Leland Vacations from ￥299,263
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- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
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The Latest Leland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was ￥511,987, price is now ￥326,534 per person
￥326,534
per person
May 14 - May 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
amazing staff and beautiful rooms and lobbies. i just loved the free breakfast
Reviewed on Mar 1, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was ￥464,738, price is now ￥323,424 per person
￥323,424
per person
May 14 - May 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Room smelled like food but overall very clean, very great service and staff both night and morning shift.
Reviewed on Feb 16, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was ￥618,362, price is now ￥443,394 per person
￥443,394
per person
May 14 - May 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The room was ready at 9am, the room and view was amazing. Housekeeping and turn down service was also great. Customer service was fantastic and so is the location of the hotel.
Reviewed on Feb 28, 2026
Level Chicago – Old Town
Downtown Chicago
Price was ￥454,048, price is now ￥327,960 per person
￥327,960
per person
May 14 - May 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Had a great stay!! Kelly at the front desk was so sweet
Reviewed on Feb 22, 2026
Find the Best Leland Vacation Packages
Leland Hotel Deals
Grand Bear Resort at Starved Rock
2643 IL-178 Utica IL
The price is ￥16,724 per night from Mar 8 to Mar 9
￥16,724
￥19,117 total
Mar 8 - Mar 9
includes taxes & fees
7.4/10 Good! (1,003 reviews)
Clean rooms, staff was great, food was pricey but amazing. Waterpark was fun and kid friendly. As someone that came from Wisconsin it was a nice change from Wisconsin dells! Definitely will be back! Kids loved the movie night.
Reviewed on Mar 2, 2026
Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
1879 N 2703rd Rd Ottawa IL
The price is ￥17,009 per night from Mar 3 to Mar 4
￥17,009
￥25,804 total
Mar 3 - Mar 4
includes taxes & fees
9.8/10 Exceptional! (133 reviews)
amenities: fire wood was a great touch
Reviewed on Feb 27, 2026
Hampton Inn DeKalb, IL
663 S. Annie Glidden Road DeKalb IL
Fully refundableReserve now, pay when you stay
The price is ￥17,787 per night from Mar 16 to Mar 17
￥17,787
￥20,184 total
Mar 16 - Mar 17
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
Room was great, very clean, breakfast was free and amazing,, Staff Customer Service was off the chain, everyone very friendly and accommodating.
Reviewed on Feb 24, 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.
