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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chicago Historic Hotels

This weekend
Next weekend

Top Chicago Historic Hotels

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1798)
"What a wonderful place to stay"
The price is SAR 650
SAR 857 total
includes taxes & fees
22 Aug - 23 Aug
Palmer House a Hilton Hotel

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8941)
"Great place to stay."
The price is SAR 665
SAR 781 total
includes taxes & fees
4 Aug - 5 Aug
Congress Plaza Hotel

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1902)
"It was a wonderful stay"
The price is SAR 510
SAR 687 total
includes taxes & fees
10 Aug - 11 Aug
Millennium Knickerbocker Chicago

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (2012)
"Great stay! "
The price is SAR 756
SAR 998 total
includes taxes & fees
4 Aug - 5 Aug
Hilton Chicago

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1005)
"Loved the historic charm of this place and the proximity to the parks and museums! "
The price is SAR 641
SAR 884 total
includes taxes & fees
27 Jul - 28 Jul
Chicago Athletic Association, a Hyatt Hotel

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very Good, (3524)
"We had a great stay! "
The price is SAR 520
SAR 610 total
includes taxes & fees
18 Aug - 19 Aug
The Whitehall Hotel, BW Premier Collection

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1817)
"Nice room, great location and excellent staff."
The price is SAR 596
SAR 700 total
includes taxes & fees
27 Jul - 28 Jul
Central Loop Hotel

Warwick Allerton - Chicago

4.0 star property
8.2 out of 10, Very Good, (2890)
"This is a great stay that I'd recommend to anyone!"
The price is SAR 456
SAR 645 total
includes taxes & fees
6 Aug - 7 Aug
Warwick Allerton - Chicago

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
9.4 out of 10, Exceptional, (1020)
"Beautiful hotel in a great location."
The price is SAR 822
SAR 1,074 total
includes taxes & fees
27 Jul - 28 Jul
Staypineapple, An Iconic Hotel, The Loop

The Drake

4.0 star property
8.8 out of 10, Excellent, (1249)
"Awesome place to stay"
The price is SAR 682
SAR 801 total
includes taxes & fees
18 Aug - 19 Aug
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 Chicago Hotel Reviews

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, InterContinental Chicago Magnificent Mile by IHG is a top historic hotel bookable on our site and it features free WiFi. Merchandise Mart is a short 15-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 5383 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 Navy Pier.
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.