South Side
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Chicago Lake Shore Hotel
4900 S Lake Shore Dr Chicago IL
The price is CA $200 per night from Nov 4 to Nov 5
CA $200
CA $235 total
Nov 4 - Nov 5
includes taxes & 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! (1,005 reviews)
"This was a bare-bone nice-room, no-amenities place. Reasonably priced and near to parks and museums."
Reviewed on Oct 26, 2026
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
The price is CA $156 per night from Nov 25 to Nov 26
CA $156
CA $197 total
Nov 25 - Nov 26
includes taxes & 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 ...
8.2/10 Very good! (1,011 reviews)
"Thank you"
Reviewed on Oct 26, 2026
Jaslin Hotel
261 West Cermak Rd Chicago IL
The price is CA $196 per night from Nov 4 to Nov 5
CA $196
CA $233 total
Nov 4 - Nov 5
includes taxes & 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! (1,428 reviews)
"Great stay"
Reviewed on Oct 26, 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.
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! (7 reviews)
"Great place to stay, plenty of room and comfy"
Reviewed on Oct 6, 2026
Cozy 5BR Chicago Retreat Sleeps 10
Chicago IL
Stay at this vacation home in Chicago. Enjoy a garden, laundry facilities, and air conditioning. Popular attractions Jackson Park and Rainbow Beach are located ...
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
Skydeck Chicago at Willis Tower
CA $60
per adult
84% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $64
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
CA $57
per adult
94% of travellers recommend
Museum of Illusions Chicago Admission Ticket
CA $61
per adult
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- Visit Prairie District
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