Find Historic Hotels in Old Town Chicago, IL

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Old Town Chicago Historic Hotels

Tonight
29 Nov - 30 Nov
Tomorrow
30 Nov - 1 Dec
Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec

Top Old Town Chicago Historic Hotels

City view from property
Hotel Lincoln

Hotel Lincoln

4.0 star property
Lincoln Park
7.8 out of 10, Good, (1053)
"Great location and friendly staff!"
United States
Evan
The price is AED 367
AED 495 total
includes taxes & fees
8 Dec - 9 Dec
Hotel Lincoln
Exterior
Hilton Chicago

Hilton Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2333)
"Clean Rooms & very nice staff"
United States
Teresa
The price is AED 389
AED 564 total
includes taxes & fees
20 Dec - 21 Dec
Hilton Chicago
Exterior
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2594)
"Great location, nice rooms and excellent staff. "
United States
Roberto
The price is AED 482
AED 683 total
includes taxes & fees
14 Dec - 15 Dec
InterContinental Chicago Magnificent Mile by IHG
Exterior detail
Carleton of Oak Park

Carleton of Oak Park

3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1021)
"Nice staff, clean room, comfy bed, nice bar/pub attached. "
United States
Jane
Carleton of Oak Park
View from property
Renaissance Chicago Glenview Suites Hotel

Renaissance Chicago Glenview Suites Hotel

3.5 star property
Glenview
8.8 out of 10, Excellent, (1003)
"The rooms were clean and the location was perfect. "
United States
Lana
The price is AED 467
AED 528 total
includes taxes & fees
5 Dec - 6 Dec
Renaissance Chicago Glenview Suites Hotel
Private kitchen
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

Lakeview
9.0 out of 10, Wonderful, (14)
"The apartment is literally across the street from the ballpark. Very clean, easy to check in, big space, everything we needed was there, couldn't have asked for more."
United States
vince h.
The price is AED 1,759
AED 4,020 total
includes taxes & fees
1 Dec - 2 Dec
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Private kitchen
Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Lakeview
9.6 out of 10, Exceptional, (19)
"Would definitely stay there again "
United States
Enrique
The price is AED 1,759
AED 4,020 total
includes taxes & fees
1 Dec - 2 Dec
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2113)
"Great place to stay."
United States
Aaron
The price is AED 398
AED 559 total
includes taxes & fees
28 Dec - 29 Dec
Palmer House a Hilton 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.
View all properties

Top Old Town Chicago Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"I had a first time to visit Chicago with my family. We walked around the city, good experiences😊"
Hiroyuki 1-night trip
Posted 8 hours ago
Hyatt Regency Chicago

Explore a world of travel with Expedia

Frequently asked questions

What should a history enthusiast expect from a trip to Old Town Chicago?
A trip to the significant historical sites in Old Town Chicago is likely first on your sightseeing list. While you're here, you might want to visit the well-known zoo and array of shops. You can also take some time in this walkable area to enjoy the scenic lakeside.
What's the best place to stay in Old Town Chicago to be near historical sites?
Based on our travel expertise, Coach House with Heated Garage and Private Rooftop Deck is a top guesthouse on Expedia for those interested in history, and it features onsite laundry facilities and in-room kitchens. Chicago Water Tower is a short 4-minute drive away.
How many historical hotels will I find in Old Town Chicago?
Old Town Chicago is home to 54 hotels and other accommodations bookable on Expedia but not many designated as historic hotels.
What are the must-see historical places and other sights in Old Town Chicago?
Landmarks like Henry Gerber House and House of Glunz in Old Town Chicago might be worth a visit. Cultural venues include Second City and Lighthouse ArtSpace Chicago. In the area, you'll also find Michigan Avenue and Wrigley Field.
What is a historic hotel like in Old Town Chicago?
By booking a historic hotel, guests can stay in a place that has an official historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be identified as a historic hotel provided that it has special significance. Traditional architecture and period features are often found within the guestrooms or public spaces of these historic hotels in Old Town Chicago, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is a term often used in the U.S. but overall the terms are quite similar. The architecture and building of historic hotels tend to be the most important aspect. For a heritage hotel, it's mainly the cultural value and how it inspired the community.
Do historic hotels in Old Town Chicago have modern facilities?
Hotel interiors feature the modern conveniences and safety features you expect to find, though efforts have been made to preserve historic facades and treasured traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the normal amenities found in most hotels should be available at a historic hotel. Rest assured that when you choose a historic hotel in Old Town Chicago, you won't find yourself staying at a place that's uncomfortable for guests or simply rundown.