Waterman Vacations from ￥193,273
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The Latest Waterman Vacation Packages
Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was ￥239,810, price is now ￥193,273 per person
￥193,273
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
There aren’t many options but there is health ones with fresh vegetables and fruits.
Reviewed on Dec 29, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥298,398, price is now ￥212,062 per person
￥212,062
per person
Feb 3 - Feb 7
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Absolutely loved the hotel.Grand Dulxe Suite was huge with amazing views.All staff top notch.
Reviewed on Dec 27, 2025
The Peninsula Chicago
Downtown Chicago
Price was ￥369,816, price is now ￥287,046 per person
￥287,046
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
The Peninsula is one of my favorite Chicago hotels during the Christmas season. The decorations are beautiful, and the hotel has an elegant charm. One recommendation; air freshener in the room and throughout the hotel to help enhance the smell of the hotel. Also, breakfast servers struggled Christmas morning to wait tables. Server refilled my coffee cup with cold coffee. Delay in follow up service after food was served. Despite these small challenges it is a hotel I would definitely return too.
Reviewed on Dec 29, 2025
Level Chicago – Old Town
Downtown Chicago
Price was ￥263,876, price is now ￥209,148 per person
￥209,148
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Staff was friendly did amazing job with checking us in
Reviewed on Dec 25, 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was ￥266,082, price is now ￥213,456 per person
￥213,456
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Room was very spacious and clean. The location was perfect walking distance from a lot great eating and tourists spots.
Reviewed on Dec 18, 2025
Find the Best Waterman Vacation Packages
Waterman Hotel Deals
Holiday Inn Express & Suites Yorkville by IHG
577 E KENDALL DRIVE Yorkville IL
Fully refundable
The price is ￥13,622 per night from Jan 5 to Jan 6
￥13,622
￥15,712 total
Jan 5 - Jan 6, 2026
includes taxes & fees
8.2/10 Very Good! (634 reviews)
Yes
Reviewed on Dec 27, 2025
Hampton Inn DeKalb, IL
663 S. Annie Glidden Road DeKalb IL
Fully refundableReserve now, pay when you stay
The price is ￥17,846 per night from Jan 4 to Jan 5
￥17,846
￥20,251 total
Jan 4 - Jan 5, 2026
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Room was fine. Staff was courteous.
Reviewed on Dec 4, 2025
Country Inn & Suites by Radisson, Sycamore, IL
1450 South Peace Road Sycamore IL
Fully refundable
The price is ￥13,251 per night from Jan 8 to Jan 9
￥13,251
￥14,706 total
Jan 8 - Jan 9, 2026
includes taxes & fees
8.4/10 Very Good! (947 reviews)
Friendly staff, clean room.
Reviewed on Dec 23, 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.
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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.
