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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

Choose luxury at The Wheeler Mansion, where you can enjoy amenities like pillowtop beds, designer toiletries, and more. The lounge bar, terrace, and garden are ...

9/10 Wonderful! (4 reviews)

A unique place to stay near the convention centre.

Reviewed on 2025/6/23

Best Western Grant Park Hotel

1100 S Michigan Ave Chicago IL

14 min drive from University of Chicago

Spoil yourself with a luxury vacation in Chicago. Popular amenities include a restaurant and a 24-hour fitness center.

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

Great staff & Great location.

Reviewed on 2025/12/5

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr Chicago IL

11 min drive from University of Chicago

Choose luxury at Hyatt Regency McCormick Place Chicago , where you can enjoy amenities like massage services, pillowtop beds, and more. The 2 bars, 24-hour fitness ...

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 2025/12/7

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.