Find Historic Hotels in Downtown Chicago, IL

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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
Exterior

Palmer House a Hilton Hotel

4.0 star property
8.2 out of 10, Very Good, (1589)
"Great hotel looked amazing. Well cared for great staff."
The price is AED 511
AED 691 total
includes taxes & fees
24 Jan - 25 Jan
Palmer House a Hilton Hotel
Congress Plaza Hotel
Exterior detail

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8418)
"My room didn’t have a remote and they never brought it. The bathroom could have been remodeled or something, the tub was old but other than that pretty decent"
The price is AED 341
AED 400 total
includes taxes & fees
22 Jan - 23 Jan
Congress Plaza Hotel
Millennium Knickerbocker Chicago
Property entrance

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very Good, (1770)
"Clean, good location. Could use a glow up, kinda rundown."
The price is AED 283
AED 418 total
includes taxes & fees
22 Jan - 23 Jan
Millennium Knickerbocker Chicago
Hilton Chicago
Pool

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1623)
"Got charged a late fee when I didn’t check out late. "
The price is AED 511
AED 707 total
includes taxes & fees
24 Jan - 25 Jan
Hilton Chicago
Chicago Athletic Association, a Hyatt Hotel
Room

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1000)
"We love staying at this hotel! There is always so much to do there and perfect during the winter months with the cozy fireplaces, game room and out door fire pits on Cindy’s roof top."
The price is AED 467
AED 659 total
includes taxes & fees
2 Feb - 3 Feb
Chicago Athletic Association, a Hyatt Hotel
The Whitehall Hotel, BW Premier Collection
Exterior

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very Good, (3419)
"When I arrived I got checked in with no issues I had a one bedroom king no issues there only thing I didn’t like was I needed to leave by 4am got told they don’t open valet till 5am so I made a exception to stay but only for me to be told in about 10 min called twice more just for them to say by this time it’s 530am it’s been ready it’s across the street I was never told that I had to come over and pick it I dropped it off in from of the hotel"
The price is AED 281
AED 330 total
includes taxes & fees
27 Jan - 28 Jan
The Whitehall Hotel, BW Premier Collection
Central Loop Hotel
Exterior

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1707)
"Once again, I am staying at the central Loop hotel and everything is wonderful. The room is clean, the staff was very friendly, And the rate for my stay was very reasonable."
The price is AED 352
AED 414 total
includes taxes & fees
28 Jan - 29 Jan
Central Loop Hotel
Warwick Allerton - Chicago
Exterior

Warwick Allerton - Chicago

4.0 star property
8.0 out of 10, Very Good, (2813)
"Staff very friendly and accommodating. Great location in the middle of Magic Mile, easy walking to many attractions. Great deal for the money."
The price is AED 275
AED 415 total
includes taxes & fees
1 Feb - 2 Feb
Warwick Allerton - Chicago
Staypineapple, An Iconic Hotel, The Loop
Front of property

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
9.2 out of 10, Wonderful, (1002)
"easy and nice valet and very unique style of the hotel"
The price is AED 437
AED 621 total
includes taxes & fees
26 Jan - 27 Jan
Staypineapple, An Iconic Hotel, The Loop
The Drake
Restaurant

The Drake

4.0 star property
8.8 out of 10, Excellent, (1076)
"Beautiful property with historic elegance. Highly recommend."
The price is AED 476
AED 559 total
includes taxes & fees
2 Feb - 3 Feb
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.
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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, an IHG Hotel is a top historic hotel bookable on our site and it features free WiFi. Chicago Water Tower is a short 9-minute walk away. Other choices to soak up the local history include Palmer House a Hilton Hotel and Hilton Chicago.
How many historical hotels will I find in Downtown Chicago?
Downtown Chicago has 1425 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 Goodman Theater, James M. Nederlander Theatre, and Chicago Theatre. Other popular sights include Michigan Avenue and Millennium Park.
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.