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Chicago Historic Hotels

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Featured Chicago Historic Hotels

See all 962 Hotels in Chicago
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

C$132

C$132
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

C$142

C$142
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

C$129

C$129
InterContinental Chicago Magnificent Mile

InterContinental Chicago Magnificent Mile

505 N Michigan Ave, Chicago
4.5 out of 5.0
4.2 out of 5 (970 reviews)
Great location, nice rooms and facilities. The check in line was long. They needed more staff at the counter. Overall good hotel great location
  17 Aug 2017

C$226

C$226
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

C$163

C$163
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 (707 reviews)
Good location for city break. Good links to trains.
  20 Aug 2017

C$179

C$179
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago
3.0 out of 5.0
3.3 out of 5 (269 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

C$120

C$120
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 (1,555 reviews)
elegant hotelvery good and service was good though they have dark lights They upgraded our room as a hilton honors member We enjoyed out stay there since its near everything
  20 Aug 2017

C$165

C$165
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

C$157

C$157
Millennium Knickerbocker

Millennium Knickerbocker

163 East Walton Place, Chicago
4.0 out of 5.0
4.2 out of 5 (1,983 reviews)
Good value close to Michigan AvenueFamily of four - room was spacious and clean. The front desk staff was very helpful. The location was good, close to Michigan Avenue
  20 Aug 2017

C$138

C$138
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Historic Hotel Guide in Chicago

It goes without saying that Chicago is a historic city. Come see the legendary sights for yourself during your next trip to Chi-Town.

  • Find the best deals on historical hotels in Chicago
  • Enjoy a wide range of modern amenities
  • Stay close to the major attractions like the Rookery and Chicago History Museum

When you’re ready to begin your tour of the historic city, start at the Chicago Water Tower. This castle structure is unlike anything else in town, and for good reason. The tower was one of the few landmarks that survived the infamous Great Chicago Fire of 1871, which burned down half of the city. As you’re walking around the now-metropolis, look upward. Many of the skyscrapers were built during the Roaring ’20s, and the art deco style is still visible today. If you’re looking to go inside any of the buildings, choose the Rookery. The two-story sunlit entrance was designed by Frank Lloyd Wright in 1905 and is still an impressive sight to behold. Of course, if you want the full scoop on Chi-Town legacy, head to the Chicago History Museum, which includes photos, diaries, letters, clothing, and more local lore.

Once you’re ready to turn in for the night, head back to your choice of historical Chicago hotels. Choose a building that holds a special place in the city’s history, or select a spot that’s simply close to the top landmarks in town. Not to worry about paying skyscraper-high prices on your new or old Chicago hotel; book right here on Expedia.ca to find the top discounts on hotels in Chicago.

Chicago has been on the world’s stage for centuries. Nothing has ever slowed it down—not fire, nor snow, nor sleet. Come see what the fuss is about during your historical tour of this grand city of Illinois.