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Historic Hotels in South Loop

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Featured South Loop Historic Hotels

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
Book a stay at this 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
Fully refundableReserve now, pay when you stay
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
Hilton Chicago
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
4 out of 5
500 South Dearborn Street, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Marriott Marquis Chicago
Marriott Marquis Chicago
4 out of 5
2121 South Prairie Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 9 restaurants, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff ...
Marriott Marquis Chicago
The Blackstone, Autograph Collection
The Blackstone, Autograph Collection
4 out of 5
636 S Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and onsite spa services. Our guests praise ...
The Blackstone, Autograph Collection
The Wheeler Mansion
The Wheeler Mansion
4 out of 5
2020 South Calumet Avenue, Chicago, IL
Stay at this 4-star luxury hotel in Chicago. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Soldier Field and Grant Park are located ...
The Wheeler Mansion
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago
2 out of 5
65 E Harrison St, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
Travelodge by Wyndham Downtown Chicago
Best Western Grant Park Hotel
Best Western Grant Park Hotel
2.5 out of 5
1100 S Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms ...
Best Western Grant Park Hotel
Hyatt Regency McCormick Place Chicago
Hyatt Regency McCormick Place Chicago
4 out of 5
2233 S Martin Luther King Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
Book a stay at this eco-certified hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
Hyatt Regency McCormick Place Chicago
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 South Loop

If you’re looking for your South Loop 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 South Loop 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 South Loop 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 South Loop getaway, including price, amenities, and reviews.

Frequently Asked Questions About Historic Hotels

What is a historic hotel like in South Loop?

Looking to take in the legendary sights and sounds of the South Loop historic district? There’s no better way to truly immerse yourself than with a stay at one of South Loop’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 South Loop, 178248. 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 South Loop for as low as $85. 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 South Loop is sure to give you an extra layer of interest for your vacay tales.