
Northwest Side Kid friendly Vacations
Book a Kid friendly Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ¥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Kid friendly vacation packages in Northwest Side
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥263,537, price is now ¥223,048 per person
¥223,048
per person
Nov 28 - Nov 30
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
They had a buffet in the hotel which was great and it’s in a great location . Close to everything
Reviewed on Sep 26, 2025

Level Chicago - River North
Downtown Chicago
Price was ¥280,959, price is now ¥226,887 per person
¥226,887
per person
Dec 3 - Dec 8
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (698 reviews)
Close to any and everything u wanna do highly suggested place to stay
Reviewed on Sep 19, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥320,939, price is now ¥259,332 per person
¥259,332
per person
Nov 28 - Nov 30
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
The hotel was above the expectations and river view was fabulous also staff were incredibly awesome specially the front dest employee Natalia she was helpful, smiling and welcoming.
Reviewed on Sep 24, 2025

Arlo Chicago
Downtown Chicago
Price was ¥281,081, price is now ¥232,163 per person
¥232,163
per person
Dec 3 - Dec 8
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,826 reviews)
We loved the atmosphere, style and the location. The beds are super comfortable, the room large and the bathroom was really great. The only issue we had was with food quality in the dining room and though our room service breakfast was tasty, it was served as take out- no coffee pot or plates. Hopefully they will change this as they get more established.
Reviewed on Sep 24, 2025

The Royal Sonesta Chicago River North
Downtown Chicago
Price was ¥401,106, price is now ¥341,098 per person
¥341,098
per person
Nov 1 - Nov 7
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (2,120 reviews)
The hotel offers nothing other than a room and a fitness center which we did not use. There is no food or drink available at the hotel. Women at the front desk were very friendly and helpful.
Reviewed on Sep 26, 2025
Don't see what you're looking for?
See all available trips from Tokyo to Northwest Side
View all trips5* Kid friendly vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥320,939, price is now ¥259,332 per person
¥259,332
per person
Nov 28 - Nov 30
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
The hotel was above the expectations and river view was fabulous also staff were incredibly awesome specially the front dest employee Natalia she was helpful, smiling and welcoming.
Reviewed on Sep 24, 2025


The Ritz-Carlton, Chicago
Downtown Chicago
Price was ¥279,276, price is now ¥272,536 per person
¥272,536
per person
Nov 28 - Nov 30
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,004 reviews)
Be prepared to be treated like you are the most important guest at the hotel. The staff here is incredibly professional, helpful and service oriented. Every single one.
Reviewed on Sep 15, 2025
Don't see what you're looking for?
See all available trips from Tokyo to Northwest Side
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.