Historic Hotels & Resorts in Chicago from AU$212

    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

Best Chicago Historic Hotels

Palmer House a Hilton Hotel
Experience the grandeur of our elegantly decorated lobby, featuring a stunning chandelier, comfortable seating areas, and intricate designs.

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1838)
"Nice place to stay"
The price is AU$350
includes taxes & fees
22 Aug - 23 Aug
Palmer House a Hilton Hotel
Congress Plaza Hotel
Experience grandeur in this beautifully designed ballroom with high ceilings, arched windows, and elegant table settings.

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8928)
"Great place to stay."
The price is AU$242
includes taxes & fees
1 Sept - 2 Sept
Congress Plaza Hotel
Millennium Knickerbocker Chicago
Experience the grandeur of our lobby, featuring a stunning chandelier, comfortable seating, and a beautiful staircase.

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1932)
"Great stay"
The price is AU$265
includes taxes & fees
24 Aug - 25 Aug
Millennium Knickerbocker Chicago
Hilton Chicago
Classic hotel with a symmetrical facade and central entrance.

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2055)
"Enjoyed our stay. Great location."
The price is AU$297
includes taxes & fees
2 Sept - 3 Sept
Hilton Chicago
Chicago Athletic Association, a Hyatt Hotel
Chicago Athletic Association building features a classic, symmetrical facade with a central entrance and large windows.

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1001)
"Loved the historic charm of this place and the proximity to the parks and museums! "
The price is AU$412
includes taxes & fees
10 Aug - 11 Aug
Chicago Athletic Association, a Hyatt Hotel
The Whitehall Hotel, BW Premier Collection
Relax in a spacious room with a large bed, a smaller bed, and a comfortable seating area.

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very good, (3522)
"Excellent location, renovated rooms, easy access and near attractions"
The price is AU$212
includes taxes & fees
2 Sept - 3 Sept
The Whitehall Hotel, BW Premier Collection
Central Loop Hotel
Enjoy casual dining in a rustic setting with exposed brick walls and wooden furniture.

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1812)
"Enjoyed our stay"
The price is AU$281
includes taxes & fees
22 Aug - 23 Aug
Central Loop Hotel
Warwick Allerton - Chicago
Formal dining area with a large chandelier, gold chairs, and a stone floor.

Warwick Allerton - Chicago

4.0 star property
8.2 out of 10, Very good, (2911)
"This is a great stay that I'd recommend to anyone!"
The price is AU$244
includes taxes & fees
18 Aug - 19 Aug
Warwick Allerton - Chicago
Staypineapple, An Iconic Hotel, The Loop
Stunning interior space with ornate iron gates, marble panels, and a patterned rug.

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
9.4 out of 10, Exceptional, (1007)
"Excellent, definitely will be staying again. "
The price is AU$395
includes taxes & fees
24 Aug - 25 Aug
Staypineapple, An Iconic Hotel, The Loop
The Drake
48-inch flat-screen TV with cable channels, TV, pay films

The Drake

4.0 star property
8.8 out of 10, Excellent, (1259)
"Awesome place to stay"
The price is AU$321
includes taxes & fees
2 Sept - 3 Sept
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

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"The property if beautiful and historic. The main room is incredible. The rooms are well taken care of, you can just tell they are a little dated with a slight smell. I would definitely stay here again."
Hailey 2-night trip
Posted 16 hours ago
Palmer House a Hilton Hotel

Frequently asked questions

What can a history buff expect from a stay in Chicago?
Some time exploring the monuments in Chicago will be a draw for the history buff or anyone who wants to learn about the local history. And while you're here, you can check out the acclaimed art scene and fascinating museums. You can also take time at the major shopping area in this vibrant area.
What's the best accommodation in Chicago to absorb the local history?
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 close to historic sites include Palmer House a Hilton Hotel and Hilton Chicago.
How many historically relevant hotels will I find in Chicago?
In Chicago, there are 5407 hotels bookable on Expedia, including 5 historic hotels or hotels close to historic sites.
What are the most important historical sites and other places in Chicago?
Chicago is notable for its monuments and landmarks like Rookery, Chicago Cultural Center and Chicago Board of Trade Building. Known for its theatres 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?
A historic hotel gives guests the opportunity to stay in a place that's been recognised with a national historic designation. Historic hotels throughout the world can take the form of castles, stately homes, palaces or even pubs, lodges, old police stations or skyscrapers — any building that's been identified as being of special interest. These types of hotels in Chicago typically retain original characteristics such as period features or traditional architecture in guestrooms or communal spaces.
What is the difference between a historic hotel and a heritage hotel?
The two are similar. "Historic hotel" is more commonly used in the U.S., whereas "heritage hotel" is common in Asia and Europe. Historic hotels tend to focus on the architecture and building. A heritage hotel draws meaning mainly from the place's cultural value and how it influenced the community.
Do historic hotels in Chicago have modern facilities?
Yes, every effort is made to preserve the historic aspects and traditions, but interiors include modern conveniences and safety features. Visitors can expect the amenities you'd find in a hotel such as Smart TVs, WiFi and updated bathroom facilities. When you book a historic hotel in Chicago, it doesn't mean you're choosing a place that's rundown or uncomfortable for guests.