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Find Historic Hotels in Chicago, IL from ¥5,193

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Top Chicago Historic Hotels

Staypineapple, An Iconic Hotel, The Loop
4 out of 5
1 W Washington St, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is ¥9,450 per night from Dec 21 to Dec 22
4.6/5Exceptional! (993 reviews)

""…"

Reviewed on Nov 26, 2020

Staypineapple, An Iconic Hotel, The Loop
Virgin Hotels Chicago
4.5 out of 5
203 N Wabash Ave, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is ¥12,358 per night from Dec 16 to Dec 17
4.6/5Exceptional! (1,487 reviews)

"Wished for room service but at least they had snacks"…"

Reviewed on Nov 30, 2020

Virgin Hotels Chicago
Chicago Athletic Association
4.5 out of 5
12 South Michigan Avenue, Chicago, IL
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4.5/5Wonderful! (1,000 reviews)
Cool Old School

"Great place, but during the pandemic skip the “breakfast included” option on your reservation. Breakfast is a mediocre/bad cup of coffee and a breakfast sandwich from this place in the lobby for ten bucks. There is a Starbucks and a Panera one block north."…"

Reviewed on Jul 21, 2020

Chicago Athletic Association
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Hotel Blake, an Ascend Hotel Collection Member
3.5 out of 5
500 South Dearborn Street, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is ¥12,379 per night from Dec 25 to Dec 26
4.5/5Wonderful! (986 reviews)

"Very nice hotel!!!! And showtime made our stay!!! Will definitely stay there again!"…"

Reviewed on Feb 18, 2020

Hotel Blake, an Ascend Hotel Collection Member
Hotel Lincoln
4 out of 5
1816 N Clark Street, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is ¥9,056 per night from Dec 6 to Dec 7
4.4/5Excellent! (1,020 reviews)

"Close to Zoo and downtown. Very convenient location!"…"

Reviewed on Oct 29, 2020

Hotel Lincoln
The Ambassador Chicago, a Joie de Vivre Hotel
4 out of 5
1301 N State Pkwy, Chicago, IL
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4.3/5Excellent! (1,115 reviews)

"I did not like that I did not fine Parking, no restaurants , my view was horrible."…"

Reviewed on Jun 2, 2020

The Ambassador Chicago, a Joie de Vivre Hotel
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
3 out of 5
68 E. Wacker Place, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is ¥8,739 per night from Dec 5 to Dec 6
4.3/5Excellent! (973 reviews)

"Good evening, Personally I loved everything about the room. Cleaned, amazing lakefront view! The staff really polite and friendly. Will definitely look into it for the future ! Thank You for an amazing weekend stay !"…"

Reviewed on Nov 9, 2020

Hampton Inn Chicago Downtown/N Loop/Michigan Ave
InterContinental Chicago Magnificent Mile
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Free Cancellation
The price is ¥14,861 per night from Jan 2 to Jan 3
4.3/5Excellent! (1,130 reviews)

"Great service ! Front desk employees were so pleasant and nice ! Clean rooms ! Couldn’t ask for more !"…"

Reviewed on Oct 15, 2020

InterContinental Chicago Magnificent Mile
Central Loop Hotel
4 out of 5
111 West Adams Street, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is ¥8,827 per night from Dec 5 to Dec 6
4.2/5Excellent! (1,980 reviews)

"It was okay, they were efficient & quick with the check in process and very prepared with COVID19 practices. Clean hotel. Rooms were outdated but we were only there for 1 night and came so late in the evening that it wasn’t an issue. Front desk was quick to answer the phone and answer questions. ..."…"

Reviewed on Oct 4, 2020

Central Loop Hotel
Carleton of Oak Park
3 out of 5
1110 Pleasant St, Oak Park, IL
Free CancellationReserve now, pay when you stay
The price is ¥14,331 per night from Dec 27 to Dec 28
4.2/5Excellent! (986 reviews)

"The Carleton is in a very cute corner of Oak Park, walking distance to resturants and shopping. The hotel is well maintained and updated. A classic setting but comfortable and lovely. Will stay again."…"

Reviewed on Sep 3, 2020

Carleton of Oak Park
The Drake
4 out of 5
140 E Walton Place, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is ¥11,387 per night from Dec 17 to Dec 18
4.2/5Very Good! (980 reviews)

"It’s a very beautiful, historic hotel. The property is beautifully maintained and the rooms are large."…"

Reviewed on Oct 18, 2020

The Drake
Hilton Chicago
4 out of 5
720 S Michigan Ave, Chicago, IL
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4.2/5Very Good! (1,851 reviews)

"We will be back! I booked the trip for my sons 15th birthday. When we got there we got a room upgrade. Everyone was so nice and helpful. Our second day everything closed because of coronavirus, the consierge was so helpful giving us ideas on other things to do! My only negative would be I wish the ..."…"

Reviewed on Mar 17, 2020

Hilton Chicago
Graduate Evanston
3 out of 5
1625 Hinman Ave, Evanston, IL
Free CancellationReserve now, pay when you stay
The price is ¥8,204 per night from Dec 7 to Dec 8
4.1/5Very Good! (991 reviews)

"Great location. Sadly room’s ac did not work and we overheated that night. Mentioned it at check out but they didn’t quite apologize. New hotel new staff. Getting kinks out."…"

