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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! (2,670 reviews)

The staff was phenomenal and so helpful and accommodating on the Chicago Marathon weekend. The rooms were clean and they were great about keeping our linens fresh. Perfect place to stay, would book again!

Reviewed on 2026/1/25

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! (1,061 reviews)

The room and staff were great

Reviewed on 2026/1/6

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.