Find Historic Hotels in Chicago, IL from CA $73

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Top Chicago Historic Hotels

Staypineapple, An Iconic Hotel, The Loop
4 out of 5
1 W Washington St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Nov 2 to Nov 2
4.6/5 Exceptional! (971 reviews)
"This is my 2nd time I’ve stayed here. Stayed here on the 23rd. Service was amazing, the place was nice and clean. This is now mine and my boyfriend go to for our weekend getaways"

Reviewed on Oct. 25, 2021

Staypineapple, An Iconic Hotel, The Loop
Virgin Hotels Chicago
4.5 out of 5
203 N Wabash Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $234 per night from Nov 21 to Nov 21
4.6/5 Wonderful! (1,209 reviews)
"The hotel was awesome, the best hotel I’ve stayed at in a long time I was Impressed"

Reviewed on Oct. 18, 2021

Virgin Hotels Chicago
Hotel Blake, an Ascend Hotel Collection Member
3.5 out of 5
500 South Dearborn Street, Chicago, IL
The price is CA $128 per night from Nov 22 to Nov 22
4.6/5 Wonderful! (939 reviews)
"The design of the hotel and rooms is chic and feels boutique but the carpet and bathroom grout are showing their age. They offered coffee in the lobby in the morning but it was not very good and no half and half— only powdered non-dairy creamer and also no black tea?! The staff was friendly and greeted ..."

Reviewed on Oct. 25, 2021

Hotel Blake, an Ascend Hotel Collection Member
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Chicago Athletic Association, part of Hyatt
4.5 out of 5
12 South Michigan Avenue, Chicago, IL
Fully refundable
The price is CA $234 per night from Nov 21 to Nov 21
4.5/5 Wonderful! (990 reviews)
"The property was unique and beautifully restored! However there was a vast difference in room size between my best friend's room and my room when we both booked our vacation plans and rooms at the exact same time. Also, there were inconsistencies between what was provided in our room. For example, ..."

Reviewed on Oct. 26, 2021

Chicago Athletic Association, part of Hyatt
Ambassador Chicago, part of JdV by Hyatt
4 out of 5
1301 N State Pkwy, Chicago, IL
Fully refundable
The price is CA $157 per night from Nov 21 to Nov 21
4.4/5 Excellent! (963 reviews)
"I love the beautiful tree lined street."

Reviewed on Oct. 25, 2021

Ambassador Chicago, part of JdV by Hyatt
Hotel Lincoln, part of JdV by Hyatt
4 out of 5
1816 N Clark Street, Chicago, IL
The price is CA $135 per night from Nov 3 to Nov 3
4.3/5 Excellent! (975 reviews)
"Lovely staff, very helpful and made my stay extra comfortable!"

Reviewed on Oct. 21, 2021

Hotel Lincoln, part of JdV by Hyatt
Carleton of Oak Park
3 out of 5
1110 Pleasant St, Oak Park, IL
Fully refundableReserve now, pay when you stay
The price is CA $213 per night from Oct 31 to Oct 31
4.2/5 Excellent! (973 reviews)
"Great restaurants/bar located in hotel. It is a very old building and it feels a little like walking through 'The Shining' hallways, which is kind of cool actually. All staff was very friendly."

Reviewed on Oct. 25, 2021

Carleton of Oak Park
Central Loop Hotel
4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $110 per night from Nov 21 to Nov 21
4.2/5 Excellent! (1,504 reviews)
"The property felt luxurious and well-thought out. It was so convenient to all the attractions I was looking to enjoy, and was well within walking distance to all our favorite restaurants. I will definitely want to stay here again. I regret that we did not have a longer stay, as I would like to take ..."

Reviewed on Oct. 11, 2021

Central Loop Hotel
Hilton Chicago
4 out of 5
720 S Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Nov 21 to Nov 21
4.2/5 Excellent! (1,308 reviews)
"The hotel staff were absolutely great, I bought some tea and a bottle of wine down the road at CVS and realized I didn't have a cup for the tea, glasses for the wine, or a bottle opener. The hotel staff had me taken care of within a few moments."

Reviewed on Oct. 25, 2021

Hilton Chicago
Graduate Evanston
3 out of 5
1625 Hinman Ave, Evanston, IL
The price is CA $115 per night from Nov 14 to Nov 14
4.2/5 Excellent! (982 reviews)
"Beautiful hotel, very unique!"

