Great River Road Pet-friendly Vacations
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Top Pet-friendly vacation packages in Great River Road
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ￥279,034, price is now ￥213,975 per person
￥213,975
per person
Apr 20 - Apr 27
found 2 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
8.2/10 Very Good! (2,365 reviews)
I liked the hotel. The staff was very courteous and friendly. The room was cute. The location is fantastic.
Reviewed on Jan 20, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥355,284, price is now ￥244,208 per person
￥244,208
per person
Apr 20 - Apr 27
found 2 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Beautiful room, great location. Will definitely stay there again.
Reviewed on Jan 28, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥362,754, price is now ￥279,852 per person
￥279,852
per person
Apr 20 - Apr 27
found 2 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
Staff was kind and it was at a great location!
Reviewed on Jan 27, 2026
Arlo Chicago
Downtown Chicago
Price was ￥376,892, price is now ￥294,512 per person
￥294,512
per person
Apr 20 - Apr 27
found 2 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
9.2/10 Wonderful! (1,862 reviews)
The hotel itself was really nice, but we had to move rooms because the adjoining room was being really loud at 10 AM on a Saturday.
Very hard to find parking, but it’s an alright spot.
Reviewed on Jan 27, 2026
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Price was ￥342,692, price is now ￥268,196 per person
￥268,196
per person
Apr 20 - Apr 27
found 2 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
9.4/10 Exceptional! (1,003 reviews)
Clean shopping near by
Reviewed on Jan 18, 2026
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View all trips5* Pet-friendly vacations in Great River Road
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥419,698, price is now ￥342,926 per person
￥342,926
per person
Mar 15 - Mar 19
found 3 hours ago
Roundtrip non-stop flight included
Osaka (KIX) 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
The Peninsula Chicago
Downtown Chicago
Price was ￥586,131, price is now ￥481,280 per person
￥481,280
per person
Apr 20 - Apr 27
found 2 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
The best hotel ! Always pleasant to stay !
Reviewed on Jan 27, 2026
Four Seasons Hotel Chicago
Downtown Chicago
Price was ￥625,530, price is now ￥551,607 per person
￥551,607
per person
Apr 20 - Apr 27
found 2 hours ago
Roundtrip non-stop flight included
Osaka (OSA) 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 Osaka to Great River Road
View all trips3 Night Pet-friendly vacations in Great River Road
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥360,070, price is now ￥301,847 per person
￥301,847
per person
Mar 11 - Mar 14
found 20 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 ￥316,616, price is now ￥269,518 per person
￥269,518
per person
Mar 11 - Mar 14
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Beautiful room, great location. Will definitely stay there again.
Reviewed on Jan 28, 2026
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See all available trips from Osaka to Great River Road
View all trips4 Night Pet-friendly vacations in Great River Road
Price found within the past 48 hours. Click for updated prices.
Sheraton New Orleans Hotel
New Orleans Central Business District
Price was ￥270,080, price is now ￥237,446 per person
￥237,446
per person
Mar 9 - Mar 13
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New Orleans (MSY)
8.8/10 Excellent! (1,320 reviews)
The weather was horrible when we arrived. They let us check in early to get dry and warm without an extra charge! Super friendly and helpful! 100% would use again!
Reviewed on Jan 26, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥419,698, price is now ￥342,926 per person
￥342,926
per person
Mar 15 - Mar 19
found 3 hours ago
Roundtrip non-stop flight included
Osaka (KIX) 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
Level Chicago – Old Town
Downtown Chicago
Price was ￥345,456, price is now ￥301,832 per person
￥301,832
per person
Mar 15 - Mar 19
found 3 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Property was clean, welcoming, pet friendly
Reviewed on Jan 18, 2026
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View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
