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Historic Hotels in Chicago

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Featured Chicago Historic Hotels

Millennium Knickerbocker Chicago
Millennium Knickerbocker Chicago
4 out of 5
163 East Walton Place, Chicago, IL, 60611
Fully refundable
The price is $140 per night from Jul 7 to Jul 8
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
Millennium Knickerbocker Chicago
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL, 60603
Fully refundableReserve now, pay when you stay
The price is $228 per night from Jul 7 to Jul 8
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the helpful staff in our reviews. Popular attractions ...
Palmer House a Hilton Hotel
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL, 60605
The price is $169 per night from Aug 1 to Aug 2
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
Congress Plaza Hotel
Hilton Chicago
Hilton Chicago
4 out of 5
720 S Michigan Ave, Chicago, IL, 60605
Fully refundableReserve now, pay when you stay
The price is $242 per night from Jul 7 to Jul 8
Stay at this 4-star historic hotel in Chicago. Enjoy free WiFi, breakfast, and a health club. Our guests praise the property condition in our reviews. Popular ...
Hilton Chicago
Chicago Athletic Association, part of Hyatt
Chicago Athletic Association, part of Hyatt
4.5 out of 5
12 South Michigan Avenue, Chicago, IL, 60603
Fully refundable
The price is $233 per night from Jul 7 to Jul 8
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our reviews. ...
Chicago Athletic Association, part of Hyatt
The Whitehall Hotel
The Whitehall Hotel
4 out of 5
105 E Delaware Pl, Chicago, IL, 60611
Fully refundableReserve now, pay when you stay
The price is $142 per night from Jul 21 to Jul 22
Stay at this 4-star boutique hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the clean rooms and the overall value in ...
The Whitehall Hotel
Central Loop Hotel
Central Loop Hotel
4 out of 5
111 West Adams Street, Chicago, IL, 60603
Fully refundableReserve now, pay when you stay
The price is $159 per night from Jul 7 to Jul 8
Stay at this 4-star boutique hotel in Chicago. Enjoy free WiFi, breakfast, and room service. Our guests praise the helpful staff and the overall value in our ...
Central Loop Hotel
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL, 60611
Fully refundableReserve now, pay when you stay
The price is $169 per night from Jul 7 to Jul 8
Stay at this 4-star family-friendly hotel in Chicago. Enjoy WiFi, a 24-hour fitness center, and valet parking. Our guests praise the helpful staff and the clean ...
Warwick Allerton - Chicago
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop
4 out of 5
1 W Washington St, Chicago, IL, 60602
Fully refundableReserve now, pay when you stay
The price is $246 per night from Aug 2 to Aug 3
Stay at this 4-star boutique hotel in Chicago. Enjoy free WiFi, a fitness center, and valet parking. Our guests praise the helpful staff and the clean rooms ...
Staypineapple, An Iconic Hotel, The Loop
The Drake
The Drake
4 out of 5
140 E Walton Place, Chicago, IL, 60611
Fully refundableReserve now, pay when you stay
The price is $160 per night from Aug 1 to Aug 2
Stay at this 4-star business-friendly hotel in Chicago. Enjoy breakfast, WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff in ...
The Drake
The Write Inn
The Write Inn
2.5 out of 5
211 N Oak Park Ave, Oak Park, IL, 60302
Stay at this hotel in Oak Park. Enjoy free WiFi, breakfast, and onsite parking. Our guests praise the restaurant and the helpful staff in our reviews. Popular ...
The Write Inn
InterContinental Chicago Magnificent Mile, an IHG Hotel
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 out of 5
505 N Michigan Ave, Chicago, IL, 60611
Fully refundable
The price is $249 per night from Jul 7 to Jul 8
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
InterContinental Chicago Magnificent Mile, an IHG Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Historic Hotels in Chicago

If you’re looking for your Chicago getaway to go down in history as the best vacay ever, you’ve got some noteworthy options to consider when it comes to where to stay. You could book a legendary or even luxury historic hotel for your trip with opulent extras. You’re probably thinking you’ll have to spend monumental money for a stately historical spot, but you may want to keep a fainting couch nearby—you’ll be shocked by what you can get for less gold bullion than you expected. Or modern cash. Whatever’s on hand.

Historically Great Spots

If you’re looking to do some R & R at one of the top historic hotels in America and don’t want to blow a stack of Benjamins while you’re at it, you’re in luck—you can stay at some of the best historic hotels in Chicago by booking a Hotwire Hot Rate hotel deal, even if you’re historically short on time. In fact, you could save up to 60% versus booking a listed rate two weeks earlier, so locking down that 4-star place at a 2-star price is no historic feat.

A Little Mystery in Your History

You can get way more than you bargained for when you book a Hotwire Hot Rate historic hotel deal in Chicago instead of just booking any old hotel for your trip. Not only can you get a deal for the history books when you reserve a Hot Rate, you can filter hotels by what matters most to you for your last-minute Chicago getaway, including price, amenities, and reviews.

Frequently Asked Questions About Historic Hotels

What is a historic hotel like in Chicago?

Looking to take in the legendary sights and sounds of the Chicago historic district? There’s no better way to truly immerse yourself than with a stay at one of Chicago’s historic inns and hotels. (And if you’re really lucky, that immersion includes a hot bath in a clawfoot tub.) Go ahead and save while you soak and book a Hotwire Hot Rate historic hotel deal.

How much is a hotel room at a historic hotel?

You may think you’ll have to pay a pretty penny for a historic last-minute hotel. Or just let history repeat itself by settling for a cheap hotel when you get to Chicago, 215. But thanks to Hotwire Hot Rates, you can score a fantastic historic hotel for way less cash, even at the last minute. You could be staying at the best historic hotels in Chicago for as low as $140. A win for the ages.

What is the difference between a historic hotel and a traditional hotel?

Historic hotels are at least 50 years old and often feature sweeping architecture and ambience. Some of the most historic hotels of the world have even been designated as historic landmarks. Staying in one of these storied spots in Chicago is sure to give you an extra layer of interest for your vacay tales.

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