Search Boutique Hotels in Chicago

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

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, (3,177 reviews)
"Hospitality over all was top tier! Will definitely stay again "
United States
Margie
The price is Rp1.574.258
Rp1.848.021 total
includes taxes & fees
10 Feb - 11 Feb
Eurostars Magnificent Mile

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,987 reviews)
"Clean rooms, very friendly staff, and great location"
United States
Dipayan
The price is Rp1.371.430
Rp1.609.920 total
includes taxes & fees
25 Jan - 26 Jan
Central Loop Hotel

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, (1,939 reviews)
"Love the location, room, staff, and bar."
United States
Jason
The price is Rp1.227.451
Rp1.440.905 total
includes taxes & fees
18 Jan - 19 Jan
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, (2,385 reviews)
"Lovely staff, very clean hotel, convenient location."
United States
Tierra
The price is Rp1.659.873
Rp2.486.734 total
includes taxes & fees
19 Jan - 20 Jan
The Royal Sonesta Chicago River North

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, (3,883 reviews)
"Location, breakfast was good, room was nice. "
United States
Traci
The price is Rp1.287.471
Rp1.511.364 total
includes taxes & fees
19 Jan - 20 Jan
The Whitehall Hotel, BW Premier 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, (1,147 reviews)
"Great location. Clean rooms and friendly staff. We would definitely stay here again. "
United States
Anna
The price is Rp1.558.280
Rp1.829.265 total
includes taxes & fees
26 Jan - 27 Jan
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,523 reviews)
"Amazing place to stay and super accommodating "
United States
Carson
The price is Rp2.370.469
Rp2.782.693 total
includes taxes & fees
26 Jan - 27 Jan
L7 Chicago by LOTTE

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,005 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is Rp1.799.650
Rp2.605.238 total
includes taxes & fees
30 Jan - 31 Jan
Staypineapple, An Iconic Hotel, The Loop

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,415 reviews)
"The sweetest staff ever! Very welcoming. Had a great stay!"
United States
Angelina
The price is Rp2.220.949
Rp3.080.963 total
includes taxes & fees
13 Jan - 14 Jan
Sports Illustrated Resorts Chicago

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,066 reviews)
"My favorite hotel for a staycation"
United States
SABRINA L
Ivy Boutique Hotel
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?
Eurostars Magnificent Mile is a favourite hotel with Expedia travellers looking for a stylish stay, and features a full-service spa and massages. Hotel Felix River North/Magnificent Mile and L7 Chicago by LOTTE 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.