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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
$116 nightly
The price is $136 total per night from Apr 26 to Apr 27
$136 total
Apr 26 - Apr 27
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. ...
Loved everything about it , very good experience staying here

Reviewed on Apr 20, 2026

Opens in a new windowSpringHill Suites by Marriott Chicago Chinatown
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
$134 nightly
The price is $157 total per night from Apr 26 to Apr 27
$157 total
Apr 26 - Apr 27
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 ...
Close to midway airport with free shuttle service

Reviewed on Apr 21, 2026

Opens in a new windowHoliday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Jaslin Hotel

Jaslin Hotel

3 out of 5
261 West Cermak Rd Chicago IL
$104 nightly
The price is $122 total per night from Apr 26 to Apr 27
$122 total
Apr 26 - Apr 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 ...
I needed a quick overnight stay near McCormick Place and The Jaslin fit the bill nicely. Close to good food and a Walgreens across Archer make it an ideal location.

Reviewed on Apr 22, 2026

Opens in a new windowJaslin Hotel
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 May 6 to May 7
$232 total
May 6 - May 7
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 ...
This is an older part of town and so is the hotel, but it was a good place to rest. The neighborhood has may intriguing eateries and shops.

Reviewed on Apr 19, 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 refundable
$124 nightly
The price is $144 total per night from Apr 26 to Apr 27
$144 total
Apr 26 - Apr 27
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. ...
Although there was no shuttle to pick us up at the airport, they arranged and paid for an Uber, which was very convenient.

Reviewed on Apr 22, 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
$110 nightly
The price is $129 total per night from Apr 23 to Apr 24
$129 total
Apr 23 - Apr 24
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.
Smell like smoke.

Reviewed on Apr 21, 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
$129 nightly
The price is $151 total per night from Apr 23 to Apr 24
$151 total
Apr 23 - Apr 24
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 ...
The outside area was okay. The inside was clean, bed was comfortable. There was a microwave (didn’t use) and refrigerator. Large screen tv was nice. Water pressure was just okay. Had some issues checking in because I used my initials (which is what I go by) on my reservation and my ID has my name ...

Reviewed on Apr 21, 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
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $126 total per night from Apr 23 to Apr 24
$126 total
Apr 23 - Apr 24
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 pictures on the website is a lie. The rooms are alot smaller. Bathroom door didn't fully work. Supposed to be a queen size bed but gave me a full size. Bed was super hard. Staff didn't want to bring extra pillows. Had a 2 night stay but left after first night.

Reviewed on Apr 19, 2026

Opens in a new windowCarlton Inn Midway
Chinatown Hotel Chicago

Chinatown Hotel Chicago

1.5 out of 5
214 West 22nd Place Chicago IL
$75 nightly
The price is $88 total per night from Apr 23 to Apr 24
$88 total
Apr 23 - Apr 24
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 ...
Very good for the price. In the heart of Chinatown. The bathroom, bed sheets and towels were clean. Pretty quiet for the most part. Would stay again.

Reviewed on Apr 22, 2026

Opens in a new windowChinatown Hotel Chicago
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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
$75 nightly
The price is $88 total per night from Apr 23 to Apr 24
$88 total
Apr 23 - Apr 24
Total with taxes and fees
5.6/10 (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.

Recent South Side hotel reviews by fellow wanderers

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

5 out of 5
Posted 3 hours ago
Travelocity Verified Review
"Although there was no shuttle to pick us up at the airport, they arranged and paid for an Uber, which was very convenient."
A verified traveler stayed at Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHG

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