Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

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

£145

Magnificent Mile
74 hotels
from

£106

Lakeview
11 hotels

Wrigley Hostel

1.5 out of 5.0
from

£62

Featured Chicago Historic Hotels

See all 803 Hotels in Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago
4.0 out of 5.0
4.2 out of 5 (2,558 reviews)
Excellent location, needs some updatesThe Palmer House is an older hotel that has a prime location but maybe needs a few more updates and a bit of routine upkeep. The single room with a king bed was bright, clean, and fresh smelling, but kind of cramped with barely any room between the bed and the entertainment cabinet, which makes it ...
  22 Sep 2017

£145

£145
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago
3.0 out of 5.0
3.4 out of 5 (397 reviews)
Good locationNice location - near Millieum Park, Chicago Art Institute
  24 Sep 2017

£108

£108
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 (1,584 reviews)
Nice and comfortable Enjoyed my stay and staff were very helpful. Loved location.
  22 Sep 2017

£143

£143
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

163 East Walton Place, Chicago
4.0 out of 5.0
4.2 out of 5 (2,020 reviews)
Magnificent Mile Hotel near everythingThe Millenium Knickerbocker Hotel is an attractive, old hotel, located in the northern part of the Magnificent mile. It is surrounded by luxury and wealth. I would not describe the hotel itself as "luxe," compared to the Drake Hotel across the street, but it is certainly well above average and has ...
  23 Sep 2017

£106

£106
Central Loop Hotel

Central Loop Hotel

111 West Adams Street, Chicago
4.0 out of 5.0
4.2 out of 5 (923 reviews)
Excellent option Excellent options, great location, rooms super clean with exactly the necessary for a good stay. All of this for an excellent price. Definitely coming back next time.
  24 Sep 2017

£105

£105
The Drake, a Hilton Hotel

The Drake, a Hilton Hotel

140 E Walton Place, Chicago
4.0 out of 5.0
4.3 out of 5 (824 reviews)
Great location in a historic wonderful hotel.The room was nice and big overlooking the lake , was very comfortable. The morning breakfast was incredible with lots of choices and the staff could not have been more helpful.,
  22 Sep 2017

£154

£154
Chicago Athletic Association

Chicago Athletic Association

12 South Michigan Avenue, Chicago
4.5 out of 5.0
4.6 out of 5 (277 reviews)
Great location, great funky hotelSuper comfortable beds, very nice people. Only quibble is the exercise room which has no windows and is sort of airless and creepy at night.
  25 Sep 2017

£157

£157
Carleton of Oak Park

Carleton of Oak Park

1110 Pleasant St, Oak Park
3.0 out of 5.0
4.3 out of 5 (308 reviews)
Tone of our favorite places to stay!We like the "motel" rooms with outside entrance. Check in was quick. Room exceptionally clean. Great location in Oak Park.
  13 Sep 2017

£96

£96
Write Inn Hotel

Write Inn Hotel

211 N Oak Park Ave, Oak Park
2.5 out of 5.0
3.8 out of 5 (272 reviews)
Close to Frank Lloyd Wright Studio and homesIt was in easy walking distance to Frank Lloyd Wright homes and restaurants were nearby too.
  7 Sep 2017

£95

£95
Hotel Lincoln

Hotel Lincoln

1816 N Clark Street, Chicago
4.0 out of 5.0
4.3 out of 5 (712 reviews)
Wonderful ExperienceThis was our first time staying at Hotel Lincoln. We had a group of 13 people for a bachelor party and they were responsive, quick, and polite. I had to change room reservations, had three different valet tickets for our vehicles, and a bunch of luggage. Rooms were great, people were friendly, and ...
  18 Sep 2017

£126

£126
Map

Recently booked Chicago hotels

Sheraton Suites Chicago Elk Grove
3.5 out of 5.0
Last booking: 1 minute ago
Congress Plaza Hotel
3.0 out of 5.0
Last booking: 2 minutes ago
Radisson Blu Aqua Hotel Chicago
4.5 out of 5.0
Last booking: 3 minutes ago
Best Western Plus Antioch Hotel & Suites
2.5 out of 5.0
Last booking: 3 minutes ago
Red Roof PLUS+ Chicago - Naperville
2.5 out of 5.0
Last booking: 5 minutes ago
Omni Chicago Hotel
4.5 out of 5.0
Last booking: 6 minutes ago
Hilton Chicago- Michigan Ave Cultural Mile
4.0 out of 5.0
Last booking: 6 minutes ago
Clubhouse Oakbrook Inn & Suites
3.0 out of 5.0
Last booking: 6 minutes ago
La Quinta Inn Chicago O'Hare Airport
2.5 out of 5.0
Last booking: 7 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