
Gilberts Vacations from ¥299,263
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Gilberts 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 Gilberts Vacation Packages
Gilberts Hotel Deals

Country Inn & Suites by Radisson, Schaumburg, IL
1401 North Roselle Road Schaumburg IL
Fully refundable
The price is ¥15,784 per night from Mar 22 to Mar 23
¥15,784
¥18,149 total
Mar 22 - Mar 23
includes taxes & fees
8.8/10 Excellent! (1,195 reviews)
The room.was fine. However the noise level above us was absolutely unbearable! The walls are thin so you literally hear everything. We called the front desk and asked that they call upstairs0and ask them to bring the noise level down. The hot tub had a dirt ring floating on top of the bubbles. Ive ...
Reviewed on Feb 24, 2026

Comfort Inn Chicago Schaumburg - O'Hare Airport
1300 E Higgins Rd Schaumburg IL
Fully refundableReserve now, pay when you stay
The price is ¥11,501 per night from Mar 10 to Mar 11
¥11,501
¥13,224 total
Mar 10 - Mar 11
includes taxes & fees
7/10 Good! (1,003 reviews)
La puerta principal no servia la segunda Cerrradura ni la cerradura de la puerta de
Reviewed on Feb 23, 2026

Country Inn & Suites by Radisson, Elk Grove Village/Itasca
1160 W Devon Avenue Elk Grove Village IL
Fully refundable
The price is ¥15,121 per night from Mar 22 to Mar 23
¥15,121
¥17,084 total
Mar 22 - Mar 23
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
Room was fine, not very modern. But a good hotel for the price
Reviewed on Mar 1, 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
