South Side, IL
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Visit South Side

Jaslin Hotel
261 West Cermak Rd Chicago IL
$128 nightly
The price is $152 total per night from Nov 11 to Nov 12
$152 total
Nov 11 - Nov 12
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,430 reviews)
"Great!"
Reviewed on Nov 9, 2026

Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
$115 nightly
The price is $133 total per night from Dec 6 to Dec 7
$133 total
Dec 6 - Dec 7
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...

Chicago Lake Shore Hotel
4900 S Lake Shore Dr Chicago IL
$143 nightly
The price is $168 total per night from Nov 24 to Nov 25
$168 total
Nov 24 - Nov 25
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the overall value in our reviews. ...
7/10 Good! (1,015 reviews)
"Kareem was receptionist and he was amazing."
Reviewed on Nov 9, 2026
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.

High-end 2Bdrm Garden Apt. Where Comfort Meets Style
Chicago IL
Stay at this apartment in Chicago. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Soldier Field and Grant Park are located ...
9.2/10 Wonderful! (17 reviews)
"Our stay was great! Very clean, parking was no problem. Our family of four had plenty of space in the apartment. We enjoyed the big comfortable couch. The Obama Presidential Center was the reason for our stay. We loved that it was within walking distance and felt very safe along the way."
Reviewed on Nov 7, 2026

Hyde Park/ Bronzeville Apartment 3E
Chicago IL
Stay at this apartment in Chicago. Enjoy patios, in-room jetted tubs, and air conditioning. Popular attractions Soldier Field and Grant Park are located ...
9.8/10 Exceptional! (6 reviews)
"Excellent host and value. It is a lovely apartment overall. It is a third floor walk up and would benefit from some lamps (in addition to ceiling lights).The ceiling fans are great."
Reviewed on Oct 25, 2026

Dwellish Rentals - Hyde Park Luxury Stay 5BR Near Lake & UChicago
Chicago IL
Stay at this apartment in Chicago. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Soldier Field and Grant Park are ...
9.6/10 Exceptional! (9 reviews)
"Stephanie was a fantastic host that was very easy to work with and was very accessible."
Reviewed on Oct 18, 2026
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
Things to do

Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend

Museum of Illusions Chicago Admission Ticket
$43
per adult

City Cruises Chicago: Signature Lunch Cruise on Lake Michigan
$86
per adult

City Cruises Chicago: Lake Michigan Premier Dinner Cruise
$158
per adult
80% of travellers recommend
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