Book Hotels in South Side, IL
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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 1 to Jan 2
$119 total
Jan 1 - Jan 2, 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. ...
Everything was wonderful! From the welcoming feeling when we walked in the door with the bright ambiance and the pleasant smell. They have nice & helpful front desk staff, along with convenient parking . Rooms were spacious, clean and the bed was so comfortable. We were sad to have missed out on ...
Reviewed on Dec 20, 2025
Sophy Hyde Park
1411 East 53rd Street Chicago IL
Fully refundableReserve now, pay when you stay
$201 nightly
The price is $235 total per night from Dec 30 to Dec 31
$235 total
Dec 30 - Dec 31
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 Dec 28 to Dec 29
$132 total
Dec 28 - Dec 29
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 ...
Clean room, great Dove amenities, very friendly front staff. Extremely close to Midway airport with free shuttle - drivers were VERY kind and gracious and a pleasure to deal with. Close to many restaurants within easy walking distance if you want a snack.
Reviewed on Dec 17, 2025
Jaslin Hotel
261 West Cermak Rd Chicago IL
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $145 total per night from Dec 26 to Dec 27
$145 total
Dec 26 - Dec 27
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 1 to Jan 2
$158 total
Jan 1 - Jan 2, 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 ...
My grandson and I stayed one night after my husband’s surgery at the University of Chicago Hospital. We had a wonderful stay. The room was spotless, comfortable, and the staff was very helpful.
Reviewed on Dec 19, 2025
Mccormick Place Guest House
3643 South Indiana Avenue Chicago IL
$75 nightly
The price is $88 total per night from Dec 26 to Dec 27
$88 total
Dec 26 - Dec 27
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 Dec 26 to Dec 27
$94 total
Dec 26 - Dec 27
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.
The handle for the sink wasn’t put on properly making it difficult to turn the water on. Otherwise everything was great.
Reviewed on Dec 17, 2025
Carlton Inn Midway
4944 S Archer Ave Chicago IL
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $116 total per night from Jan 1 to Jan 2
$116 total
Jan 1 - Jan 2, 2026
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 ...
The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport.
Reviewed on Dec 7, 2025
Chinatown Hotel Chicago
214 West 22nd Place Chicago IL
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $76 total per night from Dec 28 to Dec 29
$76 total
Dec 28 - Dec 29
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
$65 nightly
The price is $76 total per night from Dec 28 to Dec 29
$76 total
Dec 28 - Dec 29
Total with taxes and fees
5.4/10 (1,001 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
Jaslin Hotel
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Staff was friendly and very helpful. Hotel was really clean"
A verified traveler stayed at Jaslin Hotel
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