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Featured Chicago Historic Hotels
The Palmer House Hilton
17 E Monroe St, Chicago 4.0 out of 5.0My 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.
C$132
C$132
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 ...
C$142
C$142
Central Loop Hotel
111 West Adams Street, Chicago 4.0 out of 5.0excellent location, very nice hotel, staff helpful and kind. I would recomand this hotel to everyone.
C$129
C$129
InterContinental Chicago Magnificent Mile
505 N Michigan Ave, Chicago 4.5 out of 5.0Great location, nice rooms and facilities. The check in line was long. They needed more staff at the counter. Overall good hotel great location
C$226
C$226
Carleton of Oak Park
1110 Pleasant St, Oak Park 3.0 out of 5.0The 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. ...
C$163
C$163
Hotel Blake, an Ascend Hotel Collection Member
500 South Dearborn Street, Chicago 3.0 out of 5.0Good location for city break. Good links to trains.
C$179
C$179
Congress Plaza Hotel
520 South Michigan Avenue, Chicago 3.0 out of 5.0We 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 ...
C$120
C$120
Hilton Chicago- Michigan Ave Cultural Mile
720 S Michigan Ave, Chicago 4.0 out of 5.0very 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
C$165
C$165
Write Inn Hotel
211 N Oak Park Ave, Oak Park 2.5 out of 5.0Steps from nice park and town. Hemingway's Bistro in hotel - a great restaurant. Hotel is old and rooms, while comfortable, could use some updating.
C$157
C$157
Millennium Knickerbocker
163 East Walton Place, Chicago 4.0 out of 5.0Family of four - room was spacious and clean. The front desk staff was very helpful. The location was good, close to Michigan Avenue
C$138
C$138Recently booked Chicago hotels
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.
Nearby Cities
- Schaumburg Hotels (40.19 km)
- Rosemont Hotels (23.44 km)
- Naperville Hotels (47.21 km)
- Evanston Hotels (18.97 km)
- Merrillville Hotels (50.51 km)
- Tinley Park Hotels (37.37 km)
- Lombard Hotels (31.86 km)
- Arlington Heights Hotels (37.79 km)
- Downers Grove Hotels (33.57 km)
- Oak Park Hotels (13.48 km)
- Oakbrook Terrace Hotels (28.63 km)
- Northbrook Hotels (32.31 km)
- Matteson Hotels (42.39 km)
- Hoffman Estates Hotels (49.5 km)
- Orland Park Hotels (34.8 km)
- Glenview Hotels (27.45 km)
- Lansing Hotels (35.61 km)
- Itasca Hotels (33.84 km)
- Deerfield Hotels (36.59 km)
- Oak Lawn Hotels (21.23 km)
Hotel Theme
- Hotels with Wifi (631)
- Shopping Hotels (612)
- Business Hotels (582)
- Family Hotels (548)
- Hotels with Free Parking (492)
- Golf Hotels (460)
- Hotels with Free Breakfast (441)
- Hotels with Bar (414)
- Adventure Sport Hotels (378)
- Luxury Hotels (327)
- Pet-friendly Hotels (306)
- Hotel Wedding Venues (293)
- Spa Hotels (278)
- Hotels with Jacuzzis & Hot Tubs (269)
- Romantic Hotels (227)
- Beach Hotel (204)
- Lake Hotels (198)
- Apartment Hotel (185)
- Casino Hotels (115)
- Boutique Hotels (80)
Top Points of Interests in Chicago
- Art Institute of Chicago Hotels (0.35 km)
- University of Chicago Hotels (10.19 km)
- Millennium Park Hotels (0.36 km)
- Northwestern University Hotels (20 km)
- Willis Tower Hotels (0.63 km)
- Wrigley Field Hotels (7.97 km)
- University of Illinois Chicago Hotels (2.15 km)
- Six Flags Great America Hotels (60.37 km)
- McCormick Place Hotels (3.37 km)
- John Hancock Center Hotels (2.03 km)
- Skydeck Ledge Hotels (0.63 km)
- Navy Pier Hotels (1.93 km)
- Aurora University Hotels (61.18 km)
- Chicago Cultural Center Hotels (0.38 km)
- Chicago Theater Hotels (0.56 km)
- United Center Hotels (3.81 km)
- Lincoln Park Hotels (7.78 km)
- Soldier Field Hotels (2.38 km)
- Lincoln Park Zoo Hotels (4.42 km)
- Grant Park Hotels (1.05 km)
Hotels by Star Rating
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