Compare Romantic Getaways & Hotels in South Loop

Secret Bargains - Save an extra 10% or more on select Romantic Getaways & Hotels

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Featured South Loop Romantic Getaways & Hotels

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection

4 out of 5
636 S Michigan Ave, Chicago, IL
The price is $149 per night
$149
includes taxes & fees
$127 per night
Jan 12 - Jan 13, 2025
Free Cancellation
Reserve now, pay when you stay
With a stay at The Blackstone, Autograph Collection in Chicago (Downtown Chicago), you'll be a 3-minute walk from State Street and 11 minutes by foot from Millennium Park.
Spa
Pet friendly
Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

4 out of 5
500 South Dearborn Street, Chicago, IL
The price is $140 per night
$140
includes taxes & fees
$119 per night
Dec 23 - Dec 24
With a stay at Bluegreen Vacations Hotel Blake, Ascend Resort Collection, you'll be centrally located in Chicago, steps from Pontiac Building and within a 5-minute walk of Old Colony Building.
Free WiFi
Restaurant
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr, Chicago, IL
The price is $158 per night
$158
includes taxes & fees
$135 per night
Jan 1 - Jan 2, 2025
With a stay at Hyatt Regency McCormick Place Chicago , you'll be centrally located in Chicago, steps from McCormick Place and within a 5-minute walk of Wintrust Arena.
Pool
Free WiFi
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is $140 per night
$140
includes taxes & fees
$119 per night
Dec 19 - Dec 20
Free Cancellation
Reserve now, pay when you stay
With a stay at Congress Plaza Hotel, you'll be centrally located in Chicago, steps from Columbia College Chicago and Museum of Contemporary Photography.
Free WiFi
Restaurant
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave, Chicago, IL
The price is $169 per night
$169
includes taxes & fees
$144 per night
Dec 24 - Dec 25
Free Cancellation
Reserve now, pay when you stay
With a stay at Hilton Chicago, you'll be centrally located in Chicago, within a 10-minute walk of Buckingham Fountain and Art Institute of Chicago.
Pool
Pet friendly
The Wheeler Mansion

The Wheeler Mansion

4 out of 5
2020 South Calumet Avenue, Chicago, IL
The price is $724 per night
$724
includes taxes & fees
$616 per night
Dec 19 - Dec 20
A stay at The Wheeler Mansion places you in the heart of Chicago, within a 5-minute walk of Chicago Women's Park and Joseph G Coleman House.
Breakfast included
Parking included
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
The price is $103 per night
$103
includes taxes & fees
$88 per night
Jan 1 - Jan 2, 2025
Free Cancellation
Reserve now, pay when you stay
With a stay at Travelodge by Wyndham Downtown Chicago, you'll be centrally located in Chicago, steps from State Street and 10 minutes by foot from Millennium Park.
Free WiFi
Restaurant
Don't see what you're looking for?
See all available properties in South Loop
View all properties
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.

Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.

South Loop hotels essential information

Accommodation
4,129 hotels
Lowest Price
$103
Highest Price
$724
Popular hotels
The Blackstone, Autograph Collection, Bluegreen Vacations Hotel Blake, Ascend Resort Collection, Hyatt Regency McCormick Place Chicago , Congress Plaza Hotel, Hilton Chicago, The Wheeler Mansion, Travelodge by Wyndham Downtown Chicago

Most Recent South Loop Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

5 out of 5
Posted 13 hours ago
CheapTickets Verified Review
"Always a great stay but was concerned about security this time."
A verified traveler stayed at Congress Plaza Hotel
Congress Plaza Hotel

Types of Hotels

Top 20 South Loop Hotels

Hotels Near South Loop

Top Hotel Brands

Hotels By Star Rating

Cities near South Loop

More Ways to Book