Find Historic Hotels in Downtown 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
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Downtown Chicago Historic Hotels

Compare Downtown Chicago Historic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1673)
"Great place central to it all."
The price is SAR 494
SAR 674 total
includes taxes & fees
20 Apr - 21 Apr
Palmer House a Hilton Hotel

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8649)
"Very dated on the hallways. Rooms are somewhat modern with quirks and features. Clean in the rooms nice bed and bathroom. "
The price is SAR 429
SAR 504 total
includes taxes & fees
25 Mar - 26 Mar
Congress Plaza Hotel

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very Good, (1796)
"Lovely place. Would stay at again! Thank you!"
The price is SAR 300
SAR 440 total
includes taxes & fees
1 Apr - 2 Apr
Millennium Knickerbocker Chicago

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1731)
"The whole experience in the hotel was fun, enjoyable and memorable. I will definitely return. "
The price is SAR 591
SAR 804 total
includes taxes & fees
6 Apr - 7 Apr
Hilton Chicago

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1006)
"Classic and beautiful, just so Chicago. Our favorite staycation go to."
The price is SAR 672
SAR 901 total
includes taxes & fees
13 Apr - 14 Apr
Chicago Athletic Association, a Hyatt Hotel

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very Good, (3442)
"Checked in Thursday evening and had the nicest host greet us! I would suggest the king room over the queen- we updated and it made the BEST difference. Showers were a little short for my boyfriend but besides that fantastic stay and close to so many things! :)"
The price is SAR 371
SAR 436 total
includes taxes & fees
26 Mar - 27 Mar
The Whitehall Hotel, BW Premier Collection

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1743)
"The staff were chill like that. Very friendly and respectful "
The price is SAR 390
SAR 458 total
includes taxes & fees
7 Apr - 8 Apr
Central Loop Hotel

Warwick Allerton - Chicago

4.0 star property
8.0 out of 10, Very Good, (2854)
"Will stay here again for sure!"
The price is SAR 236
SAR 371 total
includes taxes & fees
31 Mar - 1 Apr
Warwick Allerton - Chicago

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
9.2 out of 10, Wonderful, (1013)
"Beautiful view and close to train "
The price is SAR 559
SAR 766 total
includes taxes & fees
27 Mar - 28 Mar
Staypineapple, An Iconic Hotel, The Loop

The Drake

4.0 star property
8.8 out of 10, Excellent, (1137)
"The Drake is a Chicago Landmark Hotel and a privilege to stay in ! The staff were professional and welcoming ! Room was clean and comfortable with an AMAZING view of Oak Street Beach and LSD !! Highly recommend !"
The price is SAR 513
SAR 602 total
includes taxes & fees
6 Apr - 7 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 Downtown Chicago

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, 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. Other choices to soak up the local history include Palmer House a Hilton Hotel and InterContinental Chicago Magnificent Mile by IHG.
How many historical hotels will I find in Downtown Chicago?
Downtown Chicago has 1357 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.