Find Historic Hotels in Chicago, IL

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Chicago Historic Hotels

Tonight
27 Mar - 28 Mar
Tomorrow
28 Mar - 29 Mar
This weekend
28 Mar - 30 Mar
Next weekend
4 Apr - 6 Apr

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, (1709)
"Hotel was nice, clean, great staff and location. Hotel rooms are a little outdated but works "
The price is AED 481
AED 656 total
includes taxes & fees
20 Apr - 21 Apr
Palmer House a Hilton Hotel
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8788)
"Parking was next door but it was good "
The price is AED 394
AED 463 total
includes taxes & fees
3 Apr - 4 Apr
Congress Plaza Hotel
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very Good, (1843)
"Lovely place. Would stay at again! Thank you!"
The price is AED 294
AED 431 total
includes taxes & fees
1 Apr - 2 Apr
Millennium Knickerbocker Chicago
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1757)
"Cool"
The price is AED 643
AED 863 total
includes taxes & fees
3 Apr - 4 Apr
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, (1024)
"Classic and beautiful, just so Chicago. Our favorite staycation go to."
The price is AED 658
AED 882 total
includes taxes & fees
13 Apr - 14 Apr
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, (3520)
"The WhiteHall is a classic. Beautiful floors, art and a furnishings. "
The price is AED 313
AED 367 total
includes taxes & fees
30 Mar - 31 Mar
The Whitehall Hotel, BW Premier Collection
Central Loop Hotel
Exterior

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1804)
"Great place! Room was spacious and was great distance from everything. Area was quiet as well. "
The price is AED 362
AED 425 total
includes taxes & fees
13 Apr - 14 Apr
Central Loop Hotel
Warwick Allerton - Chicago
Front of property

Warwick Allerton - Chicago

4.0 star property
8.0 out of 10, Very Good, (2917)
"."
The price is AED 331
AED 480 total
includes taxes & fees
31 Mar - 1 Apr
Warwick Allerton - Chicago
Staypineapple, An Iconic Hotel, The Loop
Interior detail

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
9.2 out of 10, Wonderful, (1018)
"Great place to stay with outstanding restaurant and great service. Comfy beds."
The price is AED 493
AED 686 total
includes taxes & fees
31 Mar - 1 Apr
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, (1160)
"Elegant vintage hotel just off Michigan Avenue and overlooking the lake. Convenient to shopping, dining, parks, nightlife and popular tourism attractions. Many of the staff members are longtime employees and they take great care of the guests. Overall, a warm, welcoming vibe in an historic hotel. "
The price is AED 502
AED 590 total
includes taxes & fees
7 Apr - 8 Apr
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 fascinating museums and acclaimed art scene. 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, Hilton Chicago is a top historic hotel bookable on our site and it features pillowtop beds. Cloud Gate is a short 15-minute walk away. A couple of other options near historic sites include Palmer House a Hilton Hotel and InterContinental Chicago Magnificent Mile by IHG.
How many historically relevant hotels are there in Chicago?
In Chicago, there are 4959 hotel accommodations bookable on Expedia, including 4 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 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.