Central Chicago Pet-friendly Vacations
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Top Pet-friendly vacation packages in Central Chicago
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥350,452, price is now ￥290,705 per person
￥290,705
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,761 reviews)
Room exceptional well kept, staff extremely nice Ms Diana in the front desk and Luis in the concierge were superb
Reviewed on Nov 10, 2025
Pendry Chicago
Downtown Chicago
Price was ￥247,007, price is now ￥206,792 per person
￥206,792
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
Rooms are lovely, bar / restaurant is top notch. Love staying at the pendry!
Reviewed on Nov 10, 2025
The Emily Hotel
Downtown Chicago
Price was ￥233,670, price is now ￥203,685 per person
￥203,685
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.2/10 Wonderful! (1,248 reviews)
Small, but adequate room. Was there for a wedding on property. Suggestion: blankets?
Reviewed on Nov 10, 2025
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See all available trips from Osaka to Central Chicago
View all trips5* Pet-friendly vacations in Central Chicago
Price found within the past 48 hours. Click for updated prices.
Nobu Hotel Chicago
Downtown Chicago
Price was ￥299,596, price is now ￥271,720 per person
￥271,720
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (736 reviews)
This hotel is amazing! All of the staff we encountered were so helpful, kind, and very attentive. The hotel is beautiful and the zen suite is amazing. Highly recommend!
Reviewed on Oct 26, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥350,452, price is now ￥290,705 per person
￥290,705
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,761 reviews)
Room exceptional well kept, staff extremely nice Ms Diana in the front desk and Luis in the concierge were superb
Reviewed on Nov 10, 2025
Don't see what you're looking for?
See all available trips from Osaka to Central Chicago
View all trips4 Night Pet-friendly vacations in Central Chicago
Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Downtown Chicago
Price was ￥247,007, price is now ￥206,792 per person
￥206,792
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
Rooms are lovely, bar / restaurant is top notch. Love staying at the pendry!
Reviewed on Nov 10, 2025
The Emily Hotel
Downtown Chicago
Price was ￥233,670, price is now ￥203,685 per person
￥203,685
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.2/10 Wonderful! (1,248 reviews)
Small, but adequate room. Was there for a wedding on property. Suggestion: blankets?
Reviewed on Nov 10, 2025
Don't see what you're looking for?
See all available trips from Osaka to Central Chicago
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
