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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, (3,397 reviews)
"Great stay"
United States
Ashley
The price is Rp2.187.520
Rp2.567.930 total
includes taxes & fees
12 Apr - 13 Apr
Eurostars Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,281 reviews)
"Amazing stay "
United States
Napoleon
The price is Rp1.834.027
Rp2.152.962 total
includes taxes & fees
13 Apr - 14 Apr
The Chicago Hotel Collection - Magnificent Mile

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,061 reviews)
"For the price, it was a very nice a room and location. "
United States
Anna
The price is Rp1.982.440
Rp2.327.187 total
includes taxes & fees
26 Apr - 27 Apr
Central Loop Hotel

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,229 reviews)
"Clean friendly staff love the decor "
United States
Kiasha
The price is Rp1.949.600
Rp2.288.635 total
includes taxes & fees
26 Apr - 27 Apr
Ivy Boutique Hotel

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,042 reviews)
"Lots of places to eat and shop nearby"
United States
Analicia
The price is Rp2.273.004
Rp3.168.846 total
includes taxes & fees
26 Apr - 27 Apr
Staypineapple, An Iconic Hotel, The Loop

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, (2,616 reviews)
"Great location, helpful staff. Enjoyed our stay"
United States
Eileen
The price is Rp1.483.412
Rp2.262.963 total
includes taxes & fees
12 Apr - 13 Apr
Hotel Felix River North/Magnificent Mile

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,894 reviews)
"Loved the stay here !"
United States
Alisha
The price is Rp2.616.308
Rp3.071.284 total
includes taxes & fees
26 Apr - 27 Apr
L7 Chicago by LOTTE

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (93 reviews)
"We will definitely stay here again!!"
United States
Hayley
The price is Rp2.447.288
Rp3.374.463 total
includes taxes & fees
26 Apr - 27 Apr
The Talbott, Autograph Collection

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, (1,225 reviews)
"It is a great hotel in a very nice location"
United States
Emmanuel
The price is Rp2.311.606
Rp2.713.594 total
includes taxes & fees
27 Apr - 28 Apr
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,522 reviews)
"Great place"
United States
ADOLFO
The price is Rp2.443.870
Rp3.415.739 total
includes taxes & fees
26 Apr - 27 Apr
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?
Hotel Felix River North/Magnificent Mile is a favourite hotel with Expedia travellers looking for a stylish stay, and features a 24-hour health club and a fireplace in the lobby. The Chicago Hotel Collection - 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 Navy Pier, Wrigley Field and Michigan Avenue. You might also want to see spots like Soldier Field, 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.