakfast."
United States
Luis
The price is NZ$293
includes taxes & fees
29 June - 30 June
The Whitehall Hotel, BW Premier Collection
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,116 reviews)
"Good location, friendly staff"
United Kingdom
Philip
The price is NZ$387
includes taxes & fees
6 July - 7 July
Staypineapple, An Iconic Hotel, The Loop
Bar (on property)

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,312 reviews)
"Always love the Ivy Hotel and always a good choice!"
United States
Cindy
The price is NZ$317
includes taxes & fees
5 July - 6 July
Ivy Boutique Hotel
Cocktail bar

ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,020 reviews)
"Awesome place!"
United States
Jay
The price is NZ$275
includes taxes & fees
5 July - 6 July
ACME Hotel Chicago, Outset Collection by Hilton
Breakfast, lunch, dinner and brunch served

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,673 reviews)
"Great location, friendly staff"
Canada
LARA
The price is NZ$426
includes taxes & fees
5 July - 6 July
The Royal Sonesta Chicago River North
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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Excellent room for a small family. Staff was friendly, room was clean. Perfect location."
Brittney 1-night trip
Posted 1 hour ago
Hilton Chicago/Magnificent Mile Suites

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 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, Soldier Field and Navy Pier. You might also want to see spots like Wrigley Field, Naval Base Great Lakes 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 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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