Winfield Vacations from ￥340,328
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The Latest Winfield Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥429,673, price is now ￥340,328 per person
￥340,328
per person
Jun 22 - Jun 26
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,188 reviews)
One of the best hotels I’ve stayed in!
Reviewed on May 23, 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 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,872 reviews)
Great experience! Would stay here agin
Reviewed on May 18, 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was ￥535,934, price is now ￥416,978 per person
￥416,978
per person
Jul 29 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,400 reviews)
Nice location nestled I'm the middle of it all. Great stay the staff was communicative.
Reviewed on May 7, 2026
Thompson Chicago, by Hyatt
Downtown Chicago
Price was ￥525,925, price is now ￥416,506 per person
￥416,506
per person
Jul 29 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,361 reviews)
This is our favorite hotel in chicago. Great location and staff. Rooms very comfortable.
Reviewed on May 11, 2026
Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
Price was ￥541,600, price is now ￥434,018 per person
￥434,018
per person
Jul 29 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,101 reviews)
I would have really appreciated if there were a microwave available in our room.
Reviewed on May 4, 2026
Find the Best Winfield Vacation Packages
Winfield Hotel Deals
Fairfield Inn & Suites by Marriott Chicago Southeast/Hammond
7720 Corinne Dr Hammond IN
Fully refundableReserve now, pay when you stay
The price is ￥16,332 per night from Jun 14 to Jun 15
￥16,332
￥18,292 total
Jun 14 - Jun 15
includes taxes & fees
8/10 Very Good! (1,000 reviews)
"Old, out dated"
Reviewed on May 16, 2026
Days Inn and Suites by Wyndham Hammond, IN
4000 Calumet Avenue Hammond IN
Fully refundableReserve now, pay when you stay
The price is ￥13,610 per night from May 31 to Jun 1
￥13,610
￥15,243 total
May 31 - Jun 1
includes taxes & fees
7.2/10 Good! (314 reviews)
"The tub and toilet were bout messed up upon check in. Maintenance man was really nice and helpful. He fixed the toilet but the water in the tub would not go down. The breakfast was horrible. The staff was amazing though!! Especially the lady at the front desk at check in. She was training a new employee ..."
Reviewed on May 21, 2026
Ameristar Casino Hotel East Chicago
777 Ameristar Blvd. East Chicago IN
Fully refundableReserve now, pay when you stay
The price is ￥20,674 per night from May 25 to May 26
￥20,674
￥25,064 total
May 25 - May 26
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"My only gripe was the lack of towels in bathroom. No washcloths at all. Just hand towels and 2 big towels"
Reviewed on May 22, 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.
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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.
