South Side Kid friendly Vacations

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Top Kid friendly vacation packages in South Side

Price found within the past 48 hours. Click for updated prices.
Marriott Marquis Chicago

Marriott Marquis Chicago

Near South Side
¥498,916
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,006 reviews)
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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 ...
9.2/10 Wonderful! (1,314 reviews)
"Our room was very clean with everything we needed and more. I will most definitely recommend this property to others."

Reviewed on Aug 23, 2026

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! (2,775 reviews)
"The common areas in the hotel were filthy. They need to repaint. They need new carpeting or at least shampoo it. The rooms were clean."

Reviewed on Aug 23, 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! (1,323 reviews)
"The room was clean, the staff was friendly and accommodating and there was a of eateries to choose from in the area."

Reviewed on Aug 23, 2026

Jaslin Hotel
See all 469 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

¥4,309
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

¥3,920
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

¥7,518
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
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.