
Esmond Vacations from ¥249,950
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 Esmond Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Swissotel - Chicago
Downtown Chicago
Price was ¥296,446, price is now ¥249,950 per person
¥249,950
per person
Apr 7 - Apr 11
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9/10 Wonderful! (2,947 reviews)
Great room. Beautiful view. Wonderful service from the staff.
Reviewed on Feb 11, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was ¥348,173, price is now ¥270,984 per person
¥270,984
per person
May 1 - May 5
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Hot tub wasn’t working(freezing cold) and no robes in my room. Need bigger roller carts and cheaper or free parking. Other than that the room, view, amenities were excellent.
Reviewed on Feb 9, 2026


Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥310,404, price is now ¥260,047 per person
¥260,047
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Lovely room. Excellent staff.
Reviewed on Feb 3, 2026

Waldorf Astoria Chicago
Downtown Chicago
Price was ¥315,934, price is now ¥266,546 per person
¥266,546
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.
Reviewed on Jan 26, 2026
Find the Best Esmond Vacation Packages
Esmond Hotel Deals

Baymont by Wyndham Rockford
662 N Lyford Rd Rockford IL
Fully refundableReserve now, pay when you stay
The price is ¥9,864 per night from Feb 26 to Feb 27
¥9,864
¥11,243 total
Feb 26 - Feb 27
includes taxes & fees
9/10 Wonderful! (1,498 reviews)
the faucet was difficult to operate. You had to really pull forward hard to get the water to come out. Otherwise everything else was okay.
Reviewed on Feb 6, 2026

Embassy Suites by Hilton Rockford Riverfront
416 S Main Street Rockford IL
Fully refundableReserve now, pay when you stay
The price is ¥23,708 per night from Feb 17 to Feb 18
¥23,708
¥27,022 total
Feb 17 - Feb 18
includes taxes & fees
9.4/10 Exceptional! (921 reviews)
It is a very unique hotel. Lots of character. Quite. Large rooms. Restaurants. Close to the Coronado. Nice place to stay
Reviewed on Feb 10, 2026

Holiday Inn Rockford by IHG
7550 E State Street Rockford IL
Fully refundable
The price is ¥13,273 per night from Feb 22 to Feb 23
¥13,273
¥15,130 total
Feb 22 - Feb 23
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
Clean, friendly staff.
Reviewed on Feb 7, 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.
