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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
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $192 total per night from Aug 9 to Aug 10
$192 total
Aug 9 - Aug 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. ...
"Parking was horrible for a large truck. I damaged my truck in the parking lot."

Reviewed on Jul 14, 2026

Opens in a new windowSpringHill Suites by Marriott Chicago Chinatown
Sophy Hyde Park

Sophy Hyde Park

4 out of 5
1411 East 53rd Street Chicago IL
$354 nightly
The price is $416 total per night from Jul 19 to Jul 20
$416 total
Jul 19 - Jul 20
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. ...
"An ok hotel close to University of Chicago which was convenient for us, decent breakfast, but very bad pillows"

Reviewed on Jul 14, 2026

Opens in a new windowSophy Hyde Park
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
Fully refundable
$148 nightly
The price is $174 total per night from Aug 11 to Aug 12
$174 total
Aug 11 - Aug 12
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 ...
"The hotel was in a convenient location, clean with friendly and helpful staff members. The cons to this hotel were you have to pay $30 per day for parking due to the fact it is close to the airport and it doesn't have a swimming pool."

Reviewed on Jul 15, 2026

Opens in a new windowHoliday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
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
$195 nightly
The price is $232 total per night from Aug 10 to Aug 11
$232 total
Aug 10 - Aug 11
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 ...
"Wonderful experience! Savion"

Reviewed on Jul 14, 2026

Opens in a new windowHyatt Place Chicago-South/University Medical Center
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $143 total per night from Jul 20 to Jul 21
$143 total
Jul 20 - Jul 21
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. ...
"The room was clean and nice and the breakfast was good but expensive. The main thing that really bothered me was that the Wi-Fi didn’t work at all. It kept dropping the connection and it was really hard to figure out the next day of our trip when I couldn’t use the Internet.The employees were nice ..."

Reviewed on Jul 14, 2026

Opens in a new windowHoliday Inn Chicago – Midway Airport S by IHG
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
$99 nightly
The price is $116 total per night from Aug 4 to Aug 5
$116 total
Aug 4 - Aug 5
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 Didn't like the room I had at my Stay on July 12th through July 23 at 11am at motel 6. They need some repairs on some of they rooms.But they do have some rooms that are Okay ."

Reviewed on Jul 13, 2026

Opens in a new windowMotel 6 - Chicago, IL
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

3 out of 5
4900 S Lake Shore Dr Chicago IL
$199 nightly
The price is $234 total per night from Jul 19 to Jul 20
$234 total
Jul 19 - Jul 20
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 ...
"Slow shower force slow wifi connection"

Reviewed on Jul 14, 2026

Opens in a new windowChicago Lake Shore Hotel
Carlton Inn Midway

Carlton Inn Midway

2 out of 5
4944 S Archer Ave Chicago IL
$107 nightly
The price is $126 total per night from Aug 3 to Aug 4
$126 total
Aug 3 - Aug 4
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 ...
"It’s wasn’t the greatest stay and I found a bed bug in my room. I had to check out a day early and didn’t get refund for that night that’s fine I just get wanna get bit up."

Reviewed on Jul 14, 2026

Opens in a new windowCarlton Inn Midway
Jaslin Hotel

Jaslin Hotel

3 out of 5
261 West Cermak Rd Chicago IL
$159 nightly
The price is $189 total per night from Aug 10 to Aug 11
$189 total
Aug 10 - Aug 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 ...
Opens in a new windowJaslin Hotel
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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

Chinatown Hotel Chicago

214 West 22nd Place Chicago IL
$122 nightly
The price is $143 total per night from Jul 16 to Jul 17
$143 total
Jul 16 - Jul 17
Total with taxes and fees
5.6/10 (1,002 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.

Recent South Side hotel reviews by fellow wanderers

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

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

5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"The hotel was in a convenient location, clean with friendly and helpful staff members. The cons to this hotel were you have to pay $30 per day for parking due to the fact it is close to the airport and it doesn't have a swimming pool."
A verified traveler stayed at Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

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