Search Historic Hotels in Chicago

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago Historic Hotels

Our top choices for Chicago historic hotels

Exterior
Hilton Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2381)
"Great amenities and staff"
United States
Edward J
The price is 2.999.042 ₫
3.520.575 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Hilton Chicago
Exterior
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2635)
"Great stay"
United States
Rawleigh
The price is 3.894.176 ₫
5.413.431 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
InterContinental Chicago Magnificent Mile by IHG
City view from property
Hotel Lincoln

Hotel Lincoln

Hotel Lincoln
4.0 star property
Lincoln Park
7.8 out of 10, Good, (1063)
"The newly remodeled rooms are much blender than they used to be with their old design. I’m very happy to see the restaurant downstairs is open. "
United States
Mike
The price is 2.447.016 ₫
3.335.903 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Lincoln
View from property
Renaissance Chicago Glenview Suites Hotel

Renaissance Chicago Glenview Suites Hotel

Renaissance Chicago Glenview Suites Hotel
3.5 star property
Glenview
8.8 out of 10, Excellent, (1000)
"Clean room, great service. "
United States
Katarzyna
The price is 3.346.886 ₫
3.781.312 ₫ total
includes taxes & fees
27 Dec - 28 Dec
Renaissance Chicago Glenview Suites Hotel
Exterior
Hotel Indigo Naperville Riverwalk by IHG

Hotel Indigo Naperville Riverwalk by IHG

Hotel Indigo Naperville Riverwalk by IHG
3.5 star property
Naperville
9.4 out of 10, Exceptional, (1000)
"Beautiful place to stay and great staff!"
United States
Kimberly
The price is 4.679.123 ₫
5.874.762 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Hotel Indigo Naperville Riverwalk by IHG
Exterior detail
Carleton of Oak Park

Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1008)
"Spacious room, quiet night's sleep in a very pleasant historic hotel."
United States
Edward
Carleton of Oak Park
Signature Suite, 1 Bedroom | Premium bedding, pillow-top beds, individually decorated
The Wheeler Mansion

The Wheeler Mansion

The Wheeler Mansion
4.0 star property
Near South Side
9.0 out of 10, Wonderful, (4)
"A unique place to stay near the convention centre. "
United States
Leonardo
The Wheeler Mansion
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2144)
"Beautiful hotel! Perfect for a holiday staycation! "
United States
Melissa
The price is 2.848.011 ₫
4.001.080 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Palmer House a Hilton Hotel
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.
View all properties

Top Chicago Hotel Reviews

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 entertainment choices and fascinating museums. You can also take time at the major shopping area in this vibrant area.
How many historically relevant hotels will I find in Chicago?
In Chicago, there are 5612 hotels bookable on Expedia, including 18 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 Wrigley Field.
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.