
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.

Omni Chicago Hotel
Downtown Chicago
Price was ¥482,812, price is now ¥401,342 per person
¥401,342
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,784 reviews)
Booked a room - got a suite! Enjoyed the extra space. A separate living room for watching TV or working at a desk. Staff at the hotel was very helpful. Enjoyed the breakfast too.
Reviewed on Jun 3, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥551,978, price is now ¥425,798 per person
¥425,798
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,319 reviews)
Great location and roof top bar!! The hotel is new and the decoration is beautiful!! Room was good and clean. The only thing I didn’t like was the bed … it was too soft. I hope they sdd boiled eggs as an option for breakfast
Reviewed on Jun 5, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥732,593, price is now ¥578,308 per person
¥578,308
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,886 reviews)
⭐⭐⭐⭐⭐
Amazing stay! Beautiful hotel, incredible views, excellent service, and a perfect location in downtown Chicago. Everything exceeded our expectations. We loved every minute of our stay and would definitely return. Highly recommended!
Reviewed on Jun 4, 2026

Swissotel - Chicago
Downtown Chicago
Price was ¥528,919, price is now ¥423,296 per person
¥423,296
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,360 reviews)
Location is closer to
Navy pier. Not a lot of nice food options around.
Reviewed on Jun 3, 2026

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ¥539,062, price is now ¥448,734 per person
¥448,734
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,727 reviews)
Great location, excellent room and amenities proactively attentive staff.
Reviewed on Jun 4, 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.

Nobu Hotel Chicago
Downtown Chicago
Price was ¥542,612, price is now ¥507,341 per person
¥507,341
per person
Aug 1 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (854 reviews)
Beautiful room. Well appointed. love the ambiance. Ashley Cartagena was very helpful with reservations!! Great location. Do not eat here, food is not good especially for the price. Rooftop bar view is cute but cocktails not great, I would skip them. There are dozens of cute coffee shops, bakeries, restaurants, bars & shops all steps away. would definitely stay here again.
Reviewed on May 28, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥732,593, price is now ¥578,308 per person
¥578,308
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,886 reviews)
⭐⭐⭐⭐⭐
Amazing stay! Beautiful hotel, incredible views, excellent service, and a perfect location in downtown Chicago. Everything exceeded our expectations. We loved every minute of our stay and would definitely return. Highly recommended!
Reviewed on Jun 4, 2026

The Peninsula Chicago
Downtown Chicago
Price was ¥607,556, price is now ¥554,407 per person
¥554,407
per person
Aug 1 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.8/10 Exceptional! (1,002 reviews)
Everyone was so helpful and friendly
Great environment.
Cleaning, room service ,breakfast A+
Reviewed on May 29, 2026
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View all trips3 Night Pet-friendly vacations in Great River Road
Price found within the past 48 hours. Click for updated prices.

Swissotel - Chicago
Downtown Chicago
Price was ¥520,834, price is now ¥442,672 per person
¥442,672
per person
Aug 1 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (3,360 reviews)
Location is closer to
Navy pier. Not a lot of nice food options around.
Reviewed on Jun 3, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥561,407, price is now ¥459,813 per person
¥459,813
per person
Aug 1 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (4,319 reviews)
Great location and roof top bar!! The hotel is new and the decoration is beautiful!! Room was good and clean. The only thing I didn’t like was the bed … it was too soft. I hope they sdd boiled eggs as an option for breakfast
Reviewed on Jun 5, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥565,241, price is now ¥486,931 per person
¥486,931
per person
Aug 1 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.6/10 Exceptional! (1,886 reviews)
⭐⭐⭐⭐⭐
Amazing stay! Beautiful hotel, incredible views, excellent service, and a perfect location in downtown Chicago. Everything exceeded our expectations. We loved every minute of our stay and would definitely return. Highly recommended!
Reviewed on Jun 4, 2026
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See all available trips from Tokyo 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.

Chicago Avenue Inn
Humboldt Park
Price was ¥360,055, price is now ¥339,351 per person
¥339,351
per person
Aug 17 - Aug 21
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
7/10 Good! (102 reviews)
Location worked very well for our needs. Location was a bit sketchy but we came across zero issues with the neighborhood. Room wasn’t perfect and could have been a little more clean as there was a dirty rag on the floor and the bed sheets/pillows had some questionable stains. Best New Subs across the street was delicious and worth stopping by. Keep in mind all amenities, bathrooms, kitchen, lounge areas are all shared spaces. Doors to the rooms could have been more secured with deadbolts.
Reviewed on May 21, 2026

Hilton Chicago O'Hare Airport
O'Hare
Price was ¥432,390, price is now ¥396,831 per person
¥396,831
per person
Aug 17 - Aug 21
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (2,310 reviews)
Always a pleasure to spend a night here before an early flight.
Reviewed on Jun 4, 2026

Hilton Rosemont Chicago O'Hare
Price was ¥386,452, price is now ¥367,881 per person
¥367,881
per person
Aug 17 - Aug 21
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (1,003 reviews)
Good food in the restaurant and I loved the Starbucks in the lobby.
Reviewed on Jun 2, 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.
