Search Boutique Hotels in Downtown 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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Downtown Chicago Boutique Hotels

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Downtown Chicago Boutique Hotels

Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3138)
"Amazing and will be staying again!"
United States
Angie
The price is 2.468.326 ₫
2.897.567 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Eurostars Magnificent Mile
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe
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, (3778)
"Great location "
United States
Carlos
The price is 2.018.051 ₫
2.368.992 ₫ total
includes taxes & fees
7 Dec - 8 Dec
The Whitehall Hotel, BW Premier Collection
Exterior
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3332)
"I loved the location."
United States
Laura
The price is 3.716.729 ₫
4.363.069 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
L7 Chicago by LOTTE
Breakfast, lunch, dinner served; American cuisine
Central Loop Hotel

Central Loop Hotel

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1921)
"Very clean and well maintained room, comfortable bed, and great location!"
United States
Rebecca
The price is 2.192.347 ₫
2.573.594 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Central Loop Hotel
Exterior
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, (1106)
"Great hotel for price and location Everything clean and a huge room "
United States
James
The price is 2.509.758 ₫
2.946.204 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Terrace/patio
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2297)
"Great place - stayed with extended family. Lounge areas and amenities met everyone’s needs "
United States
Elizabeth
The price is 2.712.688 ₫
4.028.040 ₫ total
includes taxes & fees
7 Dec - 8 Dec
The Royal Sonesta Chicago River North
Rooftop terrace
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1416)
"Excellent hotel the rooms are awesome "
United States
Devita
The price is 4.718.977 ₫
6.437.317 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Virgin Hotels Chicago
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, (1002)
"Perfect stay. Great location, lovely room with view of Marshall Fields State Street Christmas display. The people were just great."
United States
James
The price is 3.440.371 ₫
4.810.824 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Staypineapple, An Iconic Hotel, The Loop
Lobby sitting area
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, (2423)
"This hotel was perfect, all the ameneties need for a weekend on Chicago"
United States
Nicole
Hotel Felix River North/Magnificent Mile
Front of property
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (56)
"great location, loved the gym and large room"
United States
Paulina Renata Silva
The price is 3.338.874 ₫
4.693.258 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The Talbott, Autograph Collection
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.
View all properties

Top Downtown Chicago Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

Searching for a cosy accommodation option when you visit Downtown Chicago?
If you want to find a smaller hotel with terrific service, a personal feel, and great ambiance, a boutique hotel may be exactly what you want. Select from 17 boutique-style accommodation options in Downtown Chicago to find a property that captures this destination's local spirit.
How many boutique hotels should I expect to find in Downtown Chicago?
Expedia has 17 boutique hotels in Downtown Chicago.
What's there to see and do in Downtown Chicago?
Visitors speak positively about this destination's scenic landscape, art galleries and acclaimed theatres. Major sights and activities around Downtown Chicago include Michigan Avenue, Wrigley Field and Navy Pier. You might also want to see places such as Soldier Field, Goodman Theater and James M. Nederlander Theatre during your trip.
What's the best way to get to my boutique hotel in Downtown Chicago?
You have a few options for getting to and around Downtown Chicago. The nearest major airport is Chicago Midway Airport (MDW), which is located 8.9 mi (14.3 km) away, but Chicago O'Hare International Airport (ORD) may also be an option. Walk to nearby metro stations such as State Station, Clark-Lake Station and Lake Station.