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

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Check availability on Chicago Historic Hotels

Tonight
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Chicago historic hotels

A large, historic building with a central courtyard surrounded by trees.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

1. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Alan
￥26,094
￥35,645 total
includes taxes & fees
Oct 30 - Oct 31
Hilton Chicago
The Intercontinental hotel facade with a large American flag and a floral display.
A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.

2. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Kenan
￥35,241
￥47,429 total
includes taxes & fees
Oct 31 - Nov 1
InterContinental Chicago Magnificent Mile by IHG
A living room with a large arched window, a fireplace, and a sofa with patterned cushions.
A bedroom with a bed, a window with a view of a brick wall, a ceiling fan, and a framed picture on the wall.
A modern kitchen with stainless steel appliances, wooden cabinets, and a green tiled backsplash.
A modern living room with a sofa, coffee table, and a kitchen area with a refrigerator and bar stools.

3. Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Lakeview
United States
Enrique
￥75,409
￥170,956 total
includes taxes & fees
Oct 8 - Oct 9
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
A modern kitchen with stainless steel appliances, a granite countertop, and a wine bottle.
A bedroom with two beds, a window with blinds, a framed photo on the wall, and a bedside table with a cup.
A bedroom with a bed, a nightstand, a framed picture, and a door.
A bathroom with two sinks, a large mirror, and a towel rack with folded towels.

4. Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Lakeview
United States
Meaghan M.
￥75,409
￥170,956 total
includes taxes & fees
Oct 8 - Oct 9
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
A long dining table with chairs, overhead lighting, and a marble wall with a decorative ceiling.
A grand hall with a central aisle, ornate chandeliers, and rows of chairs.
A grand lobby with ornate ceiling artwork, chandeliers, and a prominent 'P' emblem.
An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

5. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
Downtown Chicago
United States
Gabriella
￥30,089
￥40,472 total
includes taxes & fees
Oct 31 - Nov 1
Palmer House a Hilton Hotel
A staircase with a wooden handrail and black metal railings, leading to an upper floor.
A room with a wooden floor, a desk with fishing equipment, a window overlooking a lake, and a sign reading "HANDMADE LURES INC."
A kitchen with wooden cabinets, a white refrigerator, a dining table with chairs, and pendant lights.
A room with a wooden floor, a wooden chair with a cushion, a small table, a clock, and a door leading to another room.

6. Riverfront rental

Riverfront rental
South Elgin
United States
John V.
￥27,655
￥40,697 total
includes taxes & fees
Nov 1 - Nov 2
Riverfront rental
View all properties

Top Chicago Hotel Reviews

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"Older hotel. Everything seemed tight (room, hallways, elevator. Sometimes it takes a while for valet since the drivers had to manage two hotels, averaging around 10-15min. The staff were very friendly though. Would I stay here again? Probably not."
Choua 2-night trip
Posted 1 hour ago
Hotel Saint Clair- Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Great experience on my first trip to Chicago"
Gary 5-night trip
Posted 3 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

10/10 Excellent
"The room and the facility were just right, and the location was lovely. But the best thing about the stay was the helpfulness and interest from the staff. From upgrading our room (to include the great view!), to helping us find one of the five Starbucks Roasterys in the world, and storing our luggage after we checked out, the service was personal and effective. Jock was especially helpful, and really seemed to enjoy helping us with every part of our stay. I would definitely return to this hotel for my next Chicago visit."
Marilyn 1-night trip
Posted 4 hours ago
River Hotel
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"Everything was awesome love this place"
Jared 2-night trip
Posted 6 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent
"Excellent location!"
Jean 6-night trip
Posted 14 hours ago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Nice place! Perfect location!"
Franchisca 4-night trip
Posted 17 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Hotel was very clean, grateful housekeeping came in everyday and provided clean towels. Room view was very nice and as advertised."
Erica 4-night trip
Posted 1 day ago
The Royal Sonesta Chicago Downtown
Central Loop Hotel

Central Loop Hotel

10/10 Excellent
"I liked the location and staff"
Murray 1-night trip
Posted 1 day ago
Central Loop Hotel

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 theater 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, 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 near historic sites include InterContinental Chicago Magnificent Mile by IHG and Palmer House a Hilton Hotel.
How many historically relevant hotels are there in Chicago?
In Chicago, there are 5431 hotel accommodations bookable on Expedia, including 17 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 Rookery, Chicago Cultural Center, and Chicago Board of Trade Building. Known for its theaters 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?
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. 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.

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