South Side Kid friendly Vacations

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Top Kid friendly South Side Hotels

Hyatt Regency McCormick Place Chicago

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 ...
Hyatt Regency McCormick Place Chicago
Best Western Grant Park Hotel

Best Western Grant Park Hotel

1100 S Michigan Ave Chicago IL
  • 14 min drive from University of Chicago
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (2,753 reviews)
"Thank You! Very helpful and wonderful staff! Front desk, cleaning and custodial staff, maintenance, were all very very helpful and friendly! Thank you for such wonderful service we’ll be back!"

Reviewed on Oct 18, 2026

Best Western Grant Park Hotel
Jaslin Hotel

Jaslin Hotel

261 West Cermak Rd Chicago IL
  • 11 min drive from University of Chicago
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,415 reviews)
"Very clean facility. They offer a secure room for luggage. No breakfast or other amenities."

Reviewed on Oct 18, 2026

Jaslin Hotel
See all 510 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.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

¥3,812
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

¥6,275
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

¥6,642
per adult
88% of travellers recommend
Skydeck Chicago at Willis Tower
See all activities in South Side
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.