Book Hotels in South Side, IL

Start date: Check-in selected.
To Date
End date: Check-out

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

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top South Side hotels

SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown

3.5 out of 5
2357 S WENTWORTH AVE, Chicago, IL
$188 nightly
The price is $221 total per night from Oct 30 to Oct 31
$221 total
Oct 30 - Oct 31
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. ...
"It was close enough to the convention center that i could walk"

Reviewed on Oct 1, 2025

Opens in a new windowSpringHill Suites by Marriott Chicago Chinatown
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

2.5 out of 5
6500 S Cicero Ave, Chicago, IL
$139 nightly
The price is $163 total per night from Oct 29 to Oct 30
$163 total
Oct 29 - Oct 30
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 ...
"very clean with wonderful staff! we will be staying again in the future"

Reviewed on Sep 27, 2025

Opens in a new windowHoliday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Jaslin Hotel

Jaslin Hotel

3 out of 5
261 West Cermak Rd, Chicago, IL
$152 nightly
The price is $179 total per night from Oct 30 to Oct 31
$179 total
Oct 30 - Oct 31
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 ...
"No break fast, no water"

Reviewed on Sep 26, 2025

Opens in a new windowJaslin Hotel
Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

3 out of 5
5225 S Harper Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
$215 nightly
The price is $252 total per night from Oct 26 to Oct 27
$252 total
Oct 26 - Oct 27
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 ...
"I love the staff! Courtesy, kind, and very professional"

Reviewed on Sep 28, 2025

Opens in a new windowHyatt Place Chicago-South/University Medical Center
Chicago Marriott Midway

Chicago Marriott Midway

3.5 out of 5
6520 South Cicero Avenue, Chicago, IL
$143 nightly
The price is $168 total per night from Oct 13 to Oct 14
$168 total
Oct 13 - Oct 14
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, express check-in, ...
"The staff was great. The location is very convenient. The shuttle to and from the airport is great help. The only negative was we can very clearly hear everything outside of our room."

Reviewed on Sep 28, 2025

Opens in a new windowChicago Marriott Midway
Mccormick Place Guest House

Mccormick Place Guest House

3 out of 5
3643 South Indiana Avenue, Chicago, IL
$87 nightly
The price is $102 total per night from Oct 2 to Oct 3
$102 total
Oct 2 - Oct 3
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.
"Our room was lovely, the bed was comfy. Lots of lighting and temperature options so we slept like a baby. The bathroom is shared with other guests, so as long as you have courteous fellows, it was a spacious, clean bathroom. We didn't spend much time in the large living area, but it was easy to check ..."

Reviewed on Sep 28, 2025

Opens in a new windowMccormick Place Guest House
Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

2 out of 5
10022 South Halsted Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $88 total per night from Oct 2 to Oct 3
$88 total
Oct 2 - Oct 3
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.
"Ok"

Reviewed on Sep 26, 2025

Opens in a new windowMotel 6 - Chicago, IL
Carlton Inn Midway

Carlton Inn Midway

2 out of 5
4944 S Archer Ave, Chicago, IL
$119 nightly
The price is $140 total per night from Oct 2 to Oct 3
$140 total
Oct 2 - Oct 3
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free airport shuttle. Traveling on business? Take ...
"Front Desk attention was great."

Reviewed on Sep 28, 2025

Opens in a new windowCarlton Inn Midway
Chinatown Hotel Chicago

Chinatown Hotel Chicago

1.5 out of 5
214 West 22nd Place, Chicago, IL
$95 nightly
The price is $112 total per night from Oct 2 to Oct 3
$112 total
Oct 2 - Oct 3
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 ...
"It's not a palace, but it's safe, clean and quiet. It's in Chinatown, a block and a half from the L stop. There are lots of restaurants and shops nearby."

Reviewed on Sep 25, 2025

Opens in a new windowChinatown Hotel Chicago
Don't see what you're looking for?
See all available properties in South Side
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.

Cheap South Side hotels

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.

Recent South Side hotel reviews by fellow wanderers

Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity