Berwyn Vacations from ￥286,772
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 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 Berwyn Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥353,546, price is now ￥286,772 per person
￥286,772
per person
Aug 17 - Aug 21
just found
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (4,391 reviews)
My parents stayed here while in town visiting. They had a fantastic experience, appreciating how clean the rooms were and the excellent variety at breakfast. The only hiccup was an exterior bell hop refusing to let my 72 year old father use the luggage trolley himself. Of course he was happy to provide use of the trolley for a tip…
Reviewed on Jun 17, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥464,008, price is now ￥387,255 per person
￥387,255
per person
Aug 17 - Aug 21
just found
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.6/10 Exceptional! (1,888 reviews)
Very clean rooms, helpful staff and great amenities! Close to everything and convenient to shopping and eating
Felt safe and comfortable in the area !
Reviewed on Jun 15, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was ￥371,020, price is now ￥310,050 per person
￥310,050
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (493 reviews)
If you drive, it’s very close to everything pretty much. It’s clean and nice to stay with family. Parking is a little expensive but that applies to most of Chicago area.
Reviewed on Jun 14, 2026
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was ￥381,210, price is now ￥325,182 per person
￥325,182
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (401 reviews)
Big room and very clean!
Reviewed on Jun 15, 2026
Thompson Chicago, by Hyatt
Downtown Chicago
Price was ￥388,600, price is now ￥334,600 per person
￥334,600
per person
Aug 5 - Aug 9
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,384 reviews)
The staff was very helpful! I arrive a bit early and the front desk staff was able to get me in early so I could rest. The room view was amazing and very clean and comfortable. Location was also great , lively and walking distance to everything I wanted to see. Would definitely stay again!
Reviewed on Jun 16, 2026
Find the Best Berwyn Vacation Packages
Berwyn Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥21,879 per night from Jun 29 to Jun 30
￥21,879
￥26,010 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,293 reviews)
"Good stay and requested a quiet room. AC is very cold but I like it cold in Chicago summer. Shower lukewarm first day and a bit cold side in second day."
Reviewed on Jun 17, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥25,594 per night from Jul 5 to Jul 6
￥25,594
￥30,428 total
Jul 5 - Jul 6
includes taxes & fees
7.8/10 Good! (1,583 reviews)
"Right by mag mile"
Reviewed on Jun 17, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is ￥25,505 per night from Jun 28 to Jun 29
￥25,505
￥29,070 total
Jun 28 - Jun 29
includes taxes & fees
8.8/10 Excellent! (2,681 reviews)
"Great place to stay!"
Reviewed on Jun 17, 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.
Stay near popular Berwyn attractions
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.
