Northwest 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 Northwest Side
Price found within the past 48 hours. Click for updated prices.
Arlo Chicago
Downtown Chicago
￥271,918
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,326 reviews)
Everything was smooth and stress-free. The room was exactly what you need after a long travel day. The bed was comfortable and the bathroom was kept in perfect condition.
Reviewed on Sep 11, 2026
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View all trips5* Pet-friendly vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
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See all available trips from Tokyo to Northwest Side
View all trips3 Night Pet-friendly vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
￥394,806
per person
Nov 29 - Dec 2
found 16 hours ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
8.6/10 Excellent! (1,011 reviews)
Property was very clean. The rooms were nice and spacious offered me a upgrade where my key didn’t work to the room the first time close to the Willis Tower with a lot of food. Options would stay again.
Reviewed on Sep 11, 2026
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See all available trips from Osaka to Northwest Side
View all trips4 Night Pet-friendly vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
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See all available trips from Tokyo to Northwest Side
View all tripsThings to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
￥7,453
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
￥3,886
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.
