Far Southwest Side Pet-friendly Vacations
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Top Pet-friendly vacation packages in Far Southwest Side
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥319,747, price is now ￥256,464 per person
￥256,464
per person
Mar 12 - Mar 15
found 6 hours 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
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥343,172, price is now ￥291,612 per person
￥291,612
per person
Apr 4 - Apr 8
found 10 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Amazing staff, very friendly, clean, comfortable, amazing breakfast.
Reviewed on Feb 1, 2026
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View all trips5* Pet-friendly vacations in Far Southwest Side
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥319,747, price is now ￥256,464 per person
￥256,464
per person
Mar 12 - Mar 15
found 6 hours 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
Four Seasons Hotel Chicago
Downtown Chicago
Price was ￥437,024, price is now ￥421,137 per person
￥421,137
per person
Apr 4 - Apr 8
found 10 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (999 reviews)
Room was great and staff very attebtive and kind
Reviewed on Jan 20, 2026
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See all available trips from Tokyo to Far Southwest Side
View all trips3 Night Pet-friendly vacations in Far Southwest Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥288,126, price is now ￥229,041 per person
￥229,041
per person
Mar 12 - Mar 15
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Amazing staff, very friendly, clean, comfortable, amazing breakfast.
Reviewed on Feb 1, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥319,747, price is now ￥256,464 per person
￥256,464
per person
Mar 12 - Mar 15
found 6 hours 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
Pendry Chicago
Downtown Chicago
Price was ￥275,228, price is now ￥239,038 per person
￥239,038
per person
Mar 12 - Mar 15
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium.
Reviewed on Jan 31, 2026
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View all trips4 Night Pet-friendly vacations in Far Southwest Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥343,172, price is now ￥291,612 per person
￥291,612
per person
Apr 4 - Apr 8
found 10 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Amazing staff, very friendly, clean, comfortable, amazing breakfast.
Reviewed on Feb 1, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥424,306, price is now ￥362,786 per person
￥362,786
per person
Apr 4 - Apr 8
found 10 hours ago
Roundtrip 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
Don't see what you're looking for?
See all available trips from Tokyo to Far Southwest Side
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
