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
$125 nightly
The price is $149 total per night from Nov 22 to Nov 23
$149 total
Nov 22 - Nov 23
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. ...
"Everything was good, room, staff, even the location is great"
Reviewed on Oct 22, 2026
Jaslin Hotel
261 West Cermak Rd Chicago IL
$140 nightly
The price is $166 total per night from Nov 4 to Nov 5
$166 total
Nov 4 - Nov 5
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 ...
"Best Hotel in Chicago. We book every two years and look forward to staying there. Great staff, incredible location, and just the perfect place for our team to stay for IMTS. Also love the Starbooks near the lobby, the convenient and safe parking, and the hundreds of great restaurants in the ..."
Reviewed on Oct 22, 2026
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
6500 S Cicero Ave Chicago IL
Fully refundable
$127 nightly
The price is $149 total per night from Nov 22 to Nov 23
$149 total
Nov 22 - Nov 23
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 ...
"Room was clean. Building well maintained. Breakfast was usual hotel fare. Parking was a bit congested. Had to park a good way from building. Only complaint, we were on 4th floor. There was a loud roar all night long. Must have been something on the roof. It was not the planes from the airport. Those ..."
Reviewed on Oct 24, 2026
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
Fully refundable
$121 nightly
The price is $140 total per night from Nov 22 to Nov 23
$140 total
Nov 22 - Nov 23
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 ...
"Good"
Reviewed on Oct 23, 2026
Chicago Lake Shore Hotel
4900 S Lake Shore Dr Chicago IL
$141 nightly
The price is $166 total per night from Nov 1 to Nov 2
$166 total
Nov 1 - Nov 2
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 ...
"For $247.00 I expected better accommodations… I chose the hotel because of its close proximity to a venue I attended and the distance to the venue was a plus. Problems: the online pictures are deceptive. The hotel looks great through all the filters. The reality is that the hotel, although as clean ..."
Reviewed on Oct 22, 2026
Chinatown Hotel Chicago
214 West 22nd Place Chicago IL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $109 total per night from Nov 24 to Nov 25
$109 total
Nov 24 - Nov 25
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 ...
"Todo bien, mi 4a vez"
Reviewed on Oct 23, 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 25 to Oct 26
$117 total
Oct 25 - Oct 26
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.
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 25 to Oct 26
$126 total
Oct 25 - Oct 26
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 ...
Villa Dubois Guest House
3722 S Calumet Ave Chicago IL
$129 nightly
The price is $152 total per night from Nov 23 to Nov 24
$152 total
Nov 23 - Nov 24
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a communal living room, and express check-in are also on ...
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
$93 nightly
The price is $109 total per night from Nov 24 to Nov 25
$109 total
Nov 24 - Nov 25
Total with taxes and fees
5.6/10 (1,009 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
4 out of 5
Posted 10 hours ago
Travelocity Verified Review
"Room was clean. Building well maintained. Breakfast was usual hotel fare. Parking was a bit congested. Had to park a good way from building. Only complaint, we were on 4th floor. There was a loud roar all night long. Must have been something on the roof. It was not the planes from the airport. Those were not bothersome. Over all it was a good hotel and area. We would stay there again."
A verified traveler stayed at Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
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