
Cortland Vacations from ¥270,646
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- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
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The Latest Cortland 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 ¥467,216, price is now ¥279,560 per person
¥279,560
per person
May 1 - May 6
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Great staff, clean rooms. Great location
Reviewed on Feb 21, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was ¥397,982, price is now ¥292,068 per person
¥292,068
per person
May 1 - May 6
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (HND) 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
Price was ¥495,740, price is now ¥371,432 per person
¥371,432
per person
May 1 - May 6
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The view from our room was amazing. Everyone their is friendly and willing to help. The hotel is clean and inviting. Would recommend ten stars if I could.
Reviewed on Feb 22, 2026

Level Chicago – Old Town
Downtown Chicago
Price was ¥386,986, price is now ¥293,822 per person
¥293,822
per person
May 1 - May 6
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (HND) 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 Cortland Vacation Packages
Cortland Hotel Deals

Quality Inn and Suites St Charles - West Chicago
1600 E Main St St. Charles IL
Fully refundableReserve now, pay when you stay
The price is ¥11,637 per night from Mar 2 to Mar 3
¥11,637
¥13,031 total
Mar 2 - Mar 3
includes taxes & fees
8.2/10 Very Good! (1,006 reviews)
The staff was very nice and friendly. However, in the first night my bathroom toilet did not work and this caused me to have to switch rooms to the other side of the hotel complex with all of my belongings.
Reviewed on Feb 22, 2026

Geneva Motel Inn
100 South Tyler Rd St. Charles IL
Fully refundableReserve now, pay when you stay
7.4/10 Good! (1,002 reviews)
👍
Reviewed on Feb 18, 2026

Hampton Inn DeKalb, IL
663 S. Annie Glidden Road DeKalb IL
Fully refundableReserve now, pay when you stay
The price is ¥17,673 per night from Mar 2 to Mar 3
¥17,673
¥20,055 total
Mar 2 - Mar 3
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
We were there just an overnight stay, but the room was fantastic! Very clean and well maintained. The morning breakfast was really good as well!
Reviewed on Feb 20, 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.
