A river with a yellow boat, surrounded by tall buildings and a bridge.

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Check availability on Chicago Historic Hotels

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov

Our top choices for Chicago historic hotels

A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

1. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,002 reviews)
"Always an incredible hotel! Definitely one of the best in the USA"
United States
Vincent Haley
The price is ฿21,111
฿25,099 total
includes taxes & fees
1 Nov - 2 Nov
The Peninsula Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.

2. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,000 reviews)
"Very well located and the service at this hotel was truly 5 stars The high tea was exceptional as well"
United States
Ana
The price is ฿17,632
฿20,963 total
includes taxes & fees
22 Nov - 23 Nov
The Langham, Chicago
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

3. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,139 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is ฿4,897
฿5,823 total
includes taxes & fees
22 Nov - 23 Nov
L7 Chicago by LOTTE
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

4. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,068 reviews)
"Great experience and accommodations"
United States
robert
The price is ฿15,563
฿18,502 total
includes taxes & fees
8 Nov - 9 Nov
Trump International Hotel & Tower Chicago
A modern hotel lobby with a spiral staircase, seating areas, and large windows offering city views.

5. Residence Inn Chicago Downtown Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (664 reviews)
"The entire stay was excellent, will definitely visit again."
United States
JERI
The price is ฿4,560
฿5,421 total
includes taxes & fees
22 Nov - 23 Nov
Residence Inn Chicago Downtown Magnificent Mile
A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.

6. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"The hotel lobby and rooftop are nice but the rooms are okay. We had 3 rooms and the shower pressure was terrible in all. The king room felt small so we switched to 2 queens which was much better. The service was so good though and it’s attached to a mall. It was good overall but probably won’t stay here again."
United States
Sabina
The price is ฿9,733
฿12,576 total
includes taxes & fees
22 Nov - 23 Nov
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
A modern building with a colorful facade and a red circular seating area.

7. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,350 reviews)
"Great hotel"
United States
Kristopher Joel
The price is ฿3,918
฿4,658 total
includes taxes & fees
23 Nov - 24 Nov
citizenM Chicago Downtown
A cityscape with modern high-rise buildings, a river, and a boat.

8. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,497 reviews)
"Wonderful will stay again"
United States
Kristee
The price is ฿5,236
฿7,429 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Chicago
A spacious lobby with a long bar area, red curtains, and a patterned carpet.

9. Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,454 reviews)
"Great stay and great location!"
United States
Hannah
The price is ฿5,139
฿6,110 total
includes taxes & fees
22 Nov - 23 Nov
Canopy by Hilton Chicago Central Loop
A hotel with a classic facade, large windows, and flags.

10. Residence Inn Chicago Downtown/Loop

Residence Inn Chicago Downtown/Loop
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,003 reviews)
"Breakfast was great A lot to chose from"
United States
William
The price is ฿4,290
฿5,100 total
includes taxes & fees
22 Nov - 23 Nov
Residence Inn Chicago Downtown/Loop
A spacious lobby with a plush teal sofa, a round coffee table, and a large chandelier.

11. The LaSalle Chicago, Autograph Collection by Marriott

The LaSalle Chicago, Autograph Collection by Marriott
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (405 reviews)
"Very convenient, Moderna and friendly / helpful staff."
United States
Jason
The price is ฿7,330
฿8,714 total
includes taxes & fees
26 Nov - 27 Nov
The LaSalle Chicago, Autograph Collection by Marriott
A corridor with ornate black metal railings and a patterned carpet.

12. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,186 reviews)
"Great stay"
United States
RaeQuan
The price is ฿4,954
฿6,892 total
includes taxes & fees
15 Nov - 16 Nov
Staypineapple, An Iconic Hotel, The Loop
A modern lounge area with seating, a coffee table, and a view of the city at night.

13. Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Love the hotel, love the area, will repeat !"
United States
Justin
The price is ฿4,104
฿4,879 total
includes taxes & fees
23 Nov - 24 Nov
Moxy Chicago Downtown
A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.

14. Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,221 reviews)
"everything was great, excellent location"
United States
Robert
The price is ฿4,408
฿5,241 total
includes taxes & fees
22 Nov - 23 Nov
Springhill Suites by Marriott Chicago Downtown/ River North
A modern lobby with a reception desk, seating area, and a fireplace.

15. Aloft by Marriott Chicago Downtown River North

Aloft by Marriott Chicago Downtown River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,287 reviews)
"Location is excellent."
United States
ana
The price is ฿4,898
฿5,823 total
includes taxes & fees
22 Nov - 23 Nov
Aloft by Marriott Chicago Downtown River North
A cityscape with tall buildings, a river, and a bridge.

16. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,670 reviews)
"Location of hotel and room view of river was outstanding!"
United States
Scott
The price is ฿4,521
฿6,455 total
includes taxes & fees
23 Nov - 24 Nov
The Royal Sonesta Chicago Downtown
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

17. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,880 reviews)
"It was a very nice stay! We enjoyed the hotel The views were amazing"
United States
James
The price is ฿4,852
฿6,773 total
includes taxes & fees
22 Nov - 23 Nov
LondonHouse Chicago, Curio Collection by Hilton
A modern interior with a geometric bookshelf filled with books, a bench, and a lamp.

18. Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,418 reviews)
"Outstanding hotel highly recommend staying here!!!!"
United States
Daniel
The price is ฿4,015
฿5,834 total
includes taxes & fees
26 Nov - 27 Nov
Arlo Chicago
A modern hotel room with a large bed, two armchairs, a small round table, and a view of a cityscape through floor-to-ceiling windows.

19. Loews Chicago Hotel

Loews Chicago Hotel
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,521 reviews)
"Excellent location and super friendly staff!"
United States
Rhiannon
The price is ฿7,060
฿9,599 total
includes taxes & fees
24 Nov - 25 Nov
Loews Chicago Hotel
A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.

20. The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (136 reviews)
"Gorgeous and family friendly"
United States
Alise
The price is ฿18,105
฿21,525 total
includes taxes & fees
22 Nov - 23 Nov
The St. Regis Chicago
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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Top Chicago Hotel Reviews

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

8/10 Good
"Enjoyed our stay"
Cassandra L 3-night trip
Posted 2 hours ago
Hilton Chicago O'Hare Airport

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 acclaimed theatre scene and fascinating museums. You can also take time at the major shopping area in this vibrant area.
What's the best accommodation in Chicago to absorb the local history?
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. A couple of other options close to historic sites include InterContinental Chicago Magnificent Mile by IHG and Palmer House a Hilton Hotel.
How many historically relevant hotels will I find in Chicago?
In Chicago, there are 5431 hotels bookable on Expedia, including 17 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 Soldier Field and Navy Pier.
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.