Find Historic Hotels in Chicago, IL

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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, (1735)
"location was excellent, staff were great"
The price is AED 662
AED 869 total
includes taxes & fees
27 May - 28 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, (8883)
"Great stay"
The price is AED 438
AED 514 total
includes taxes & fees
26 May - 27 May
Congress Plaza Hotel
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very Good, (1791)
"an excellent place to stay with "
The price is AED 331
AED 474 total
includes taxes & fees
26 May - 27 May
Millennium Knickerbocker Chicago
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1868)
"Love the historic grandeur, ideal location and wonderful staff "
The price is AED 579
AED 787 total
includes taxes & fees
27 May - 28 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, (1004)
"Great staff and gorgeous hotel! "
The price is AED 731
AED 968 total
includes taxes & fees
26 May - 27 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, (3449)
"We enjoyed the hotel and the areas around it."
The price is AED 439
AED 515 total
includes taxes & fees
28 May - 29 May
The Whitehall Hotel, BW Premier Collection
Central Loop Hotel
Exterior

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1774)
"My go to place to stay wheim in town!!!"
The price is AED 426
AED 500 total
includes taxes & fees
27 May - 28 May
Central Loop Hotel
Warwick Allerton - Chicago
Front of property

Warwick Allerton - Chicago

4.0 star property
8.2 out of 10, Very Good, (2879)
"A beautiful old hotel. Very well maintaned and staff very polite."
The price is AED 397
AED 557 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, (1019)
"Great location and super comfy beds!"
The price is AED 493
AED 686 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, (1216)
"Great place to stay."
The price is AED 625
AED 733 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.

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 theater 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. Cloud Gate is a short 13-minute walk away. A couple of other options near historic sites include Palmer House a Hilton Hotel and Hilton Chicago.
How many historically relevant hotels are there in Chicago?
In Chicago, there are 4980 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.