Book Hotels in South Side, IL
Cabins, apartments, houseboats! We offer comfortable & private vacation rentals
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check prices for these dates
Top South Side hotels

SpringHill Suites by Marriott Chicago Chinatown
2357 S WENTWORTH AVE Chicago IL
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $119 total per night from Jan 4 to Jan 5
$119 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Business travelers can take advantage of the 24-hour business center. ...
Amazing staff and a definite good experience staying in china town
Reviewed on Dec 23, 2025

Sophy Hyde Park
1411 East 53rd Street Chicago IL
Fully refundableReserve now, pay when you stay
$197 nightly
The price is $231 total per night from Jan 5 to Jan 6
$231 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
This is a beautiful hotel - so aesthetic and very clean. The customer service was great, too. Will absolutely stay here again.
Reviewed on Dec 14, 2025

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
6500 S Cicero Ave Chicago IL
Fully refundable
$112 nightly
The price is $132 total per night from Jan 2 to Jan 3
$132 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and a free airport shuttle. Traveling for business? Take advantage of ...
Great front desk staff
Reviewed on Dec 30, 2025

Jaslin Hotel
261 West Cermak Rd Chicago IL
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $133 total per night from Jan 18 to Jan 19
$133 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
A 24-hour gym is featured at this hotel, along with free WiFi in public areas and luggage storage. Multilingual staff at the 24-hour front desk can provide around-the-clock ...
Staff was friendly and very helpful. Hotel was really clean
Reviewed on Dec 21, 2025

Hyatt Place Chicago-South/University Medical Center
5225 S Harper Ave Chicago IL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $158 total per night from Jan 6 to Jan 7
$158 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A free ...
The staff was super friendly, and the room was clean! Great location.
Reviewed on Dec 23, 2025

Mccormick Place Guest House
3643 South Indiana Avenue Chicago IL
$80 nightly
The price is $94 total per night from Jan 4 to Jan 5
$94 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on offer.
Awesome. The view was sweet. And very clean. Recommend it
Reviewed on Dec 7, 2025

Motel 6 - Chicago, IL
10022 South Halsted Street Chicago IL
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $94 total per night from Jan 1 to Jan 2
$94 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. Laundry facilities are provided for your convenience.
Caring
Reviewed on Dec 25, 2025

Saratoga Motel By Capital O Near Midway Airport Chicago IL
7701, S Cicero Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $109 total per night from Jan 1 to Jan 2
$109 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock ...
Great hosts
Reviewed on Dec 23, 2025

Chinatown Hotel Chicago
214 West 22nd Place Chicago IL
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $111 total per night from Jan 10 to Jan 11
$111 total
Jan 10 - Jan 11, 2026
Total with taxes and fees
Free WiFi in public areas, a communal living room, and express check-out are available at this hotel. Luggage storage and a safe deposit box are also ...
Excellent
Reviewed on Dec 19, 2025
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.
Cheap South Side hotels

Chinatown Hotel Chicago
214 West 22nd Place Chicago IL
$94 nightly
The price is $111 total per night from Jan 10 to Jan 11
$111 total
Jan 10 - Jan 11, 2026
Total with taxes and fees
5.4/10 (1,000 reviews)
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.
Hotels in South Side with star-rating
Check South Side Hotels by Star Rating

4 Star Hotels
1 properties
Recent South Side hotel reviews by fellow wanderers

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
5 out of 5
Posted 19 hours ago
Travelocity Verified Review
"Great front desk staff "
A verified traveler stayed at Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Explore More Ways to Travel with Travelocity
- Hotels near Elijah Muhammad House
- Hotels near University of Chicago Medicine
- Beach Resorts & in Bronzeville
- Boutique Hotels in Bronzeville
- Cheap Hotels in Bronzeville
- Convention Center Hotels in Bronzeville
- Historic Hotels in Bronzeville
- Hotels with Bar in Bronzeville
- Hotels with Free Parking in Bronzeville
- Hotels with Hot Tubs in Bronzeville
- Spa Resorts & in Bronzeville
- Hotel Wedding Venues Hotels in Bronzeville
- Hotels near Chicago 51st-53rd Street Station
- Hotels near Chicago Museum of Science and Industry
- Washington Park Hotels
- Hotels near Midway Plaisance
- Hotels near Bond Chapel
- Hotels near Nuclear Energy Sculpture
- Hotels near Obama's House
- Condos in Garfield Station
- Hotels near University of Chicago
- Historic Hotels in Kenwood
- Hotels with Free Parking in Kenwood
- Kenwood Hotels
- Hotels near Ida B Wells House
- Hotels near Hyde Park Art Center
- Inns in King Drive Station
- Motels in King Drive Station
- B&B in Chicago 55th-56th-57th Street Station
- Hotels near Chicago 55th-56th-57th Street Station
- Hotels near Kam Isaiah Israel Congregation
- 4 Star Hotels in Oakland
- Oakland Hotels
- Extended Stay Hotels in Chicago
- Hotels with Hot Tubs in Chicago
- Chicago Hotels
- Extended Stay Hotels in 47th Station
- 4 Star Hotels in Fuller Park
- Fuller Park Hotels
- Apartments in 35th-Bronzeville-IIT Station
- Condos in 35th-Bronzeville-IIT Station
- Extended Stay Hotels in 35th-Bronzeville-IIT Station
- Motels in 35th-Bronzeville-IIT Station
- Resorts in 35th-Bronzeville-IIT Station
- Hotels near Washington Park
- Extended Stay Hotels in 51st Station
- Hotels near Garden of the Phoenix
- Hotels near Court Theatre
- Hotels near Rockefeller Memorial Chapel
- 4 Star Hotels in Hyde Park
- Beach Resorts & in Hyde Park
- Cheap Hotels in Hyde Park
- Convention Center Hotels in Hyde Park
- Extended Stay America Hotels in Hyde Park
- Kid Friendly Hotels in Hyde Park
- Hilton Hotels in Hyde Park
- Hotels with Suites in Hyde Park
- Hotels with Pools in Hyde Park
- Hotels with Bar in Hyde Park
- Hotels with Free Breakfast in Hyde Park
- Hotels with a Gym in Hyde Park
- Hotels with Free Airport Shuttle in Hyde Park
- Hotels with Free Parking in Hyde Park
- Hotels with Hot Tubs in Hyde Park
- Hotels with an Indoor Pool in Hyde Park
- Hotels with Kitchenettes in Hyde Park
- Hotels with Restaurants in Hyde Park
- La Quinta Inn & Suites Hotels in Hyde Park
- Luxury Hotels in Hyde Park
- Marriott Hotels & Resorts in Hyde Park
- Pet Friendly Hotels in Hyde Park
- Romantic Getaways & Hotels in Hyde Park
- Spa Resorts & in Hyde Park
- Waterpark Hotels and Resorts in Hyde Park
- Hotel Wedding Venues Hotels in Hyde Park
- Hyde Park Hotels
- Hotels near 4944 S Woodlawn Ave
- Downtown Chicago Hotels
- Hotels near Robie House
- 3 Star Hotels in Canaryville
- Canaryville Hotels
- Guest Houses in Chicago 47th Street Station
- Hotels near Chicago 47th Street Station
- Motels in Chicago 47th Street Station
- Motels in Chicago 35th Street-Lou Jones-Bronzeville Station
- Woodlawn Hotels
- Hotels near DuSable Museum of African-American History
- 3 Star Hotels in Armour Square
- Hotels with Free Parking in Armour Square











