South Side Vacations
Book a Hotel + Flight together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to SARĀ 5,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Where to stay in South Side
Find the best South Side areas and neighborhoods for the activities you enjoy most. Learn more about South Side
Hyde Park
3 out of top 10 points of interest in this area
Hyde Park is noteworthy for its museums, and you can make a stop at top attractions like Lake Michigan and Griffin Museum of Science and Industry.
Find the Best South Side Vacation Packages
South Side Hotel Deals
Holiday Inn Chicago ā Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is SARĀ 438 per night from Aug 10 to Aug 11
SARĀ 438
SARĀ 552 total
10 Aug - 11 Aug
includes taxes & fees
8.2/10 Very Good! (1,009 reviews)
"Clean room and hotel. They changed towels and trash daily. Great location! Definitely will stay here again. Be sure to make sure youāre at the right hotel as there are two on South Cicero only a few minutes from each other."
Reviewed on 17 July 2026
Jaslin Hotel
261 West Cermak Rd Chicago IL
The price is SARĀ 549 per night from Aug 10 to Aug 11
SARĀ 549
SARĀ 652 total
10 Aug - 11 Aug
includes taxes & fees
Motel 6 - Chicago, IL
10022 South Halsted Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is SARĀ 335 per night from Aug 4 to Aug 5
SARĀ 335
SARĀ 393 total
4 Aug - 5 Aug
includes taxes & 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.
