Historical Hotels in South Loop, Chicago
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured South Loop Historic Hotels

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $189 total per night
$189 total
Sep 1 - Sep 2
Total includes taxes and fees
Guests of Congress Plaza Hotel enjoy a gym, free WiFi in public areas, and meeting rooms. Self parking is offered for USD 62.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, concierge services, and luggage storage. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant

Hilton Chicago
720 S Michigan Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$227 nightly
The price is $266 total per night
$266 total
Aug 13 - Aug 14
Total includes taxes and fees
Guests staying at Hilton Chicago enjoy an indoor pool, a gym, and a sauna. Valet parking is offered for USD 88.00 per day. The 24-hour front desk has multilingual staff ready to assist with luggage storage, dry cleaning/laundry, and securing valuables. Other amenities at this historic hotel include free WiFi in public areas, a hot tub, and a conference center.
Pool
Hot Tub

Bluegreen Vacations Hotel Blake, Ascend Resort Collection
500 South Dearborn Street, Chicago, IL
$159 nightly
The price is $187 total per night
$187 total
Aug 24 - Aug 25
Total includes taxes and fees
Renovated in 2020, Bluegreen Vacations Hotel Blake, Ascend Resort Collection offers a 24-hour gym, free WiFi in public areas, and a 24-hour business center. Valet parking is available for USD 60 per night, and there's also limo/town car service. The 24-hour front desk has multilingual staff ready to assist with securing valuables, tours or tickets, and luggage storage. Other amenities at this boutique hotel include express check-out, an ATM, and a porter/bellhop.
Free WiFi
Restaurant

Marriott Marquis Chicago
2121 South Prairie Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$242 nightly
The price is $284 total per night
$284 total
Aug 21 - Aug 22
Total includes taxes and fees
At Marriott Marquis Chicago, guests have access to a 24-hour gym, free WiFi in public areas, and a conference center. Valet parking is available for USD 60 per day. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, tours or tickets, and securing valuables. Additional amenities include a business center, a computer station, and express check-in.
Free WiFi
Restaurant

The Blackstone, Autograph Collection
636 S Michigan Ave, Chicago, IL
$219 nightly
The price is $257 total per night
$257 total
Aug 7 - Aug 8
Total includes taxes and fees
The Blackstone, Autograph Collection features a 24-hour gym, free WiFi in public areas, and conference space. Self parking is offered for USD 70 per day. Front-desk staff can answer questions 24/7, and assist with concierge services, dry cleaning/laundry, and luggage storage. Additional amenities include a 24-hour business center, a computer station, and express check-in.
Spa
Pet friendly

The Wheeler Mansion
2020 South Calumet Avenue, Chicago, IL
$616 nightly
The price is $724 total per night
$724 total
Aug 12 - Aug 13
Total includes taxes and fees
Guests of The Wheeler Mansion enjoy access to free WiFi in public areas, meeting rooms, and conference space. You can put free parking to good use if you drive. Front-desk staff can assist with tours or tickets, dry cleaning/laundry, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls, an off-leash area, and pet-sitting services. Other amenities at this luxury hotel include coffee/tea in a common area, an arcade/game room, and a library.
Breakfast included
All inclusive

Travelodge by Wyndham Downtown Chicago
65 E Harrison St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $126 total per night
$126 total
Aug 25 - Aug 26
Total includes taxes and fees
At Travelodge by Wyndham Downtown Chicago, guests have access to free WiFi in public areas, microwave in a common area, and express check-out. Multilingual staff at the 24-hour front desk can assist with securing valuables, luggage storage, and tours or tickets. Additional amenities include free newspapers, an ATM, and a vending machine.
Free WiFi
Restaurant

Best Western Grant Park Hotel
1100 S Michigan Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$123 nightly
The price is $145 total per night
$145 total
Aug 24 - Aug 25
Total includes taxes and fees
Guests of Best Western Grant Park Hotel enjoy a 24-hour gym, free WiFi in public areas, and microwave in a common area. Valet parking is available for USD 58.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, luggage storage, and concierge services. Additional amenities include a computer station and a vending machine.
Free WiFi
Restaurant

Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$209 nightly
The price is $245 total per night
$245 total
Aug 20 - Aug 21
Total includes taxes and fees
Guests of Hyatt Regency McCormick Place Chicago have access to an indoor pool, a gym, and a sauna. Parking is available for USD 40 per night (USD 60 per day for valet parking), and there's also a free casino shuttle. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, concierge services, and securing valuables. Additional amenities include free WiFi in public areas, meeting rooms, and a conference center.
Pool
Free WiFi
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.
South Loop hotels essential information
Accommodation | 4,623 hotels |
---|---|
Lowest Price | $126 |
Highest Price | $724 |
Popular hotels | Congress Plaza Hotel, Hilton Chicago, Bluegreen Vacations Hotel Blake, Ascend Resort Collection, Marriott Marquis Chicago, The Blackstone, Autograph Collection, The Wheeler Mansion, Travelodge by Wyndham Downtown Chicago, Best Western Grant Park Hotel, Hyatt Regency McCormick Place Chicago |
Recent Historic Hotels Reviews

Best Western Grant Park Hotel
5/5 Excellent
"Hotel located close to ADLM McCormick Center that we were attending! Friendly staff & get service. Hope to return next year!"
A verified traveler stayed at Best Western Grant Park Hotel
Posted 6 hours ago
Other Historic Hotels
Areas Of South Loop
Hotels Near
Hotel Themes
Top Trending
Hotels
- Hotels in Magnificent Mile
- Cheap Hotels in Lincoln Park
- Romantic Getaways & Hotels in O'Hare
- Hotels with Hot Tubs in Magnificent Mile
- Hotels with Balconies in Downtown Chicago
- Pet Friendly Hotels in O'Hare
- Hotels in The Loop
- Hotels with Free Parking in O'Hare
- Hotels with Hot Tubs in Downtown Chicago
- Hotels with Balconies in O'Hare
- Casino Resorts & Hotels in O'Hare
- Hotels with Free Parking in Magnificent Mile
- Hotels in Central Station
- Hotels with Free Breakfast in Downtown Chicago
- Hotels in Uptown
- Hotels in Downtown Chicago
- Hotels with Pool in Downtown Chicago
- Hotels in Wrigleyville
- Hotels in Lincoln Park
- Hotels in West Loop
- Hotels with Free Parking in Downtown Chicago
- Cheap Hotels in River North
- Pet Friendly Hotels in Logan Square
- Cheap Hotels in Streeterville