Northwest Side Adventure Vacations
Book a Adventure Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 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 Adventure vacation packages in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥321,602, price is now ￥272,852 per person
￥272,852
per person
Jan 22 - Jan 27
just found
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Elegant interiors and excellent breakfast menu
Reviewed on Dec 22, 2025
The Peninsula Chicago
Downtown Chicago
Price was ￥478,845, price is now ￥375,622 per person
￥375,622
per person
Feb 22 - Feb 27
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Service and clean room - paying attention to the details
Reviewed on Dec 22, 2025
Level Chicago – Old Town
Downtown Chicago
Price was ￥340,795, price is now ￥286,280 per person
￥286,280
per person
Feb 22 - Feb 27
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Great location, clean room and friendly staff!
Reviewed on Dec 14, 2025
Hilton Chicago
Downtown Chicago
Price was ￥341,808, price is now ￥290,271 per person
￥290,271
per person
Feb 22 - Feb 27
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (2,301 reviews)
Our stay at the Hilton Chicago was excellent. The staff was helpful and friendly, and we will consider staying at this hotel in the future.
Reviewed on Dec 22, 2025
Don't see what you're looking for?
See all available trips from Tokyo to Northwest Side
View all trips5* Adventure vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
The Peninsula Chicago
Downtown Chicago
Price was ￥478,845, price is now ￥375,622 per person
￥375,622
per person
Feb 22 - Feb 27
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Service and clean room - paying attention to the details
Reviewed on Dec 22, 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.
