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

Historic Hotels & Resorts in Chicago from AU$356

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Check availability on Chicago Historic Hotels

Tonight
10 Sept - 11 Sept
Tomorrow
11 Sept - 12 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Chicago historic hotels

A large, historic building with a central courtyard surrounded by trees.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
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
Lori
AU$443
includes taxes & fees
27 Sept - 28 Sept
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 bar area with a high bar counter, multiple stools, and a seating area with booths and tables.
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.

2. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Anfal
AU$510
includes taxes & fees
20 Sept - 21 Sept
InterContinental Chicago Magnificent Mile by IHG
A modern kitchen with stainless steel appliances, a granite countertop, and a wine bottle.
A bedroom with a bed, a nightstand, a framed picture, and a door.
A bedroom with two beds, a window with blinds, a framed photo on the wall, and a bedside table with a cup.
A bathroom with two sinks, a large mirror, and a towel rack with folded towels.

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

Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Lakeview
United States
vince h.
AU$1,481
includes taxes & fees
21 Sept - 22 Sept
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
A living room with a large arched window, a fireplace, and a sofa with patterned cushions.
A neatly made bed with white linens, a framed picture on the wall, a window with a brick pattern, and a television mounted on the wall.
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.

4. Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Lakeview
United States
Enrique
AU$1,481
includes taxes & fees
20 Sept - 21 Sept
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
A grand lobby with ornate ceiling artwork, chandeliers, and a central staircase.
A long dining table with chairs, overhead lighting, and a marble wall with a decorative ceiling.
An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.
A grand hall with a central aisle, ornate chandeliers, and rows of chairs.

5. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
Downtown Chicago
United States
G.
AU$475
includes taxes & fees
20 Sept - 21 Sept
Palmer House a Hilton Hotel
A staircase with a wooden handrail and black metal railings, leading to an upper floor.
A kitchen with wooden cabinets, a white refrigerator, a dining table with chairs, and pendant lights.
A grassy area with a body of water and trees in the background.
A room with a wooden floor, a desk with fishing equipment, a window overlooking a lake, and a sign reading "HANDMADE LURES INC."

6. Riverfront rental

Riverfront rental
South Elgin
United States
John V.
AU$356
includes taxes & fees
1 Oct - 2 Oct
Riverfront rental
View all properties

Top Chicago Hotel Reviews

The Wade

The Wade

8/10 Good
"Staff was friendly, bar was nice, but don’t go to Timmy’s for food or good drinks. And don’t drink the water in the room"
Perrico 1-night trip
Posted less than an hour ago
The Wade
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"great location"
Jennifer 2-night trip
Posted 1 hour ago
Hyatt Regency Chicago
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Everyone was so nice and attentive. It was very clean. Rooms are small but we didn’t mind. Overall, we liked it as a couple and we would stay there again."
Veronica 3-night trip
Posted 1 hour ago
The Allegro Royal Sonesta Hotel Chicago Loop
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Room was very clean but for the price you’d think more would be included without having to pay another $80"
Isabelle 2-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Room was clean, staff friendly and helpful, air conditioned room and great location."
Tung Hsuan 2-night trip
Posted 2 hours ago
Club Quarters Hotel, Central Loop, Chicago
Hilton Chicago

Hilton Chicago

10/10 Excellent
"nice"
Daryn 1-night trip
Posted 2 hours ago
Hilton Chicago
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Great service and staff!"
Matti 1-night trip
Posted 2 hours ago
Congress Plaza Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"It really is worth the extra cost to stay at this hotel if you have a very early flight or get in on a late flight and need a place to stay. It is literally across the street from the airport. There is a way to walk to the terminal undercover if it’s raining but if the weather is clear, you can walk 2 mins and be from hotel lobby to terminal. And leaving your car here while traveling is a bit pricey but you can at least cut that cost in half if you buy it through an airport parking app and it could not be more easy and you get valet service as a bonus."
Julie 1-night trip
Posted 2 hours ago
Hilton Chicago O'Hare Airport
Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

10/10 Excellent
"My tub and toilet drained a little slow but it wasn’t enough to cry about. I’ll be back next time I visit Chicago for sure!"
Anthony 2-night trip
Posted 3 hours ago
Holiday Inn Chicago North-Evanston by IHG

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 5393 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.

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