Oregon Vacations from ￥334,191
Book a Hotel + Flight or Car together to unlock savings
Photo by Timothy Kilkenny
- Plan, book, travel with confidence
Better together
Save up to ￥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
The Latest Oregon Vacation Packages
Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was ￥423,630, price is now ￥334,191 per person
￥334,191
per person
Nov 29 - Dec 4
found 20 hours ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
Not big fan of the room amenities.
Reviewed on Oct 14, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥536,132, price is now ￥398,124 per person
￥398,124
per person
Nov 29 - Dec 4
found 20 hours ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Everything was great
Reviewed on Oct 12, 2025
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥451,656, price is now ￥349,545 per person
￥349,545
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Great hotel in a great area. Included breakfast was excellent.
Reviewed on Oct 13, 2025
The Emily Hotel
Downtown Chicago
Price was ￥431,734, price is now ￥342,454 per person
￥342,454
per person
Nov 29 - Dec 4
found 20 hours ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Chicago (ORD)
9.2/10 Wonderful! (1,222 reviews)
I stayed here for one night for business travel. The room was huge. Great mini bar options. I had a nice breakfast at the restaurant.
Reviewed on Oct 10, 2025
Pendry Chicago
Downtown Chicago
Price was ￥437,488, price is now ￥347,610 per person
￥347,610
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
I loved the hotel, however I would request an inside room next time. It was extremely noisy outside.
Reviewed on Oct 11, 2025
Find the Best Oregon Vacation Packages
Oregon Hotel Deals
Sleep Inn & Suites Oregon - Madison
1120 Park Street, Oregon, WI
Fully refundableReserve now, pay when you stay
The price is ￥12,819 per night from Nov 14 to Nov 15
￥12,819
￥14,549 total
Nov 14 - Nov 15
includes taxes & fees
9.2/10 Wonderful! (312 reviews)
"The young man who checked us in was super friendly and very nice."
Reviewed on Sep 28, 2025
The Madison Concourse Hotel and Governor's Club
1 W Dayton St, Madison, WI
Fully refundableReserve now, pay when you stay
The price is ￥22,996 per night from Oct 21 to Oct 22
￥22,996
￥26,560 total
Oct 21 - Oct 22
includes taxes & fees
9.4/10 Exceptional! (3,199 reviews)
"High end cocktails and better selection of high-end wines"
Reviewed on Oct 13, 2025
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr, Madison, WI
Fully refundableReserve now, pay when you stay
The price is ￥10,876 per night from Nov 11 to Nov 12
￥10,876
￥12,563 total
Nov 11 - Nov 12
includes taxes & fees
8/10 Very Good! (1,020 reviews)
"Friendly staffs clean room"
Reviewed on Oct 13, 2025
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.
Other vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
