West Side Pet-friendly Vacations
Book a Pet-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 Pet-friendly vacation packages in West Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
￥286,662
per person
Oct 2 - Oct 5
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (5,106 reviews)
Overall, Hotel Riu Plaza Chicago exceeded my expectations. Great location, great staff, good food, amazing views, and an unforgettable rooftop experience. I would definitely stay here again and recommend it to anyone visiting Chicago.
Reviewed on Sep 2, 2026
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Downtown Chicago
￥427,084
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
9.6/10 Exceptional! (1,006 reviews)
Impeccable hotel! Room was clean. Staff were helpful and kind. Location is perfect. Good food and bar in hotel.
Reviewed on Aug 30, 2026
5* Pet-friendly vacations in West Side
Price found within the past 48 hours. Click for updated prices.
3 Night Pet-friendly vacations in West Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
￥286,662
per person
Oct 2 - Oct 5
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (5,106 reviews)
Overall, Hotel Riu Plaza Chicago exceeded my expectations. Great location, great staff, good food, amazing views, and an unforgettable rooftop experience. I would definitely stay here again and recommend it to anyone visiting Chicago.
Reviewed on Sep 2, 2026
4 Night Pet-friendly vacations in West Side
Price found within the past 48 hours. Click for updated prices.
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
￥7,453
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.
