South Side Beach Vacations 2026

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Top Beach South Side Hotels

The Wheeler Mansion

2020 South Calumet Avenue Chicago IL

11 min drive from University of Chicago

Stroll along the shore in Chicago, as you'll be near the beach with a holiday at this luxury, boutique hotel. Amenities at The Wheeler Mansion include a ...

9.6/10 Exceptional! (8 reviews)

"Awesome stay. Close to Soldiers Field."

Reviewed on 2026/9/3

Marriott Marquis Chicago

2121 South Prairie Avenue Chicago IL

11 min drive from University of Chicago

Enjoy your stay at this hotel and enjoy the sunsets on the beach in Chicago, as you'll be close to the beach. Amenities at Marriott Marquis Chicago include 9 ...

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr Chicago IL

11 min drive from University of Chicago

Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...

9.2/10 Wonderful! (1,400 reviews)

"That sounds like an incredibly frustrating and chaotic stay, and it is completely unacceptable for a high-end hotel to drop the ball like that. When you pay a premium price, you expect seamless service, not a battle just to get a blanket or ride the elevator.Worse than the poor service, having a ..."

Reviewed on 2026/9/7

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.