
Central Chicago Kid friendly Vacations
Book a Kid friendly Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Kid friendly vacation packages in Central Chicago
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
¥289,463
per person
Sep 17 - Sep 20
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.2/10 Very Good! (2,899 reviews)
We visited gor an extended weekend birthday celebration. The hotel was centrally located about 15 minutes walking away from the Magnificent Mile. Restuarants are near by and Walgreens. The staff was very nice and accommodating. A special shout-out to Aldo for his professionalism and helpfulness.
Reviewed on Aug 11, 2026




Don't see what you're looking for?
See all available trips from Tokyo to Central Chicago
View all trips5* Kid friendly vacations in Central Chicago
Price found within the past 48 hours. Click for updated prices.


Nobu Hotel Chicago
Downtown Chicago
¥390,758
per person
Sep 17 - Sep 20
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (891 reviews)
We had a terrific weekend stay! The staff was so friendly and the room was wonderful with a very comfortable bed. Location is very convenient, as well.
Reviewed on Aug 10, 2026
Don't see what you're looking for?
See all available trips from Osaka to Central Chicago
View all trips3 Night Kid friendly vacations in Central Chicago
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
¥289,463
per person
Sep 17 - Sep 20
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.2/10 Very Good! (2,899 reviews)
We visited gor an extended weekend birthday celebration. The hotel was centrally located about 15 minutes walking away from the Magnificent Mile. Restuarants are near by and Walgreens. The staff was very nice and accommodating. A special shout-out to Aldo for his professionalism and helpfulness.
Reviewed on Aug 11, 2026


Don't see what you're looking for?
See all available trips from Tokyo to Central Chicago
View all trips4 Night Kid friendly vacations in Central Chicago
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
¥321,684
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.2/10 Very Good! (2,899 reviews)
We visited gor an extended weekend birthday celebration. The hotel was centrally located about 15 minutes walking away from the Magnificent Mile. Restuarants are near by and Walgreens. The staff was very nice and accommodating. A special shout-out to Aldo for his professionalism and helpfulness.
Reviewed on Aug 11, 2026


Don't see what you're looking for?
See all available trips from Tokyo to Central Chicago
View all tripsThings to do

Chicago: Navy Pier Centennial Wheel Ticket
¥3,920
per adult
90% of travellers recommend

Chicago: Willis Tower Skydeck and The Ledge Ticket
¥7,518
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

