
Paoli Vacations from ¥419,385
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 Paoli Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Level Chicago – Old Town
Downtown Chicago
Price was ¥571,375, price is now ¥419,385 per person
¥419,385
per person
May 28 - Jun 2
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (441 reviews)
Interesting property in that it is a high rise building of furnished suites with certain floors available as a “hotel”. Coffee shop, gym and lounge are all nice as are the suites. Just know this is not a service oriented hotel experience. No doorman, uniformed person at desk, room or maid service etc.
Reviewed on Mar 14, 2026

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ¥616,773, price is now ¥446,362 per person
¥446,362
per person
May 28 - Jun 2
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.2/10 Very Good! (2,575 reviews)
the staff was very friendly and helpful in a number of areas. The coffee was good each morning and the food as well.
The location is excellent and i would go back.
Reviewed on Mar 4, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ¥636,178, price is now ¥461,446 per person
¥461,446
per person
May 28 - Jun 2
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
Such a beautiful hotel, exceptional staff, and they really took care of everything we needed. Amazing stay!
Reviewed on Mar 15, 2026

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ¥629,788, price is now ¥466,404 per person
¥466,404
per person
May 28 - Jun 2
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,646 reviews)
Best hotel on the strip by far. 3 bars in same hotel. Clean property, great views, and friendly staff.
Reviewed on Mar 15, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥658,961, price is now ¥491,472 per person
¥491,472
per person
May 28 - Jun 2
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,844 reviews)
Room was perfect/staff was great
Reviewed on Mar 12, 2026
Find the Best Paoli Vacation Packages
Paoli Hotel Deals

The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
The price is ¥18,872 per night from Mar 22 to Mar 23
¥18,872
¥21,798 total
Mar 22 - Mar 23
includes taxes & fees
9.4/10 Exceptional! (3,552 reviews)
Great location with a great experience over-all.
Reviewed on Mar 15, 2026

Best Western Plus InnTowner Madison
2424 University Avenue Madison WI
Fully refundableReserve now, pay when you stay
The price is ¥17,888 per night from Mar 22 to Mar 23
¥17,888
¥20,661 total
Mar 22 - Mar 23
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Nice place, a little run down, full car parking spaces
Reviewed on Mar 14, 2026

Hampton Inn & Suites Madison-West
483 Commerce Dr Madison WI
Fully refundableReserve now, pay when you stay
The price is ¥11,657 per night from Mar 22 to Mar 23
¥11,657
¥13,463 total
Mar 22 - Mar 23
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
Staff friendly.
Reviewed on Mar 14, 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.
