Dakota Vacations from ￥158,343
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Better together
Save up to ￥45,448 when you book a flight and hotel together*
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The Latest Dakota Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥328,496, price is now ￥222,669 per person
￥222,669
per person
Nov 13 - Nov 17
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,694 reviews)
Best, very clean, best view, really enjoyed the stay!
Reviewed on Sep 2, 2025
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was ￥403,008, price is now ￥280,014 per person
￥280,014
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,100 reviews)
Friendly and helpful staff
Reviewed on Sep 3, 2025
The Langham, Chicago
Downtown Chicago
Price was ￥334,268, price is now ￥245,994 per person
￥245,994
per person
Nov 13 - Nov 17
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on Aug 12, 2025
Find the Best Dakota Vacation Packages
Dakota Hotel Deals
Baymont by Wyndham Freeport
1060 Riverside Dr, Freeport, IL
Fully refundableReserve now, pay when you stay
The price is ￥12,745 per night from Sep 21 to Sep 22
￥12,745
￥14,144 total
Sep 21 - Sep 22
includes taxes & fees
Country Inn & Suites by Radisson, Freeport, IL
1710 South Dirck Drive, Freeport, IL
The price is ￥17,036 per night from Sep 21 to Sep 22
￥17,036
￥18,907 total
Sep 21 - Sep 22
includes taxes & fees
AmericInn by Wyndham Monroe
424 4th Ave, Monroe, WI
Fully refundableReserve now, pay when you stay
The price is ￥16,479 per night from Sep 21 to Sep 22
￥16,479
￥18,044 total
Sep 21 - Sep 22
includes taxes & fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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.