Southern Wisconsin Pet-friendly Vacations
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Top Pet-friendly vacation packages in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥280,580, price is now ￥218,642 per person
￥218,642
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Incredible location and wonderful satff
Reviewed on Jan 23, 2026
Waldorf Astoria Chicago
Downtown Chicago
Price was ￥450,632, price is now ￥332,884 per person
￥332,884
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
First time there. Staff was helpful and they provided excellent memorable service
Reviewed on Jan 20, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥355,298, price is now ￥283,356 per person
￥283,356
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The room was boring thought it would be cleaner updated for the price best part was the view
Reviewed on Jan 24, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥301,372, price is now ￥247,984 per person
￥247,984
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
The staff was incredible and very prompt to all issues that arose during my stay.
Reviewed on Jan 22, 2026
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See all available trips from Tokyo to Southern Wisconsin
View all trips5* Pet-friendly vacations in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥355,298, price is now ￥283,356 per person
￥283,356
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The room was boring thought it would be cleaner updated for the price best part was the view
Reviewed on Jan 24, 2026
Waldorf Astoria Chicago
Downtown Chicago
Price was ￥450,632, price is now ￥332,884 per person
￥332,884
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
First time there. Staff was helpful and they provided excellent memorable service
Reviewed on Jan 20, 2026
The Peninsula Chicago
Downtown Chicago
Price was ￥474,362, price is now ￥392,810 per person
￥392,810
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
The staff was great. Everybody was friendly. The room was beautifully appointed, although maybe a little too heavy on electronics. I don't think every light switch needs to be a touch pad. And there were one or two things we couldn't figure out, such as the lighted mirror on the credenza: don't know where the controls for that were hiding. These are minor issues and do not take away from the splendid funishings in the room.
Reviewed on Jan 11, 2026
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See all available trips from Tokyo to Southern Wisconsin
View all trips3 Night Pet-friendly vacations in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥262,668, price is now ￥226,809 per person
￥226,809
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Incredible location and wonderful satff
Reviewed on Jan 23, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥329,410, price is now ￥270,803 per person
￥270,803
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The room was boring thought it would be cleaner updated for the price best part was the view
Reviewed on Jan 24, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Southern Wisconsin
View all trips4 Night Pet-friendly vacations in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥280,580, price is now ￥218,642 per person
￥218,642
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Incredible location and wonderful satff
Reviewed on Jan 23, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥355,298, price is now ￥283,356 per person
￥283,356
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The room was boring thought it would be cleaner updated for the price best part was the view
Reviewed on Jan 24, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥301,372, price is now ￥247,984 per person
￥247,984
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
The staff was incredible and very prompt to all issues that arose during my stay.
Reviewed on Jan 22, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Southern Wisconsin
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
