A busy city street with tall buildings, a bus, and cars.

Search Boutique Hotels in Downtown Chicago

  • 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

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Downtown Chicago boutique hotels

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

1. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,184 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is Rp2.634.179
Rp3.131.775 total
includes taxes & fees
22 Nov - 23 Nov
L7 Chicago by LOTTE
A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

2. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,004 reviews)
"Great stay!"
United States
Miya
The price is Rp2.707.032
Rp3.799.953 total
includes taxes & fees
6 Dec - 7 Dec
Hotel 505 River North
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

3. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,217 reviews)
"Great location from both airports. Lovely hotel clean and convenient"
United Kingdom
Kanokkan
The price is Rp2.530.802
Rp3.008.874 total
includes taxes & fees
6 Dec - 7 Dec
Hilton Vacation Club Hotel Blake Chicago
A room with two chairs and a small table, a large window with a city view at night.

4. Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,985 reviews)
"Nice rooms and great location"
United States
Gabriela
The price is Rp2.616.519
Rp3.110.780 total
includes taxes & fees
22 Nov - 23 Nov
Eurostars Magnificent Mile
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

5. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,077 reviews)
"Amazing property and hospitality!"
United States
Matthew
The price is Rp8.379.990
Rp9.962.968 total
includes taxes & fees
15 Nov - 16 Nov
Trump International Hotel & Tower Chicago
A hotel room with a view of a cityscape through a large window, a floor lamp, a sofa with cushions, and a small table with a plant.

6. Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,550 reviews)
"Loved this stay as a solo traveler!"
United States
Macie
The price is Rp2.209.858
Rp3.145.635 total
includes taxes & fees
23 Nov - 24 Nov
Sports Illustrated Resorts Chicago
A corridor with ornate black metal railings and a patterned carpet.

7. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,189 reviews)
"Great stay"
United States
RaeQuan
The price is Rp3.023.347
Rp4.130.771 total
includes taxes & fees
29 Nov - 30 Nov
Staypineapple, An Iconic Hotel, The Loop
A modern bar area with a marble countertop, leather bar stools, a chandelier, and a wall-mounted TV.

8. Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,497 reviews)
"Really enjoyed my stay!"
United States
Raven
The price is Rp2.172.715
Rp2.550.549 total
includes taxes & fees
7 Dec - 8 Dec
Ivy Boutique Hotel
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

9. Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,334 reviews)
"The location is very convenient to go for restaurant, shopping and sightseeing."
Canada
Kenneth
The price is Rp1.909.914
Rp2.270.696 total
includes taxes & fees
7 Dec - 8 Dec
Central Loop Hotel
Bar (on property)

10. 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, (1,957 reviews)
"Hotel is great for the price."
United States
alex
The price is Rp1.526.663
Rp1.815.048 total
includes taxes & fees
7 Dec - 8 Dec
ACME Hotel Chicago, Outset Collection by Hilton
A hotel entrance with a fountain, a car, and a person standing by the entrance.

11. Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Great hotel"
United States
Luis
The price is Rp8.107.470
Rp9.638.970 total
includes taxes & fees
6 Dec - 7 Dec
Waldorf Astoria Chicago
A luxurious bathroom with a large oval bathtub, a chandelier, and two large mirrors with floral arrangements.

12. 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, (3,952 reviews)
"Friendly staff and great location"
United States
Alexis
The price is Rp1.468.701
Rp1.746.140 total
includes taxes & fees
7 Dec - 8 Dec
The Whitehall Hotel, BW Premier Collection
A rooftop lounge with outdoor seating, a fire feature, and transparent dome structures.

13. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,540 reviews)
"Great location, friendly staff, highly recommended."
United States
Silvia
The price is Rp1.896.249
Rp2.254.450 total
includes taxes & fees
23 Nov - 24 Nov
The Chicago Hotel Collection - Magnificent Mile
A hotel with a prominent 'HOTEL FELIX' sign, surrounded by tall buildings and a tree-lined street.

14. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3,163 reviews)
"Location was great. Front desk staff were friendly and helpful"
United States
Amy
The price is Rp1.513.394
Rp2.403.990 total
includes taxes & fees
7 Dec - 8 Dec
Hotel Felix River North/Magnificent Mile
A hotel entrance with a marquee sign, outdoor seating, and a well-lit facade.

15. The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (194 reviews)
"Nice property overall Room was very nice Location excellent"
Canada
Michael
The price is Rp2.918.689
Rp4.118.083 total
includes taxes & fees
23 Nov - 24 Nov
The Talbott, Autograph Collection
A hotel room with a large bed, two armchairs, a desk, and a view of a cityscape through large windows.

16. The Buckingham Hotel

The Buckingham Hotel
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
"It was a beautiful view had a good stay overall"
United States
Rachelle
The price is Rp2.678.180
Rp3.397.606 total
includes taxes & fees
9 Nov - 10 Nov
The Buckingham Hotel
The Willows Hotel with a classical facade, arched windows, and a signboard.

17. The Willows Hotel

The Willows Hotel
3.0 star property
5.5 km from Downtown Chicago
8.6 out of 10, Excellent, (1,005 reviews)
"Great staff and cute hotel. Everything was walking distance from hotel and highly recommend the hotel and neighborhood area."
United States
Cynthia
The price is Rp1.658.463
Rp1.946.871 total
includes taxes & fees
3 Dec - 4 Dec
The Willows Hotel
A rooftop terrace with a fire feature, seating, and a cityscape view.

18. Hotel Lincoln

Hotel Lincoln
4.0 star property
3.3 km from Downtown Chicago
8.0 out of 10, Very good, (1,161 reviews)
"Good stay and amenities."
United States
Charles
The price is Rp1.828.994
Rp2.616.644 total
includes taxes & fees
7 Dec - 8 Dec
Hotel Lincoln
A multi-story building with a brick facade, a well-maintained lawn, and a black metal fence.

19. The Majestic Hotel

The Majestic Hotel
3.0 star property
7 km from Downtown Chicago
9.0 out of 10, Wonderful, (1,040 reviews)
"It’s a charming hotel. Well located, and it was nice to have parking available."
United States
Sarah
The price is Rp1.896.739
Rp2.226.715 total
includes taxes & fees
15 Nov - 16 Nov
The Majestic Hotel
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

20. Carleton of Oak Park

Carleton of Oak Park
3.0 star property
14.4 km from Downtown Chicago
9.2 out of 10, Wonderful, (1,218 reviews)
"Very nice efficient charming old hotel. I would stay again and I would try the restaurants for dinner and breakfast."
United States
Thomas
The price is Rp2.213.237
Rp2.456.259 total
includes taxes & fees
9 Nov - 10 Nov
Carleton of Oak Park
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

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"We had a great experience. The room was very large and extremely clean. The rooftop seating and restaurant were very nice. The staff throughout the resort were friendly and welcoming. The loop location was perfect. Close to many nice restaurants, museums, stores and the beautiful River walk."
tyrone 3-night trip
Posted 2 hours ago
Sports Illustrated Resorts Chicago

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.
What's the best boutique accommodation in Downtown 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 Sports Illustrated Resorts Chicago are two other options for a boutique stay.
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 Navy Pier, Soldier Field and Wrigley Field. You might also want to see places such as Michigan Avenue, 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.