Find Historic Hotels in Downtown 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 Downtown Chicago Historic Hotels

This weekend
Next weekend

Top Downtown Chicago Historic Hotels

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1757)
"Beautiful, historical hotel!"
The price is SAR 619
SAR 820 total
includes taxes & fees
30 Jun - 1 Jul
Palmer House a Hilton Hotel

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8903)
"Great place to stay."
The price is SAR 537
SAR 630 total
includes taxes & fees
3 Jul - 4 Jul
Congress Plaza Hotel

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very Good, (1847)
"Nice hotel! "
The price is SAR 465
SAR 634 total
includes taxes & fees
6 Jul - 7 Jul
Millennium Knickerbocker Chicago

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1949)
"Magnificent hotel! "
The price is SAR 591
SAR 804 total
includes taxes & fees
1 Jul - 2 Jul
Hilton Chicago

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1000)
"Beautifully unique location, great staff and nice rooftop "
The price is SAR 709
SAR 945 total
includes taxes & fees
29 Jun - 30 Jun
Chicago Athletic Association, a Hyatt Hotel

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very Good, (3462)
"Great location and staff. Would definitely stay there again."
The price is SAR 450
SAR 528 total
includes taxes & fees
2 Jul - 3 Jul
The Whitehall Hotel, BW Premier Collection

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1790)
"Very nice staff and great location "
The price is SAR 459
SAR 539 total
includes taxes & fees
1 Jul - 2 Jul
Central Loop Hotel

Warwick Allerton - Chicago

4.0 star property
8.2 out of 10, Very Good, (2874)
"Very nice stay and walking distance to lots of attractions & restaurants. "
The price is SAR 462
SAR 646 total
includes taxes & fees
1 Jul - 2 Jul
Warwick Allerton - Chicago

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
9.4 out of 10, Exceptional, (1012)
"Great location and super comfy beds!"
The price is SAR 559
SAR 766 total
includes taxes & fees
3 Jul - 4 Jul
Staypineapple, An Iconic Hotel, The Loop

The Drake

4.0 star property
8.8 out of 10, Excellent, (1223)
"Great place to stay."
The price is SAR 682
SAR 801 total
includes taxes & fees
1 Jul - 2 Jul
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 should a history enthusiast expect from a trip to Downtown Chicago?
An afternoon exploring the notable monuments in Downtown Chicago is a draw to those who want to learn about local history. And while you're here, you can check out the entertainment choices and scenic riverfront. You can also discover the fascinating museums in this vibrant area.
What's the best accommodation in Downtown 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. Other choices to soak up the local history include Hilton Chicago and Palmer House a Hilton Hotel.
How many historical hotels will I find in Downtown Chicago?
Downtown Chicago has 1391 hotels and other accommodations bookable on Expedia, including 3 hotels designated as historic or close to historic sites.
What are the must-see historical sites and other places in Downtown Chicago?
Downtown Chicago is notable for its monuments and landmarks like Chicago Cultural Center, Michigan Avenue Bridge, and Merchandise Mart. Known for its museums and theaters, cultural venues include Art Institute of Chicago, Goodman Theater, and James M. Nederlander Theatre. Other popular sights include Michigan Avenue and Navy Pier.
What is a historic hotel like in Downtown Chicago?
By booking a historic hotel, guests can stay someplace that has an officially recognized historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be identified as a historic hotel provided that it's a place of special interest. Traditional architecture and period features can be admired within the guestrooms or public spaces of such hotels in Downtown Chicago, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. overall though the terms are similar. The physical building and architecture of historic hotels are generally the most significant aspect. For a heritage hotel, mainly, it's cultural value along with how it influenced the community.
Do historic hotels in Downtown Chicago have modern facilities?
Hotel interiors feature the modern conveniences and safety features you might expect, but every effort is made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, free WiFi, and the amenities found in a hotel will also be available in a historic hotel. When you book a historic hotel in Downtown Chicago, don't worry that you'll be staying at a place that's uncomfortable or rundown.