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

Compare Chicago Historic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Palmer House a Hilton Hotel
Meeting facility

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1706)
"Great hotel "
The price is SAR 523
SAR 707 total
includes taxes & fees
26 May - 27 May
Palmer House a Hilton Hotel
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8751)
"Great stay"
The price is SAR 537
SAR 630 total
includes taxes & fees
11 May - 12 May
Congress Plaza Hotel
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very Good, (1767)
"wonderful hotel, in good location, clean and convenient service"
The price is SAR 315
SAR 458 total
includes taxes & fees
11 May - 12 May
Millennium Knickerbocker Chicago
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1820)
"Always a great stay!"
The price is SAR 624
SAR 842 total
includes taxes & fees
26 May - 27 May
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)
"Would definitely stay again. "
The price is SAR 821
SAR 1,077 total
includes taxes & fees
11 May - 12 May
Chicago Athletic Association, a Hyatt Hotel
The Whitehall Hotel, BW Premier Collection
Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very Good, (3400)
"Nice stay!"
The price is SAR 481
SAR 564 total
includes taxes & fees
7 May - 8 May
The Whitehall Hotel, BW Premier Collection
Central Loop Hotel
Exterior

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1734)
"i really enjoyed my stay !"
The price is SAR 492
SAR 577 total
includes taxes & fees
22 May - 23 May
Central Loop Hotel
Warwick Allerton - Chicago
Front of property

Warwick Allerton - Chicago

4.0 star property
8.2 out of 10, Very Good, (2849)
"Everything was great and within a close walk, easy check in"
The price is SAR 394
SAR 556 total
includes taxes & fees
26 May - 27 May
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, (1001)
"Great stay, front desk very nice"
The price is SAR 559
SAR 766 total
includes taxes & fees
26 May - 27 May
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, (1205)
"Great place to stay."
The price is SAR 638
SAR 749 total
includes taxes & fees
26 May - 27 May
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.
Don't see what you're looking for?
See all available properties in Chicago

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 acclaimed art scene 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, Palmer House a Hilton Hotel is a top historic hotel bookable on Expedia and it features a full-service spa. Cloud Gate is a short walk away. A couple of other options near historic sites include Hilton Chicago and InterContinental Chicago Magnificent Mile by IHG.
How many historically relevant hotels are there in Chicago?
In Chicago, there are 5125 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 Art Institute of Chicago, CIBC Theatre, and Symphony Center. 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.