Great River Road Beach Vacations
Book a Beach Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Beach vacation packages in Great River Road
Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥505,796, price is now ￥391,960 per person
￥391,960
per person
May 28 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,385 reviews)
The room so clean with a beautiful view!
Reviewed on Mar 13, 2026
Hilton Chicago
Downtown Chicago
Price was ￥605,910, price is now ￥499,852 per person
￥499,852
per person
May 28 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.6/10 Excellent! (2,675 reviews)
It is a very old hotel that is very well maintained.
Room temperature is controlled by maintenance.
Reviewed on Mar 12, 2026
Thompson Chicago, by Hyatt
Downtown Chicago
Price was ￥419,910, price is now ￥349,994 per person
￥349,994
per person
May 29 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,326 reviews)
Room was nice and clean, decent view.
Perfect location. Close to shopping and nice restaurants.
Staff was amazing; Myron in particular was so kind and accommodating.
Reviewed on Mar 8, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥415,929, price is now ￥356,362 per person
￥356,362
per person
May 29 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,613 reviews)
Nearby Magnificent Mile.
Reviewed on Mar 12, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Great River Road
View all trips5* Beach vacations in Great River Road
Price found within the past 48 hours. Click for updated prices.
Four Seasons Hotel St Louis
Downtown St. Louis
Price was ￥500,924, price is now ￥486,718 per person
￥486,718
per person
May 1 - May 5
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to St. Louis (STL)
9.4/10 Exceptional! (1,001 reviews)
Beautiful accommodations. Attentive and genuine staff. We felt like celebrities. Beyond first class service!!
Reviewed on Feb 23, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Great River Road
View all trips3 Night Beach vacations in Great River Road
Price found within the past 48 hours. Click for updated prices.
Eurostars Magnificent Mile
Downtown Chicago
Price was ￥465,726, price is now ￥372,726 per person
￥372,726
per person
May 29 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,314 reviews)
Loved how it was next to all the things you might need during a stay A grocery store convenience store and even a Walgreens down the street
Reviewed on Mar 12, 2026
Level Chicago - River North
Downtown Chicago
Price was ￥452,740, price is now ￥368,338 per person
￥368,338
per person
May 29 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (858 reviews)
I would stay here again without a second thought. Great
Reviewed on Mar 11, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Great River Road
View all trips4 Night Beach vacations in Great River Road
Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥505,796, price is now ￥391,960 per person
￥391,960
per person
May 28 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,385 reviews)
The room so clean with a beautiful view!
Reviewed on Mar 13, 2026
Eurostars Magnificent Mile
Downtown Chicago
Price was ￥528,000, price is now ￥412,964 per person
￥412,964
per person
May 28 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,314 reviews)
Loved how it was next to all the things you might need during a stay A grocery store convenience store and even a Walgreens down the street
Reviewed on Mar 12, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Great River Road
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
