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Boutique Hotels & Resorts in Chicago from AU$248

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Check availability on Chicago Boutique Hotels

Our top choices for Chicago boutique hotels

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,100 reviews)
"Good location, friendly staff"
United Kingdom
Philip
The price is AU$330
includes taxes & fees
6 July - 7 July
Staypineapple, An Iconic Hotel, The Loop

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,182 reviews)
"Great hotel with awesome location"
United States
Daniel
The price is AU$250
includes taxes & fees
1 July - 2 July
Central Loop Hotel

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,305 reviews)
"Always love the Ivy Hotel and always a good choice!"
United States
Cindy
The price is AU$255
includes taxes & fees
6 July - 7 July
Ivy Boutique Hotel

The Buckingham Hotel

The Buckingham Hotel
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,003 reviews)
"The view of the city was spectacular"
United States
Wilmer
The price is AU$270
includes taxes & fees
2 July - 3 July
The Buckingham 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, (1,252 reviews)
"The best place I’ve stayed in Chicago"
United States
Robyn
The price is AU$287
includes taxes & fees
5 July - 6 July
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,406 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 AU$356
includes taxes & fees
28 June - 29 June
Sports Illustrated Resorts Chicago

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (123 reviews)
"We will definitely stay here again!!"
United States
Hayley
The price is AU$334
includes taxes & fees
5 July - 6 July
The Talbott, Autograph Collection

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,646 reviews)
"We spent the weekend here for my sisters birthday and it was wonderful very comfortable and the spa bath was definitely the best part highly recommend will book again in the future"
United States
Valeria
The price is AU$342
includes taxes & fees
5 July - 6 July
The Royal Sonesta Chicago River North

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, (2,021 reviews)
"Awesome place!"
United States
Jay
The price is AU$249
includes taxes & fees
5 July - 6 July
ACME Hotel Chicago, Outset Collection by Hilton

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, (2,772 reviews)
"Absolutely wonderful place to stay"
United States
catherine
The price is AU$248
includes taxes & fees
9 July - 10 July
Hotel Felix River North/Magnificent Mile
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.

Top Chicago Hotel Reviews

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. Hotel Felix River North/Magnificent Mile and Eurostars 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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