Great River Road Beach Vacations

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Top Beach vacation packages in Great River Road

Price found within the past 48 hours. Click for updated prices.
Graduate by Hilton Evanston

Graduate by Hilton Evanston

Downtown Evanston
￥322,106
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
Such a great place to stay. I’ve stayed there several times.

Reviewed on Aug 18, 2026

Level Chicago - River North

Level Chicago - River North

Downtown Chicago
￥342,336
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,043 reviews)
Waldorf Astoria Chicago

Waldorf Astoria Chicago

Downtown Chicago
￥704,936
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Hilton Orrington / Evanston

Hilton Orrington / Evanston

Downtown Evanston
￥341,474
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.6/10 Excellent! (105 reviews)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
￥327,398
per person
Nov 6 - Nov 10
found 20 hours ago
Roundtrip flight included
Hiroshima (HIJ) to Chicago (ORD)
9.4/10 Exceptional! (2,638 reviews)
I am regular at this hotel and always satisfied with my stay

Reviewed on Aug 21, 2026

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5* Beach vacations in Great River Road

Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
￥442,790
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Hiroshima (HIJ) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
A+

Reviewed on Aug 20, 2026

Waldorf Astoria Chicago

Waldorf Astoria Chicago

Downtown Chicago
￥704,936
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
￥542,768
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
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3 Night Beach vacations in Great River Road

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

￥219,056
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
7.8/10 Good! (1,008 reviews)
Eaglewood Resort and Spa

Eaglewood Resort and Spa

￥226,998
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,249 reviews)
DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

￥232,888
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,004 reviews)
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4 Night Beach vacations in Great River Road

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
￥340,236
per person
Nov 6 - Nov 10
found 20 hours ago
Roundtrip flight included
Hiroshima (HIJ) to Chicago (ORD)
9/10 Wonderful! (3,537 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
￥393,171
per person
Nov 6 - Nov 10
found 20 hours ago
Roundtrip flight included
Hiroshima (HIJ) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
A+

Reviewed on Aug 20, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
￥369,916
per person
Sep 21 - Sep 25
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
.

Reviewed on Aug 21, 2026

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.