Find Historic Hotels in Chicago, IL

    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 Chicago Historic Hotels

Top Chicago Historic Hotels

Palmer House a Hilton Hotel
Meeting facility

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1745)
"Beautiful, historical hotel!"
The price is SAR 638
SAR 843 total
includes taxes & fees
29 Jun - 30 Jun
Palmer House a Hilton Hotel
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8871)
"Great place to stay."
The price is SAR 537
SAR 631 total
includes taxes & fees
3 Jul - 4 Jul
Congress Plaza Hotel
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very Good, (1836)
"Wonderful cafe! "
The price is SAR 447
SAR 612 total
includes taxes & fees
6 Jul - 7 Jul
Millennium Knickerbocker Chicago
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1932)
"Great places to stay "
The price is SAR 690
SAR 921 total
includes taxes & fees
30 Jun - 1 Jul
Hilton Chicago
Chicago Athletic Association, a Hyatt Hotel
Exterior

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1000)
"Beautifully unique location, great staff and nice rooftop "
The price is SAR 709
SAR 945 total
includes taxes & fees
29 Jun - 30 Jun
Chicago Athletic Association, a Hyatt Hotel
The Whitehall Hotel, BW Premier Collection
1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very Good, (3437)
"Very nice and clean hotel"
The price is SAR 450
SAR 529 total
includes taxes & fees
1 Jul - 2 Jul
The Whitehall Hotel, BW Premier Collection
Central Loop Hotel
Exterior

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1772)
"Great place to stay! Close to everything and the staff was so nice. "
The price is SAR 591
SAR 694 total
includes taxes & fees
22 Jun - 23 Jun
Central Loop Hotel
Warwick Allerton - Chicago
Front of property

Warwick Allerton - Chicago

4.0 star property
8.2 out of 10, Very Good, (2870)
"Nice place to stay as it’s near to everything you need "
The price is SAR 435
SAR 615 total
includes taxes & fees
1 Jul - 2 Jul
Warwick Allerton - Chicago
Staypineapple, An Iconic Hotel, The Loop
Interior detail

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
9.4 out of 10, Exceptional, (1006)
"Great location and super comfy beds!"
The price is SAR 435
SAR 621 total
includes taxes & fees
29 Jun - 30 Jun
Staypineapple, An Iconic Hotel, The Loop
The Drake
Front of property - evening/night

The Drake

4.0 star property
8.8 out of 10, Excellent, (1217)
"Great place to stay."
The price is SAR 682
SAR 801 total
includes taxes & fees
29 Jun - 30 Jun
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.

Frequently asked questions

What can a history enthusiast expect from a trip to Chicago?
A trip to the notable monuments in Chicago will be a draw for the historian and history buff. And while you’re here, you can check out the entertainment choices and fascinating museums. You can also take time at the popular shops in this vibrant area.
What's the best place to stay in Chicago that's close to historical sites?
Based on our travel expertise, InterContinental Chicago Magnificent Mile by IHG is a top historic hotel bookable on our site and it features free WiFi. Cloud Gate is a short 13-minute walk away. A couple of other options near historic sites include Hilton Chicago and Palmer House a Hilton Hotel.
How many historically relevant hotels are there in Chicago?
In Chicago, there are 5287 hotel accommodations bookable on Expedia, including 5 historic hotels or hotels close to historic sites.
What are the most important historical places and other sights in Chicago?
Chicago is notable for its monuments and landmarks like Rookery, Chicago Cultural Center, and Chicago Board of Trade Building. Known for its theaters and museums, cultural venues include CIBC Theatre, Symphony Center, and Chicago Symphony Orchestra. Other popular sights include Michigan Avenue and Soldier Field.
What is a historic hotel like in Chicago?
Guests who choose historic hotels have the opportunity to stay in a place recognized with a national historic designation. Historic hotels throughout the world can take the form of stately homes, palaces or even lodges, old police stations or skyscrapers. These types of hotels in Chicago often retain authentic characteristics like traditional architecture and period features in guestrooms or communal spaces.
What is the difference between a historic hotel and a heritage hotel?
They are quite similar. “Historic hotel” is a term often used in the U.S., while you’ll often hear “heritage hotel” in Asia and Europe. Historic hotels tend to focus on the architecture and building. Heritage hotels draw their meaning mainly from the cultural value and how it influenced the community.
Do historic hotels in Chicago have modern facilities?
Yes, efforts are made to preserve historic facades and treasured traditions, while interiors have safety features and modern conveniences. Tourists who book a stay can expect the usual amenities from a contemporary hotel such as Smart TVs, WiFi, and updated bathroom facilities. Booking a historic hotel in Chicago doesn’t mean you’re picking a place that’s uncomfortable for guests or simply rundown.