South Side Travel Guide
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Chicago Lake Shore Hotel
4900 S Lake Shore Dr Chicago IL
The price is £125 per night from 4 Nov to 5 Nov
£125
4 Nov - 5 Nov
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the overall value in their reviews. ...
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
The price is £111 per night from 22 Nov to 23 Nov
£111
22 Nov - 23 Nov
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and ...
Jaslin Hotel
261 West Cermak Rd Chicago IL
The price is £116 per night from 4 Nov to 5 Nov
£116
4 Nov - 5 Nov
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free Wi-Fi, a 24-hour fitness centre and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,427 reviews)
"The per night rate is high and yet the breakfast is not included. That does not make sense and is something I did not appreciate."
Reviewed on 2 Nov 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 baths 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 25 Oct 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 coffee maker 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 18 Oct 2026
Cozy 5BR Chicago Retreat Sleeps 10
Chicago IL
Stay at this holiday 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
£32
per adult
84% of travellers recommend
Architecture River Tour from Michigan Avenue
£31
per adult
Wendella's 90-min Chicago River Architecture Tour
£30
per adult
94% of travellers recommend
Chicago's Navy Pier Centennial Wheel Ticket
£18
per adult
100% of travellers recommend
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- Art Institute of Chicago
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