South Side Cheap Holidays
Book a Cheap Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Top Cheap South Side Hotels
Chinatown Hotel Chicago
214 West 22nd Place Chicago IL
- 11 min drive from University of Chicago
Stay at this hotel in Chicago. Enjoy free Wi-Fi, a 24-hour front desk and daily housekeeping. Popular attractions Soldier Field and Grant Park are located ...
Jaslin Hotel
261 West Cermak Rd Chicago IL
- 11 min drive from University of Chicago
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 ...
Best Western Grant Park Hotel
1100 S Michigan Ave Chicago IL
- 14 min drive from University of Chicago
Stay at this hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very good! (2,744 reviews)
"The gym was non existent."
Reviewed on 29 Sept 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.
Things to do
Skydeck Chicago at Willis Tower
£32
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
