Dakota Vacations from ￥430,824
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 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
The Latest Dakota Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥693,336, price is now ￥482,749 per person
￥482,749
per person
Jul 29 - Aug 4
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,127 reviews)
Staff very friendly, more than willing to help and/or assist in any way. Beautiful hotel, love LOVE the roof top bar and patio. BEST buffet breakfast I've had in a very long time. I will definitely be booking with this hotel chain again!
Reviewed on May 22, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥638,389, price is now ￥461,534 per person
￥461,534
per person
Jul 29 - Aug 4
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,507 reviews)
I’m not sure if the hotel had a lack of staff but I called for towels and never received any, the next day they brought towels shortly after I called again.
Reviewed on May 21, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥643,165, price is now ￥470,630 per person
￥470,630
per person
Jul 29 - Aug 4
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,721 reviews)
Can't beat the location; it's next to Michigan Avenue and across from the Riverwalk; we'd stay there again.
Reviewed on May 21, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥691,365, price is now ￥511,920 per person
￥511,920
per person
Jul 29 - Aug 4
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,864 reviews)
Great experience! Would stay here agin
Reviewed on May 18, 2026
Find the Best Dakota Vacation Packages
Dakota Hotel Deals
Country Inn & Suites by Radisson, Freeport, IL
1710 South Dirck Drive Freeport IL
Fully refundable
The price is ￥19,056 per night from Jun 21 to Jun 22
￥19,056
￥21,148 total
Jun 21 - Jun 22
includes taxes & fees
9/10 Wonderful! (893 reviews)
"Worked perfect for me"
Reviewed on Apr 28, 2026
Hampton Inn Freeport
109 S Galena Ave Freeport IL
Fully refundableReserve now, pay when you stay
The price is ￥16,819 per night from May 31 to Jun 1
￥16,819
￥18,665 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (473 reviews)
"Room was clean, staff was nice, breakfast was fresh and tasty!"
Reviewed on May 4, 2026
Super 8 by Wyndham Monroe WI
500 6th St and Hwy 69 Monroe WI
Fully refundableReserve now, pay when you stay
The price is ￥12,974 per night from May 31 to Jun 1
￥12,974
￥14,206 total
May 31 - Jun 1
includes taxes & fees
9/10 Wonderful! (858 reviews)
"Very friendly staff. Check in was easy. We booked two rooms. Both were very clean. Room/bed was comfortable for our one night stay. Free breakfast was good before our trip home. Highly recommend staying at Monroe Super 8!"
Reviewed on May 17, 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
