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Featured Chicago Historic Hotels

See all 968 properties in Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago
  • Free cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 
4.2 out of 5 (10,359 reviews)
Room was on very bad shapeDusty never vacuum bad housekeeping furniture on bad shape
4 Jun 2018

Palmer House a Hilton Hotel£93

Palmer House a Hilton Hotel£93
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago
  • Free cancellation
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3.0 out of 5.0
 
 
3.6 out of 5 (2,393 reviews)
Classic and WonderfulGreat location to any food you could possibly want, shopping and city culture, all within walking distance. The staff is great. the hotel is Historic but very clean and comfortable. There is a fridge but no microwave but that did not matter to us. Great price as we had a suite. Great place to ...
16 Jun 2018

Congress Plaza Hotel£76

Congress Plaza Hotel£76
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

163 East Walton Place, Chicago
  • Free cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 
4.3 out of 5 (5,764 reviews)
Very good locationOverall nice. Convenient place. Room fairly small. Super comfy bed. Besides closet, very little room for clothes except nightstand drawers. Could use fan in bathroom. Stuffed our little fridge with so many expensive things to buy could not put anything of our own in. TV did not work. Went to front ...
16 Jun 2018

Millennium Knickerbocker Chicago£69

Millennium Knickerbocker Chicago£69
Hilton Chicago- Michigan Ave Cultural Mile

Hilton Chicago- Michigan Ave Cultural Mile

720 S Michigan Ave, Chicago
  • Free cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 
4.2 out of 5 (4,920 reviews)

Hilton Chicago- Michigan Ave Cultural Mile£87

Hilton Chicago- Michigan Ave Cultural Mile£87
Chicago Athletic Association

Chicago Athletic Association

12 South Michigan Avenue, Chicago
  • Free cancellation
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4.5 out of 5.0
 
 
4.6 out of 5 (1,213 reviews)
Character and CultureI love the character of the hotel, and the overall vibe. The staff was nothing short of professional and courteous. Love the Shake Shack inside. Would definitely stay here again.
10 May 2018

Chicago Athletic Association£128

Chicago Athletic Association£128
The Whitehall Hotel

The Whitehall Hotel

105 E Delaware Pl, Chicago
  • Free cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 
4.1 out of 5 (7,754 reviews)
Good locationClose to shopping and restaurants. Nice clean rooms
12 Jun 2018
Central Loop Hotel

Central Loop Hotel

111 West Adams Street, Chicago
  • Free cancellation
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4.0 out of 5.0
 
 
4.2 out of 5 (4,115 reviews)
Back to Basics`The room was just large enough, no wasted space. Desk, night stands and a comfy bed. Large shower with lots of hot water and good pressure. Free laundry and chilled bottled water available. Great restaurant/great food Rod
19 Jun 2018

Central Loop Hotel£60

Central Loop Hotel£60
Warwick Allerton - Chicago

Warwick Allerton - Chicago

701 North Michigan Avenue, Chicago
  • Free cancellation
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4.0 out of 5.0
 
 
4.1 out of 5 (8,857 reviews)
Central downtown locationOne word.........excellent close to high end retailers. Avoid Tgif fridays
16 Jun 2018

Warwick Allerton - Chicago£66

Warwick Allerton - Chicago£66
Staypineapple at The Alise Chicago

Staypineapple at The Alise Chicago

1 W Washington St, Chicago
  • Free cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 
4.6 out of 5 (1,504 reviews)
Great hotel!Outstanding customer service. Darnell's warm greeting, engaging conversation and helpful directions set the tone for a relaxing weekend. The decor of the Atwood instantly welcomes you to sit and enjoy the street traffic. The food is scrumptious and the host makes sure seating is prompt and his infectious ...
11 Jun 2018

Staypineapple at The Alise Chicago£78

Staypineapple at The Alise Chicago£78
The Drake, a Hilton Hotel

The Drake, a Hilton Hotel

140 E Walton Place, Chicago
  • Free cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 
4.4 out of 5 (2,082 reviews)
Excellent Excellent customer service experience! Love the location as well.
21 May 2018
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Recently booked Chicago hotels

Radisson Blu Aqua Hotel Chicago
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About Chicago Historic Hotels

Travelling can be more than just breaking up your daily routine, it can also be about experiencing the history and culture of a place. One of the best ways to experience the culture of a region is to plunge yourself in its history. Touring the region's landmarks or museums is a great beginning, but staying in a Chicago historic hotel can ferry you back to the past. Pack your duffel (you won't need a time machine) as your Chicago landmark hotel awaits.

Something Old, Something New

As soon as you walk through your Chicago hotel's doors, you'll be transported to a previous era. With their classic charm and fascinating narratives, you'll love the look and feel of these truly unique accommodations. Although these lodgings are historic, they have many of the modern amenities that help you relax or keep in touch during your getaway. You will notice your room furnished with a cosy bed, lots of character, and about everything you'll need for a wonderful visit.

After you have explored the historic hotel's grounds, you can explore the museums and famous landmarks to absorb more of the region's culture. Undoubtedly, all this perusing through the past is going to stimulate your appetite. Feel free to check out Expedia's 48961 guest reviews for recommendations from fellow travellers to help make your Chicago visit great. You can also ask your hotels' front desk staff to point to where a couple of the area's favourite spots to enjoy a cocktail or high tea in Chicago are.

Your Chicago Accommodation Is Ready for You

If you are wishing to get the most out of your Chicago visit, staying in a vintage hotel will elevate your time spent in this renowned region. With Expedia's choice of 336 one-of-a-kind lodgings to select from, you're certain to find at a great rate. However, like the past civilisations, these rates won't last indefinitely. Reserve soon to get your room in one of these historic properties.