Northwest Side Mountain Vacations
Book a Mountain 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 Mountain vacation packages in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
￥333,152
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
beautiful property in a great location highly recommend staying here this will be our go to spot when visiting chicago
Reviewed on Sep 28, 2026
Don't see what you're looking for?
See all available trips from Osaka to Northwest Side
View all trips5* Mountain vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
￥333,152
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
beautiful property in a great location highly recommend staying here this will be our go to spot when visiting chicago
Reviewed on Sep 28, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Northwest Side
View all trips3 Night Mountain vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Fukuoka to Northwest Side
View all trips4 Night Mountain vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
￥333,152
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
beautiful property in a great location highly recommend staying here this will be our go to spot when visiting chicago
Reviewed on Sep 28, 2026
Don't see what you're looking for?
See all available trips from Osaka to Northwest Side
View all tripsThings to do
Chicago: Navy Pier Centennial Wheel Ticket
￥3,853
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