Reviewed on Nov 1, 2020

Graduate Evanston
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL
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4.1/5Very Good! (3,737 reviews)

"The problem was the location. On the Saturday, almost everything was closed, and I could not eat where I wanted to eat, either outside the hotel or in the hotel."…"

Reviewed on Aug 1, 2020

Palmer House a Hilton Hotel
The Whitehall Hotel
4 out of 5
105 E Delaware Pl, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is ¥6,978 per night from Dec 5 to Dec 6
4.1/5Very Good! (3,214 reviews)

"What an amazing gem! This hotel is near EVERYTHING downtown Chicago. The Mag Mile is in walking distance. State street is in walking distance. This is a wonderful high-end facility."…"

Reviewed on Dec 2, 2020

The Whitehall Hotel
Millennium Knickerbocker Chicago
4 out of 5
163 East Walton Place, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is ¥7,145 per night from Dec 5 to Dec 6
4/5Very Good! (1,774 reviews)

"Beautiful place to stay at. I just wish they had a microwave."…"

Reviewed on Nov 21, 2020

Millennium Knickerbocker Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
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3.9/5Very Good! (2,742 reviews)
Great Trip and Accommodations

"This hotel was conveniently located right in Downton Chicago, and it was such a splendid stay for ringing in New Year's Eve. The breakfast in the morning while being a little expensive was still very good, there were more than enough places to eat in the area. The room was well accomodating, with ..."…"

Reviewed on May 22, 2020

Warwick Allerton - Chicago
Chicago Getaway Hostel
2 out of 5
616 W Arlington Pl, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is ¥5,193 per night from Dec 6 to Dec 7
3.8/5Good! (997 reviews)

"Check in at any time. Clean and well furnished place with friendly staff. Breakfast was a bit lacking but I can't really complain because the stay was so good for the price."…"

Reviewed on Jul 30, 2020

Chicago Getaway Hostel
Write Inn Hotel
2.5 out of 5
211 N Oak Park Ave, Oak Park, IL
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3.7/5Good! (1,000 reviews)

"My stay was quiet. The room was clean. The bed was not comfortable and the blanket was so thin I had to put my coat on top of it to keep warm"…"

Reviewed on Mar 1, 2020

Write Inn Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is ¥7,029 per night from Dec 25 to Dec 26
3.7/5Good! (5,067 reviews)

"Very friendly staff, architectural was beautiful They did great to accommodate to my necessities"…"

Reviewed on Nov 21, 2020

Congress Plaza Hotel
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Pocket Guide: Historic Hotels in Chicago

Search for hotels in Chicago on Expedia. You can easily find your hotels in Chicago using one of the methods below:

  • View our selection of featured hotels in Chicago
  • Use the map to find hotels in the Chicago neighborhood you prefer
  • Use the filters to see hotels in a specific area of Chicago, select a specific theme, brand, or hotel class from basic (1 Star) to luxury hotels (5 Stars) in Chicago
  • Enter your travel dates to view the best deals on hotels in Chicago - while they last

Frequently asked questions

What can a history enthusiast expect from a trip to Chicago?
A trip to the notable monuments in Chicago will be a draw for the historian and history buff. And while you’re here, you can check out the acclaimed art scene and fascinating museums. You can also take time at the popular shops in this vibrant area.
What's the best place to stay in Chicago that's close to historical sites?
Based on our travel expertise, Congress Plaza Hotel is a top 3.5-star hotel for history buffs booking on Expedia, and it features 2 restaurants and free WiFi. Buckingham Fountain is a short walk away. A couple of other options near historic sites include Palmer House a Hilton Hotel and Millennium Knickerbocker Chicago.
How many historically relevant hotels are there in Chicago?
In Chicago, there are 2489 hotel accommodations bookable on Expedia, including 321 historic hotels or hotels close to historic sites.
What are the most important historical places and other sights in Chicago?
Chicago is notable for its monuments and landmarks like Naval Base Great Lakes, Civic Opera House, and Buckingham Fountain. Known for its theaters and museums, cultural venues include Art Institute of Chicago, Chicago Theatre, and House of Blues Chicago. Other popular sights include Millennium Park and Navy Pier.
What is a historic hotel like in Chicago?
Guests who choose historic hotels have the opportunity to stay in a place recognized with a national historic designation. Historic hotels throughout the world can take the form of stately homes, palaces or even lodges, old police stations or skyscrapers — as long as it’s of special interest. These types of hotels in Chicago often retain authentic characteristics like traditional architecture and period features in guestrooms or communal spaces.
What is the difference between a historic hotel and a heritage hotel?
They are quite similar. “Historic hotel” is a term often used in the U.S., while you’ll often hear “heritage hotel” in Asia and Europe. Historic hotels tend to focus on the architecture and building. Heritage hotels draw their meaning mainly from the cultural value and how it influenced the community.
Do historic hotels in Chicago have modern facilities?
Yes, efforts are made to preserve historic facades and treasured traditions, while interiors have safety features and modern conveniences. Tourists who book a stay can expect the usual amenities from a contemporary hotel such as Smart TVs, WiFi, and updated bathroom facilities. Booking a historic hotel in Chicago doesn’t mean you’re picking a place that’s uncomfortable for guests or simply rundown.

Travelers Loved These Historic Hotels

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