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Top Luxury South Side Hotels

The Wheeler Mansion

2020 South Calumet Avenue Chicago IL

11 min drive from University of Chicago

Stay at this luxury hotel in Chicago. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Soldier Field and Millennium Park are located ...

9/10 Wonderful! (4 reviews)

A unique place to stay near the convention centre.

Reviewed on 23 June 2025

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 ...

8/10 Very Good! (2,634 reviews)

Great staff & Great location.

Reviewed on 5 Dec 2025

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr Chicago IL

11 min drive from University of Chicago

Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, 3 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...

9/10 Wonderful! (1,035 reviews)

Room was spotless. Refrigerator noise little too much, constant and loud. Shower water too little and pressured. Market place was too pricey, but I guess that’s the usual these days in hotel market. They also have unannounced $20/day destination fee

Reviewed on 7 Dec 2025

See all 468 properties in South Side

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.