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
$188 nightly
The price is $224 total per night from Nov 1 to Nov 2
$224 total
Nov 1 - Nov 2
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. ...
"The rooms in hotel was very clean. The staff was friendly and helpful. They had parking on premises. And the breakfast was very nice."
Reviewed on Oct 16, 2026
Jaslin Hotel
261 West Cermak Rd Chicago IL
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $175 total per night from Nov 11 to Nov 12
$175 total
Nov 11 - Nov 12
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 ...
"The staff were helpful and friendly. The room was clean upon arrival. Furniture, lamps, etc. were in acceptable condition; I was very pleased. The bathroom and its amenities were great. The bed was firm, but comfortable. The A/C worked very well. The view of the Chicago skyline from the window on ..."
Reviewed on Oct 16, 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 Oct 18 to Oct 19
$117 total
Oct 18 - Oct 19
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.
"I came in from out of town 9 hr drive and they sold my room. Really appreciate them giving me a scramble to find another hotel the night before the Bears played."
Reviewed on Oct 16, 2026
Best Motel By OYO Chicago I-90
6535 S King Dr Chicago IL
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $110 total per night from Oct 18 to Oct 19
$110 total
Oct 18 - Oct 19
Total with taxes and fees
Staff at the 24-hour front desk can provide around-the-clock assistance. Take advantage of the free parking.
"Ok---this place is dangerous. Whatever you do, never take a family there. When I pulled in, before I ever checked in, there were 2 women fist fighting in the parking lot, a circle of lowlifes watching. It's not safe."
Reviewed on Oct 13, 2026
Chicago Lake Shore Hotel
4900 S Lake Shore Dr Chicago IL
$149 nightly
The price is $175 total per night from Nov 4 to Nov 5
$175 total
Nov 4 - Nov 5
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 ...
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
Fully refundable
$145 nightly
The price is $168 total per night from Nov 1 to Nov 2
$168 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
Chinatown Hotel Chicago
214 West 22nd Place Chicago IL
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $105 total per night from Nov 16 to Nov 17
$105 total
Nov 16 - Nov 17
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 ...
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
6500 S Cicero Ave Chicago IL
Fully refundable
$135 nightly
The price is $159 total per night from Nov 15 to Nov 16
$159 total
Nov 15 - Nov 16
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 ...
Carlton Inn Midway
4944 S Archer Ave Chicago IL
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $126 total per night from Oct 18 to Oct 19
$126 total
Oct 18 - Oct 19
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 ...
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
$89 nightly
The price is $105 total per night from Nov 16 to Nov 17
$105 total
Nov 16 - Nov 17
Total with taxes and fees
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 Chicago – Midway Airport S by IHG
5 out of 5
Posted 16 hours ago
Travelocity Verified Review
"Clean and comfortable rooms."
A verified traveler stayed at Holiday Inn Chicago – Midway Airport S by IHG
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