South Side, IL
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Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
$149 nightly
The price is $173 total per night from Oct 26 to Oct 27
$173 total
Oct 26 - Oct 27
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
$169 nightly
The price is $199 total per night from Sep 27 to Sep 28
$199 total
Sep 27 - Sep 28
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. ...
Jaslin Hotel
261 West Cermak Rd Chicago IL
$161 nightly
The price is $191 total per night from Oct 25 to Oct 26
$191 total
Oct 25 - Oct 26
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.
Bright Vintage U of C Center Condo with WiFi, AC in enjoyable Chicago
Chicago IL
Stay at this condo in Chicago. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Soldier Field and Griffin Museum of Science and Industry ...
8.4/10 Very Good! (6 reviews)
"We were satisfied with this place. It was close to the thing we came to visit. Parking was convenient. It was quiet with comfortable beds. Our only surprise was that it was on two levels"
Reviewed on Sep 21, 2026
Bronzeville Jazz Room. Beautiful, cozy, centered, relaxing, rustic.
Chicago IL
Stay at this vacation home in Chicago. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Soldier Field and Grant Park are located ...
10/10 Exceptional! (9 reviews)
"Wonderful property in excellent location. Host was very responsive to questions and we loved the easy check-out with minimum of chores."
Reviewed on Sep 19, 2026
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
Chicago IL
Stay at this vacation home in Chicago. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Rate Field and Wintrust Arena are ...
8/10 Very Good! (36 reviews)
"The Unit Was Clean And Very Spacious My Only Downside Was The Area Felt A Little Unsafe. Wasn’t Far From The City Close To Everything We Wanted To Do On Our Trip."
Reviewed on Sep 15, 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
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
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
$158
per adult
80% of travellers recommend
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