Reviewed on Oct. 21, 2021

Graduate Evanston
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
3 out of 5
68 E. Wacker Place, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Nov 10 to Nov 10
4.2/5 Excellent! (974 reviews)
"walkable to train and various sites"

Reviewed on Oct. 25, 2021

Hampton Inn Chicago Downtown/N Loop/Michigan Ave
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is CA $146 per night from Nov 21 to Nov 21
4.2/5 Excellent! (978 reviews)
"Excelent!!!"

Reviewed on Oct. 19, 2021

InterContinental Chicago Magnificent Mile, an IHG Hotel
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Nov 21 to Nov 21
4.1/5 Very Good! (2,513 reviews)
"The atmosphere is amazing. Being an avid traveler I will most definitely be staying here again."

Reviewed on Oct. 25, 2021

Palmer House a Hilton Hotel
The Drake
4 out of 5
140 E Walton Place, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Nov 21 to Nov 21
4/5 Very Good! (970 reviews)
"Had a Beautiful Lake View 💙💙"

Reviewed on Oct. 21, 2021

The Drake
The Whitehall Hotel
4 out of 5
105 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $104 per night from Nov 21 to Nov 21
3.9/5 Very Good! (3,322 reviews)
"Place was excellent and incredibly located"

Reviewed on Oct. 23, 2021

The Whitehall Hotel
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Nov 21 to Nov 21
3.9/5 Very Good! (1,839 reviews)
"Good location and clean. Good workout facility as well. The elevators were a struggle to use, however."

Reviewed on Oct. 22, 2021

Warwick Allerton - Chicago
Chicago Getaway Hostel
2 out of 5
616 W Arlington Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $73 per night from Nov 1 to Nov 1
3.9/5 Good! (992 reviews)
"Wow! Great job remodeling! Stayed here a dozen times.Great place to stay when you want to save your money for things to do in the city! Friendly people!"

Reviewed on Oct. 21, 2021

Chicago Getaway Hostel
Millennium Knickerbocker Chicago
4 out of 5
163 East Walton Place, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $108 per night from Nov 21 to Nov 21
3.8/5 Good! (1,718 reviews)
"Location is perfect. Parking was easy. Great spot for our two day stay."

Reviewed on Oct. 21, 2021

Millennium Knickerbocker Chicago
The Write Inn
2.5 out of 5
211 N Oak Park Ave, Oak Park, IL
3.7/5 Good! (1,000 reviews)
"My stay was quiet. The room was clean. The bed was not comfortable and the blanket was so thin I had to put my coat on top of it to keep warm"

Reviewed on Mar. 1, 2020

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The Write Inn
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Nov 1 to Nov 1
3.7/5 Good! (4,050 reviews)
"Great service and property has loads of charm. Slept great in the comfortable bed and quiet room."

Reviewed on Oct. 26, 2021

Congress Plaza Hotel
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About Chicago Historic Hotels

When you take a Chicago getaway, it is easy to choose a chain you are familiar with, or a modern hotel. You know that your rooms will have all the much-needed amenities. However, staying in an in a more distinguished location can elevate your holiday. A stay in a Chicago historic hotel still offers you with a fully-furnished room that is also teeming with character. Moreover, it allows you to surround yourself in Chicago's past.

Something Old, Something New

When you walk through your Chicago hotel's doors, you'll be whisked to a previous era. With their unique architectures and locations steeped in the past, you'll love the look and feel of these truly unique accommodations. While these lodgings may be older, they have most of the up-to-date amenities that help you take it easy during your stay. You will find your room furnished with a cosy bed, and just about anything you'll need for a marvellous visit.

Once you have spent time admiring the hotel property, you can explore the prominent landmarks and museums to take in more of the area's culture. If you are a history buff then you have come to the right place. Chicago has 42 historical sites and buildings in the area. After travelling places like Orchestra Hall, Second Presbyterian Church, and Pullman Historic District you'll be able to pen your own guide on Chicago. If you have time, then add in a trip to Old Stone Gate of Chicago Union Stockyards. Searching for more things to do in Chicago? You can find what fellow visitors found worth exploring in our review section. You'll find 29170 suggestions on more sites nearby, great places to enjoy dinner, and what they enjoyed most during their stay.

Book Your Chicago Historic Hotel Today!

Chicago has 3257 vintage hotels that have the look and feel of another era. Some of these hotel rooms are where renowned actors stayed. You're certain to land a place that has all the amenities as well as the traits you desire. Take advantage of the great Chicago deals with Expedia, and make your visit one to remember with a stay in one of these unique accommodations.

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