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

Historic Hotels & Resorts in Chicago from NZ$282

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Check availability on Chicago Historic Hotels

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Chicago historic hotels

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

1. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,216 reviews)
"Great location from both airports. Lovely hotel clean and convenient"
United Kingdom
Kanokkan
The price is NZ$339
includes taxes & fees
22 Nov - 23 Nov
Hilton Vacation Club Hotel Blake Chicago
A modern living room with a grey sofa, a glass coffee table, and a round wooden table with a plant.

2. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,004 reviews)
"Attentive staff and beautiful spa, pool and rooms."
United States
Courtney
The price is NZ$1,110
includes taxes & fees
6 Dec - 7 Dec
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, (5,172 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is NZ$293
includes taxes & fees
6 Dec - 7 Dec
L7 Chicago by LOTTE
A modern hotel lobby with a spiral staircase, seating areas, and large windows offering city views.

4. Residence Inn Chicago Downtown Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (668 reviews)
"The entire stay was excellent, will definitely visit again."
United States
JERI
The price is NZ$285
includes taxes & fees
22 Nov - 23 Nov
Residence Inn Chicago Downtown Magnificent Mile
A cityscape with a river, a bridge, and a dining area with tables and chairs.

5. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,076 reviews)
"Amazing property and hospitality!"
United States
Matthew
The price is NZ$975
includes taxes & fees
22 Nov - 23 Nov
Trump International Hotel & Tower Chicago
A modern building with a colorful facade and a red circular seating area.

6. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,360 reviews)
"Great hotel"
United States
Kristopher Joel
The price is NZ$245
includes taxes & fees
23 Nov - 24 Nov
citizenM Chicago Downtown
A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.

7. 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 NZ$662
includes taxes & fees
25 Nov - 26 Nov
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
A modern lounge area with seating, a coffee table, and a view of the city at night.

8. Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Love this hotel! A great atmosphere! We love happy hour and the tacos!!"
United States
Lora
The price is NZ$257
includes taxes & fees
23 Nov - 24 Nov
Moxy Chicago Downtown
An outdoor rooftop lounge with seating, planters, and a view of surrounding high-rise buildings.

9. Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,001 reviews)
"Beautiful room, great breakfast and helpful staff"
United States
Peggy.
The price is NZ$322
includes taxes & fees
23 Nov - 24 Nov
Hampton Inn Chicago West Loop Fulton Market Area
A spacious bar area with high ceilings and large windows, offering views of a cityscape.

10. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,506 reviews)
"Wonderful will stay again"
United States
Kristee
The price is NZ$392
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Chicago
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

11. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,886 reviews)
"The room was very clean, staff was very friendly and helpful!"
United States
Lorena
The price is NZ$357
includes taxes & fees
23 Nov - 24 Nov
LondonHouse Chicago, Curio Collection by Hilton
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, (1,189 reviews)
"Great stay"
United States
RaeQuan
The price is NZ$406
includes taxes & fees
22 Nov - 23 Nov
Staypineapple, An Iconic Hotel, The Loop
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

13. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,645 reviews)
"All the stay was perfect, location is near to all the best places"
Mexico
JESUS VERA
The price is NZ$350
includes taxes & fees
23 Nov - 24 Nov
Hotel Riu Plaza Chicago
A spacious lobby with a long bar area, red curtains, and a patterned carpet.

14. Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,460 reviews)
"Enjoyed stay!"
United States
David
The price is NZ$323
includes taxes & fees
22 Nov - 23 Nov
Canopy by Hilton Chicago Central Loop
A modern hotel with a colorful awning and a glass facade.

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, (1,290 reviews)
"Location is excellent."
United States
ana
The price is NZ$307
includes taxes & fees
22 Nov - 23 Nov
Aloft by Marriott Chicago Downtown River North
A hotel lobby with a bar area, a chandelier, and a reception desk.

16. Residence Inn Chicago Downtown/Loop

Residence Inn Chicago Downtown/Loop
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,001 reviews)
"Breakfast was great A lot to chose from"
United States
William
The price is NZ$285
includes taxes & fees
22 Nov - 23 Nov
Residence Inn Chicago Downtown/Loop
A dining area with a table set for four, large windows offering a cityscape view at dusk.

17. 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)
"Excellent hotel"
Canada
Frédéric
The price is NZ$340
includes taxes & fees
23 Nov - 24 Nov
The Royal Sonesta Chicago Downtown
Exterior

18. Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,428 reviews)
"Outstanding hotel highly recommend staying here!!!!"
United States
Daniel
The price is NZ$324
includes taxes & fees
6 Dec - 7 Dec
Arlo Chicago
A spacious lobby with a plush teal sofa, a round coffee table, and a large chandelier.

19. 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, (406 reviews)
"Very convenient, Moderna and friendly / helpful staff."
United States
Jason
The price is NZ$461
includes taxes & fees
26 Nov - 27 Nov
The LaSalle Chicago, Autograph Collection by Marriott
A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.

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 NZ$1,140
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

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"Nice environment and very reasonable prices..right downtown so great location!"
Ebony 2-night trip
Posted 4 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

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.