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
$189 nightly
The price is $225 total per night from Sep 9 to Sep 10
$225 total
Sep 9 - Sep 10
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. ...
"I loved the environment everything was walking distance for me and the station is right there. Staff was very friendly and helpful when I needed any assistance. I definitely will come back!"
Reviewed on Sep 7, 2026
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
6500 S Cicero Ave Chicago IL
Fully refundable
$193 nightly
The price is $227 total per night from Sep 21 to Sep 22
$227 total
Sep 21 - Sep 22
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 ...
"ALL GOOD , 1 ELEVATOR WAS BEING REPAIRED"
Reviewed on Sep 7, 2026
Hyatt Place Chicago-South/University Medical Center
5225 S Harper Ave Chicago IL
$194 nightly
The price is $231 total per night from Sep 9 to Sep 10
$231 total
Sep 9 - Sep 10
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 ...
"Staff was great, kind and helpful. Room was clean and big. Unfortunately, bed and pillows were not really good. Couch and carpets need some tlc due to conspicuous stains."
Reviewed on Sep 8, 2026
Chicago Lake Shore Hotel
4900 S Lake Shore Dr Chicago IL
$169 nightly
The price is $199 total per night from Sep 9 to Sep 10
$199 total
Sep 9 - Sep 10
Total with taxes and fees
Free self parking is available and the hotel's multilingual staff can provide around-the-clock assistance. WiFi in public areas is free. Luggage storage is also ...
"Internet connection sucked and was not informed of security deposit until we got there"
Reviewed on Sep 8, 2026
Motel 6 - Chicago, IL
10022 South Halsted Street Chicago IL
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $117 total per night from Sep 9 to Sep 10
$117 total
Sep 9 - Sep 10
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 towels have stain on them. When I asked for new towels, the staff asked me to bring back the old ones in my room for the exchange. This is the first time I’ve seen such a strange request."
Reviewed on Sep 7, 2026
Carlton Inn Midway
4944 S Archer Ave Chicago IL
$119 nightly
The price is $140 total per night from Sep 9 to Sep 10
$140 total
Sep 9 - Sep 10
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 ...
"Not the worst place I've ever stayed, but a close second. Hard to think of anything that was not broken or inoperable."
Reviewed on Sep 7, 2026
Chinatown Hotel Chicago
214 West 22nd Place Chicago IL
$115 nightly
The price is $135 total per night from Sep 9 to Sep 10
$135 total
Sep 9 - Sep 10
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 ...
"If you’re on a budget and need a bed to sleep in this is the place! No bugs and a parking lot (that’s cheap & safe) right down the road!"
Reviewed on Sep 8, 2026
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
Fully refundable
$162 nightly
The price is $188 total per night from Sep 27 to Sep 28
$188 total
Sep 27 - Sep 28
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. ...
Jaslin Hotel
261 West Cermak Rd Chicago IL
$129 nightly
The price is $153 total per night from Sep 10 to Sep 11
$153 total
Sep 10 - Sep 11
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 ...
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
$115 nightly
The price is $135 total per night from Sep 9 to Sep 10
$135 total
Sep 9 - Sep 10
Total with taxes and fees
5.6/10 (1,006 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 5 hours ago
Travelocity Verified Review
"ALL GOOD , 1 ELEVATOR WAS BEING REPAIRED"
A verified traveler stayed at Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
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