South Side Vacations

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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

Find the Best South Side Vacation Packages

South Side Hotel Deals

Jaslin Hotel

Jaslin Hotel

3 out of 5
261 West Cermak Rd Chicago IL
Fully refundableReserve now, pay when you stay
The price is AEDĀ 482 per night from Dec 6 to Dec 7
AEDĀ 482
AEDĀ 573 total
6 Dec - 7 Dec
includes taxes & fees
Jaslin Hotel
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
The price is AEDĀ 360 per night from Dec 13 to Dec 14
AEDĀ 360
AEDĀ 459 total
13 Dec - 14 Dec
includes taxes & fees
8/10 Very Good! (1,000 reviews)
"Thank you,"

Reviewed on 10 November 2026

Holiday Inn Chicago – Midway Airport S by IHG
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

3 out of 5
4900 S Lake Shore Dr Chicago IL
The price is AEDĀ 526 per night from Nov 24 to Nov 25
AEDĀ 526
AEDĀ 617 total
24 Nov - 25 Nov
includes taxes & fees
Chicago Lake Shore Hotel
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.

Stay near popular South Side attractions