Book Hotels in South Side, IL
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Top South Side hotels
Jaslin Hotel
261 West Cermak Rd Chicago IL
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $167 total per night from Sep 2 to Sep 3
$167 total
Sep 2 - Sep 3
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 ...
"Great food in the area, coffee right next door. Clean hotel. Street parking if it’s not a busy weekend."
Reviewed on Aug 29, 2026
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
6500 S Cicero Ave Chicago IL
Fully refundable
$175 nightly
The price is $206 total per night from Sep 7 to Sep 8
$206 total
Sep 7 - Sep 8
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 ...
"❤️ shuttle"
Reviewed on Aug 29, 2026
Hyatt Place Chicago-South/University Medical Center
5225 S Harper Ave Chicago IL
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $191 total per night from Sep 7 to Sep 8
$191 total
Sep 7 - Sep 8
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 room was very clean, the staff were very friendly and the breakfast was excellent!"
Reviewed on Aug 29, 2026
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
Fully refundable
$137 nightly
The price is $159 total per night from Sep 7 to Sep 8
$159 total
Sep 7 - Sep 8
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. ...
"Our only complaints were the coffee bar was not open while we were there and the bistro was hard to tell they were open. The breakfast buffet was 30min late to start. We asked for shuttle service and it was not running on Saturday morning."
Reviewed on Aug 30, 2026
Carlton Inn Midway
4944 S Archer Ave Chicago IL
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $140 total per night from Aug 31 to Sep 1
$140 total
Aug 31 - Sep 1
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 ...
"I would probably avoid this place unless it's a last minute, overnight stay. There's a lot of sketchy things admit this place. From the moment I walked into reception it literally smelled like poop. If i were able to cancel the reservation then I would've."
Reviewed on Aug 28, 2026
Chinatown Hotel Chicago
214 West 22nd Place Chicago IL
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $118 total per night from Aug 31 to Sep 1
$118 total
Aug 31 - Sep 1
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 ...
"Good location close to the downtown, but requires some improvement in room conditions overall."
Reviewed on Aug 27, 2026
Chicago Lake Shore Hotel
4900 S Lake Shore Dr Chicago IL
$149 nightly
The price is $175 total per night from Sep 10 to Sep 11
$175 total
Sep 10 - Sep 11
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 ...
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 Aug 31 to Sep 1
$117 total
Aug 31 - Sep 1
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.
SpringHill Suites by Marriott Chicago Chinatown
2357 S WENTWORTH AVE Chicago IL
Fully refundableReserve now, pay when you stay
$170 nightly
The price is $202 total per night from Sep 7 to Sep 8
$202 total
Sep 7 - Sep 8
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. ...
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
$100 nightly
The price is $118 total per night from Aug 31 to Sep 1
$118 total
Aug 31 - Sep 1
Total with taxes and fees
5.6/10 (1,003 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
Villa Dubois Guest House
5 out of 5
Posted 5 hours ago
Travelocity Verified Review
"The room was clean and instructions were very clear! They do require a refundable security deposit ($300 for non-Illinois residents), but it was worth it. The common area was very nicely furnished. I recommend this place!"
A verified traveler stayed at Villa Dubois Guest House
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