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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 ...

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.

8.2/10 Very Good! (2,688 reviews)

Some of the features in the room were kinda run-down. There was a big, splintery chip in the door where it looks like a security chain was removed, and the bathroom counter had clearly seen better days, but the place was VERY well cleaned, housekeeping was impeccable. The staff were all very professional ...

Reviewed on 2026/5/13

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 pillowtop beds, designer toiletries, and more. The 2 bars, 24-hour ...

9.2/10 Wonderful! (1,072 reviews)

Great stay!

Reviewed on 2026/5/11

See all 472 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.