Search Historic Hotels in Downtown Chicago

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Downtown Chicago Historic Hotels

Top Downtown Chicago Historic Hotels

Palmer House a Hilton Hotel
Experience the grandeur of our elegantly decorated lobby, featuring a stunning chandelier, comfortable seating areas, and intricate designs.

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1837)
"Nice place to stay"
The price is 4.546.721 ₫
5.992.920 ₫ total
includes taxes & fees
22 Aug - 23 Aug
Palmer House a Hilton Hotel
Congress Plaza Hotel
Experience grandeur in this beautifully designed ballroom with high ceilings, arched windows, and elegant table settings.

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8926)
"Great place to stay."
The price is 6.584.093 ₫
7.729.067 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Congress Plaza Hotel
Millennium Knickerbocker Chicago
Experience the grandeur of our lobby, featuring a stunning chandelier, comfortable seating, and a beautiful staircase.

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1932)
"Great stay"
The price is 3.330.067 ₫
4.524.834 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Millennium Knickerbocker Chicago
Hilton Chicago
Classic hotel with a symmetrical facade and central entrance.

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2055)
"Enjoyed our stay. Great location."
The price is 3.668.842 ₫
5.076.439 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Hilton Chicago
Chicago Athletic Association, a Hyatt Hotel
Chicago Athletic Association building features a classic, symmetrical facade with a central entrance and large windows.

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1001)
"Loved the historic charm of this place and the proximity to the parks and museums! "
The price is 5.216.188 ₫
7.040.702 ₫ total
includes taxes & fees
10 Aug - 11 Aug
Chicago Athletic Association, a Hyatt Hotel
The Whitehall Hotel, BW Premier Collection
Relax in a spacious room with a large bed, a smaller bed, and a comfortable seating area.

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very good, (3522)
"Excellent location, renovated rooms, easy access and near attractions"
The price is 3.021.708 ₫
3.547.182 ₫ total
includes taxes & fees
2 Sept - 3 Sept
The Whitehall Hotel, BW Premier Collection
Central Loop Hotel
Enjoy casual dining in a rustic setting with exposed brick walls and wooden furniture.

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1812)
"Enjoyed our stay"
The price is 4.099.405 ₫
4.812.291 ₫ total
includes taxes & fees
22 Aug - 23 Aug
Central Loop Hotel
Warwick Allerton - Chicago
Formal dining area with a large chandelier, gold chairs, and a stone floor.

Warwick Allerton - Chicago

4.0 star property
8.2 out of 10, Very good, (2911)
"This is a great stay that I'd recommend to anyone!"
The price is 3.120.299 ₫
4.432.504 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Warwick Allerton - Chicago
Staypineapple, An Iconic Hotel, The Loop
Stunning interior space with ornate iron gates, marble panels, and a patterned rug.

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
9.4 out of 10, Exceptional, (1007)
"Excellent, definitely will be staying again. "
The price is 5.324.968 ₫
7.018.728 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Staypineapple, An Iconic Hotel, The Loop
The Drake
48-inch flat-screen TV with cable channels, TV, pay films

The Drake

4.0 star property
8.8 out of 10, Excellent, (1259)
"Awesome place to stay"
The price is 4.670.978 ₫
5.483.263 ₫ total
includes taxes & fees
2 Sept - 3 Sept
The Drake
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 Downtown Chicago Hotel Reviews

Frequently asked questions

What should I expect on my historical trip to Downtown Chicago?
A trip to the monuments in Downtown Chicago is a draw to those who want to learn about local history. And while you're here, you can check out the acclaimed theatre scene and scenic riverfront. You can also discover the fascinating museums in this vibrant area.
How many historical hotels are there in Downtown Chicago?
Downtown Chicago has 1507 hotels bookable on Expedia, including 3 hotels designated as historic or close to historic sites.
What are the must-see historical sites and other places in Downtown Chicago?
Downtown Chicago is notable for its monuments and landmarks like Chicago Cultural Center, Michigan Avenue Bridge and Merchandise Mart. Known for its museums and theatres, cultural venues include Goodman Theater, James M. Nederlander Theatre and Chicago Theatre. Other popular sights include Michigan Avenue and Navy Pier.
What is a historic hotel like in Downtown Chicago?
When you book a historic hotel, you'll stay someplace that has an officially recognised historic designation. A castle, a palace or even a pub or an old police station can be identified as a historic hotel provided that it has special significance. Traditional architecture and period features are typically found in the communal spaces and guestrooms of these historic hotels in Downtown Chicago, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is a term often used in the U.S. though overall the terms are quite similar. The architecture and building of a historic hotel is generally what's most significant. For a heritage hotel, often it's the cultural value as well as how it shaped the community.
Do historic hotels in Downtown Chicago have modern facilities?
Hotels have the safety features and modern conveniences you've come to expect, but every effort is made to preserve treasured traditions and historic facades. Private rooms with updated bathroom facilities, free WiFi and the amenities found in a hotel will be available in a historic hotel. When you book a historic hotel in Downtown Chicago, don't worry that you'll find a place that's uncomfortable or rundown.