Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Tonight Jun 1 - Jun 2
This weekend Jun 5 - Jun 7
Next weekend Jun 12 - Jun 14

Top Chicago Historic Hotels

$159
Chicago Athletic Association

Chicago Athletic Association

4.5 out of 5.0 12 South Michigan Avenue, Chicago, IL
4.5/5
(18 Reviews)
This smoke-free hotel's 3 restaurants, 4 bars/lounges, and 24-hour fitness center are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a coffee shop are also provided.
$79
Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4.0 out of 5.0 1 W Washington St, Chicago, IL
4.5/5
(32 Reviews)
This hotel features a restaurant, a fitness center, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Dry cleaning, luggage storage, and free newspapers are also on offer.
$159
The Drake, a Hilton Hotel

The Drake, a Hilton Hotel

4.0 out of 5.0 140 E Walton Place, Chicago, IL
4.3/5
(78 Reviews)
This romantic hotel's 5 restaurants, 2 bars/lounges, and fitness center are some of the featured amenities. Traveling on business? Take advantage of the business center, express check-out, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.
$151
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 out of 5.0 17 E Monroe St, Chicago, IL
4.3/5
(431 Reviews)
A full-service spa, a health club, and a restaurant are all featured at this historic hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and limo/town car service.
$79
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

4.0 out of 5.0 163 East Walton Place, Chicago, IL
4.2/5
(224 Reviews)
This hotel features a restaurant, a fitness center, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Self parking, a coffee shop, and a library are also offered.
$69
The Whitehall Hotel

The Whitehall Hotel

4.0 out of 5.0 105 E Delaware Pl, Chicago, IL
4.1/5
(122 Reviews)
This boutique hotel features 2 restaurants, a bar/lounge, and a fitness center. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, express check-in, and a computer station are also offered.
$159
Hilton Chicago

Hilton Chicago

4.0 out of 5.0 720 S Michigan Ave, Chicago, IL
4.1/5
(213 Reviews)
This smoke-free hotel includes 3 restaurants, an indoor pool, and a health club. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Relax with a drink at one of the 2 bars/lounges and enjoy the spa tub.
$110
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 out of 5.0 701 North Michigan Avenue, Chicago, IL
4.1/5
(233 Reviews)
This hotel features a restaurant, a 24-hour fitness center, and a bar/lounge. Families will appreciate the onsite laundry facilities and supervised childcare. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking.
$192
InterContinental Chicago Magnificent Mile

InterContinental Chicago Magnificent Mile

4.5 out of 5.0 505 N Michigan Ave, Chicago, IL
4.1/5
(160 Reviews)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 25 conference rooms, as well as the business center and free WiFi in public areas. You'll appreciate the fitness center, bar/lounge, and coffee shop.
$149
Central Loop Hotel

Central Loop Hotel

4.0 out of 5.0 111 West Adams Street, Chicago, IL
4.1/5
(94 Reviews)
A restaurant and a 24-hour fitness center are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Express check-in, express check-out, and a computer station are also on offer.
$79
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5.0 520 South Michigan Avenue, Chicago, IL
3.7/5
(111 Reviews)
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and fitness center are some of the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and express check-in are also offered.
$119
Write Inn Hotel

Write Inn Hotel

2.5 out of 5.0 211 N Oak Park Ave, Oak Park, IL
3.7/5
(32 Reviews)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Limo/town car service, express check-out, and dry cleaning are also on offer.
Map

Recent Chicago Hotel Reviews By Fellow Wanderers

Chicago Historic Hotels

If you’re a fan of learning about centuries gone by, or perhaps you just love the architecture of yesteryear, consider a historic hotel the next time you travel. Chicago historic hotels put you near where all the momentous events in the area occurred, and where the old, vintage buildings stand.

When you book a room at one of the historical hotels in Chicago, you’ll experience the past come alive. Visit all the famous landmarks nearby and snap a few pictures for the scrapbook. Be sure to ask the hotel staff about visits from historical figures and then head back to relax in your hotel room after a long day of sightseeing tours and artwork exhibits.

As much as you love history, you also love modern amenities, and you can have the best of both worlds on this trip. These accommodations range from plush to quaint, and you’ll have all the conveniences you need to relax and rejuvenate. And you don’t need have Rockefeller as your last name to be able to afford a place to rest your head. There are a wide variety of cheap historic hotels in Chicago that cater to everyone, no matter your budget.

Whatever your reason for visiting Chicago, make sure you book your stay with Travelocity. Our Price Guarantee will ensure that you have plenty of extra cash to spend at all the museum gift shops

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.