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

Our top choices for Chicago boutique hotels

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,725 reviews)
"Nice place great staff and a great location"
United States
Byron
The price is S$307
includes taxes & fees
9 Aug - 10 Aug
Eurostars Magnificent Mile

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, (3,913 reviews)
"Great location, comfortable rooms, nice breakfast."
United States
Luis
The price is S$239
includes taxes & fees
10 Aug - 11 Aug
The Whitehall Hotel, BW Premier Collection

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,753 reviews)
"Nice and comfortable place to stay"
Australia
Precious
The price is S$237
includes taxes & fees
27 Jul - 28 Jul
The Chicago Hotel Collection - Magnificent Mile

The Buckingham Hotel

The Buckingham Hotel
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,000 reviews)
"Nice place to stay"
United States
Dominique
The price is S$314
includes taxes & fees
19 Jul - 20 Jul
The Buckingham Hotel

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,354 reviews)
The price is S$272
includes taxes & fees
19 Jul - 20 Jul
Ivy Boutique 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, (1,271 reviews)
"Comfortable hotel in a good location. Lots of public transportation close."
United States
Dean
The price is S$281
includes taxes & fees
9 Aug - 10 Aug
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, (1,445 reviews)
"Clean rooms and friendly staff!"
United States
Anthony
The price is S$387
includes taxes & fees
9 Aug - 10 Aug
Sports Illustrated Resorts Chicago

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,149 reviews)
"Beautiful historic building; dog friendly!"
United States
Zoe
The price is S$358
includes taxes & fees
9 Aug - 10 Aug
Staypineapple, An Iconic Hotel, The Loop

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, (2,037 reviews)
"Great place to stay! Amazing location and love the decor!"
United States
Melissa
The price is S$279
includes taxes & fees
11 Aug - 12 Aug
ACME Hotel Chicago, Outset Collection by Hilton

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,740 reviews)
"The staff were very friendly and helpful!"
United States
Michaela
The price is S$333
includes taxes & fees
9 Aug - 10 Aug
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.

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. 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 United Center, Wrigley Field 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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