West Side Ski Vacations
Book a Ski 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 Ski vacation packages in West Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
￥333,590
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,832 reviews)
A personal belonging disappeared from my hotel room. Unfortunately, the hotel did not take responsibility for the incident and showed no interest in addressing the loss or making any effort to resolve the situation. I am very disappointed with the way this matter was handled and expected much better customer service and security
Reviewed on Aug 6, 2026
5* Ski vacations in West Side
Price found within the past 48 hours. Click for updated prices.
4 Night Ski vacations in West Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
￥333,590
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,832 reviews)
A personal belonging disappeared from my hotel room. Unfortunately, the hotel did not take responsibility for the incident and showed no interest in addressing the loss or making any effort to resolve the situation. I am very disappointed with the way this matter was handled and expected much better customer service and security
Reviewed on Aug 6, 2026
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
￥3,992
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
￥7,656
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.
