South Side, IL
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Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
$120 nightly
The price is $139 total per night from Sep 9 to Sep 10
$139 total
Sep 9 - Sep 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Chicago Lake Shore Hotel
4900 S Lake Shore Dr Chicago IL
$164 nightly
The price is $192 total per night from Aug 25 to Aug 26
$192 total
Aug 25 - Aug 26
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! (1,021 reviews)
"First off, I have to say the two staff members at the front desk at check-in and -out were some of the friendliest, most welcoming, helpful hotel personnel I've ever encountered. Truly, ever. I wouldn't even be writing this review if not for them. Give them a raise. The room was fine. Very accessible. ..."
Reviewed on Aug 10, 2026
Jaslin Hotel
261 West Cermak Rd Chicago IL
$125 nightly
The price is $149 total per night from Aug 16 to Aug 17
$149 total
Aug 16 - Aug 17
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 ...
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.
Stylish Apartment near Chicago Downtown
3030 S Lyman St Chicago IL
Stay at this aparthotel in Chicago. Enjoy free WiFi and air conditioning. Popular attractions Soldier Field and United Center are located nearby.
9/10 Wonderful! (12 reviews)
"Check in was very smooth. They send a message with access info so check in was easy. Upon arriving at the property it was very nice looking and well furnished on the inside but like a hunted house on the outside. Now to the cons the were, several insects including spiders outside as well as inside ..."
Reviewed on Jun 30, 2026
Toca Bella ~ 7mins to Downtown
Chicago IL
Stay at this apartment in Chicago. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Soldier Field and Grant Park are located nearby.
10/10 Exceptional! (31 reviews)
"beautiful home! I had an amazing stay & will definitely book again!"
Reviewed on Jul 21, 2026
23rd St - Modern 2 Bedroom with Parking - near McCormick Place, Chinatown
Chicago IL
Stay at this apartment in Chicago. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Soldier Field and Grant Park are located nearby.
9/10 Wonderful! (7 reviews)
"The location is the best feature of this property. The upstairs neighbors were so loud it sounded like they were in our room. Parking was not possible for us so we paid 18 per day to park at the train station. The listing says there are available tandem spots but there were cars parked in a way that ..."
Reviewed on Jul 26, 2025
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
Chicago: Willis Tower Skydeck and The Ledge Ticket
$47
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
90% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
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- Visit Chicago Museum Campus
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