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Our top choices for South Loop historic hotels

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2399)
"The room was clean and the staff was outstanding. "
United States
Albert
The price is 2.999.384 ₫
4.293.320 ₫ total
includes taxes & fees
27 Dec - 28 Dec
Hilton Chicago

The Wheeler Mansion

The Wheeler Mansion
4.0 star property
Near South Side
9.0 out of 10, Wonderful, (4)
"A unique place to stay near the convention centre. "
United States
Leonardo
The Wheeler Mansion

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2155)
"Beautiful hotel! Perfect for a holiday staycation! "
United States
Melissa
The price is 3.344.637 ₫
4.584.144 ₫ total
includes taxes & fees
27 Dec - 28 Dec
Palmer House a Hilton Hotel

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2637)
"Great stay"
United States
Rawleigh
The price is 3.868.305 ₫
5.383.084 ₫ total
includes taxes & fees
18 Jan - 19 Jan 2026
InterContinental Chicago Magnificent Mile by IHG

Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1002)
"Spacious room, quiet night's sleep in a very pleasant historic hotel."
United States
Edward
Carleton of Oak Park

Renaissance Chicago Glenview Suites Hotel

Renaissance Chicago Glenview Suites Hotel
3.5 star property
Glenview
8.8 out of 10, Excellent, (1001)
"Clean room, great service. "
United States
Katarzyna
The price is 3.347.268 ₫
3.781.744 ₫ total
includes taxes & fees
26 Dec - 27 Dec
Renaissance Chicago Glenview Suites Hotel
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.

Top South Loop Hotel Reviews

Frequently asked questions

What can I expect on my historical trip to South Loop?
You're likely already making plans to see the places with historical relevance while on holiday in South Loop. And while you're here, you can check out the fascinating museums and scenic lakeside. You can also take time at the major shopping area in this vibrant area.
How many historically relevant hotels will I find in South Loop?
South Loop is home to 379 hotels and other accommodation options bookable on Expedia, including 2 designated as historic hotels or close to historic sites.
What are the most important historical places and other sights in South Loop?
South Loop is notable for landmarks like Dearborn St Station, Vee Jay Records Building/Record Row and Glessner House Museum. Known for its museums, cultural venues include Field Museum of Natural History, Arie Crown Theater and Film Row Cinema. Other popular sights include Soldier Field and Lake Michigan.
What is a historic hotel like in South Loop?
A guest who chooses a historic hotel has the opportunity to stay in a place officially recognised with a 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 South Loop often retain authentic characteristics like traditional architecture and period features in their public spaces or guestrooms.
What is the difference between a historic hotel and a heritage hotel?
The two are similar. "Historic hotel" is a term often used in the US, while you'll often hear "heritage hotel" in Asia and Europe. Historic hotels tend to place more significance on the architecture and building. A heritage hotel draws meaning mainly from the cultural value and how it influenced the community.
Do historic hotels in South Loop have modern facilities?
Yes. Every effort is made to preserve historic facades and treasured traditions, while interiors have safety features and modern conveniences. Guests can expect the usual amenities from a contemporary hotel such as Smart TVs, WiFi and updated bathroom facilities. In South Loop, booking a historic hotel doesn't mean you're picking a place that's rundown.