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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! (2,679 reviews)

Decent hotel in the downtown Chicago area. Conveniently located near many walkable places in the area.

Reviewed on 2026/3/20

Chinatown Hotel Chicago

214 West 22nd Place Chicago IL

11 min drive from University of Chicago

Spoil yourself with a luxury vacation in Chicago.

5.6/10 (1,000 reviews)

It was very cold in the room. The air conditioning definitely works! The water in the shower was very warm and nice. The bed could use a thicker comforter or at least an extra blanket. Overall, I don’t know what I expected given the price.

Reviewed on 2026/3/15

See all 463 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.