Beginning of main content

Historic Hotels in Chicago, Illinois

Search Flights

Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Chicago Hotels

Search Flight + Hotel

Search 321,000 hotels worldwide.

Get the price guarantee available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Top Chicago Neighborhoods for Historic Hotels

The Loop
62 hotels
from

£107

Magnificent Mile
78 hotels
from

£83

Lakeview
12 hotels

Wrigley Hostel

1.5 out of 5.0
from

£65

Featured Chicago Historic Hotels

See all 961 Hotels in Chicago
Millennium Knickerbocker

Millennium Knickerbocker

163 East Walton Place, Chicago
4.0 out of 5.0
4.2 out of 5 (1,980 reviews)
Nice clean hotel. Close to Magnificent MileVery nice looking hotel, good breakfast and comfy rooms. Only complaint was the pillows were too soft... The staff were fantastic, very friendly and helpful.
  18 Aug 2017

£83

£83
Hotel Blake, an Ascend Hotel Collection Member

Hotel Blake, an Ascend Hotel Collection Member

500 South Dearborn Street, Chicago
3.0 out of 5.0
4.4 out of 5 (705 reviews)
Very friendly staff and valet. Gave great suggestions and directions that were easy to follow.
  10 Jul 2017

£102

£102
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago
3.0 out of 5.0
3.3 out of 5 (266 reviews)
In town conferenceWe were in town for my husband to attend a conference. We were excited about the history of the hotel and the pictures were beautiful. Everyone was very helpful with the luggage etc. checking in. The hotel is in a fantastic area which we enjoyed tremendously. What we did not care for was bugs, hair ...
  18 Aug 2017

£73

£73
Hilton Chicago- Michigan Ave Cultural Mile

Hilton Chicago- Michigan Ave Cultural Mile

720 S Michigan Ave, Chicago
4.0 out of 5.0
4.2 out of 5 (1,551 reviews)
College tourNeeded a one night stay for grand daughters college tour at Roosevelt. Hilton exceeded our expectations. Close to Roosevelt Room was great and staff very friendly. Plan on returning.
  17 Aug 2017

£120

£120
Write Inn Hotel

Write Inn Hotel

211 N Oak Park Ave, Oak Park
2.5 out of 5.0
3.8 out of 5 (271 reviews)
Great locationSteps from nice park and town. Hemingway's Bistro in hotel - a great restaurant. Hotel is old and rooms, while comfortable, could use some updating.
  18 Aug 2017

£95

£95
The Palmer House Hilton

The Palmer House Hilton

17 E Monroe St, Chicago
4.0 out of 5.0
4.2 out of 5 (2,487 reviews)
A return visitMy wife and I had stayed there many times, and I have so many nice memories. She recently died and our two sons and I were visiting Chicago. It was sweet to recall the familiar hotel with its great lobby and wonderful location. Just as good as always. Actually with improved rooms.
  18 Aug 2017

£107

£107
Carleton of Oak Park

Carleton of Oak Park

1110 Pleasant St, Oak Park
3.0 out of 5.0
4.3 out of 5 (302 reviews)
Unexpected pleasure found in Oak ParkThe Carleton of Oak Park is a jewel in the burbs. Access to Lake Street Shops and the Wright houses is excellent. It is a quick L hop to the Conservatory and the The Art Instituted down town is about as long again. I love the trains and being at the end of the line allows a party to select its seating. ...
  12 Jul 2017

£98

£98
Central Loop Hotel

Central Loop Hotel

111 West Adams Street, Chicago
4.0 out of 5.0
4.2 out of 5 (896 reviews)
Nice hotel close to Millennium parkexcellent location, very nice hotel, staff helpful and kind. I would recomand this hotel to everyone.
  17 Aug 2017

£92

£92
PUBLIC Chicago

PUBLIC Chicago

1301 N State Pkwy, Chicago
4.0 out of 5.0
4.1 out of 5 (476 reviews)
Perfect location, great hotel!I lived in Chicago for many years, many years ago. We chose this hotel because it was perfectly located to everything we wanted to see (and we saw a TON). We also got a very good price, which helped the decision making, but were very pleased with how nice, clean, updated, large and COMFORTABLE our ...
  11 Aug 2017

£117

£117
InterContinental Chicago Magnificent Mile

InterContinental Chicago Magnificent Mile

505 N Michigan Ave, Chicago
4.5 out of 5.0
4.2 out of 5 (969 reviews)
Great locationWe had a nice time staying at this hotel. It is located near the Art Institute of Chicago and conveniently close to many nice restaurants. It is a great place to be for a short trip if you want to explore main attractions in Chicago. The rooms are fine and the fitness center is very nice.
  17 Aug 2017

£111

£111
Map

Recently booked Chicago hotels

Country Inn & Suites By Carlson Gurnee
2.5 out of 5.0
Last booking: 1 minute ago
WoodSpring Suites Chicago Darien
2.5 out of 5.0
Last booking: 1 minute ago
The Kimpton Gray Hotel
4.5 out of 5.0
Last booking: 5 minutes ago
DoubleTree by Hilton Chicago - Schaumburg
3.5 out of 5.0
Last booking: 5 minutes ago
Loews Chicago O'Hare Hotel
4.5 out of 5.0
Last booking: 5 minutes ago
Comfort Suites Michigan Avenue Loop
3.0 out of 5.0
Last booking: 6 minutes ago
Waldorf Astoria Chicago
5.0 out of 5.0
Last booking: 7 minutes ago
Trump International Hotel & Tower Chicago
5.0 out of 5.0
Last booking: 7 minutes ago
Country Inn & Suites By Carlson Schaumburg
3.0 out of 5.0
Last booking: 8 minutes ago

Pocket Guide: Historic Hotels Hotels in Chicago

Search for hotels in Chicago on Expedia.co.uk. You can easily find your hotels in Chicago using one of the methods below:

  • View our selection of featured hotels in Chicago
  • Use the map to find hotels in the Chicago neighborhood you prefer
  • Use the filters to see hotels in a specific area of Chicago, select a specific theme, brand, or hotel class from basic (1 Star) to luxury hotels (5 Stars) in Chicago
  • Enter your travel dates to view the best deals on hotels in Chicago - while they last