Countryside Vacations from ￥326,970
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 Countryside Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Price was ￥368,528, price is now ￥326,970 per person
￥326,970
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
Hiroshima (HIJ) to Chicago (ORD)
8.4/10 Very Good! (1,966 reviews)
The staff was able to help us get a room earlier than the check-in time.
Reviewed on Jun 9, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥581,620, price is now ￥509,230 per person
￥509,230
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Chicago (ORD)
9.6/10 Exceptional! (1,893 reviews)
The fitness center & spa was top notch. The on site restaurant had amazing food and service.
Reviewed on Jun 12, 2026
The Emily Hotel
Downtown Chicago
Price was ￥380,956, price is now ￥334,898 per person
￥334,898
per person
Aug 24 - Aug 27
found 1 day ago
Roundtrip flight included
Hiroshima (HIJ) to Chicago (ORD)
9.2/10 Wonderful! (1,325 reviews)
Rooftop Movie theater looked fun during the daytime, but wasn’t committed enough to buy a ticket after sunset. Rooms were fine. Coffee shop was short-staffed the day I was there - to the point I gave up and moved on.
The staff I ran into in the hotel from housekeeping to front desk to bell staff were all universally pleasant and helpful.
Location was great - convenient to the show I was attending at the Cobra Lounge and to a pretty decent variety of decent looking food options. Don’t miss the Hubbard St viaducts on your morning walk.
Reviewed on Jun 8, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥389,398, price is now ￥343,656 per person
￥343,656
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
Hiroshima (HIJ) to Chicago (ORD)
9.4/10 Exceptional! (3,735 reviews)
I Love this place the staff was amazing and the room was amazing also. Only thing I didn’t like was no microwave in the room. Other than that absolutely amazing
Reviewed on Jun 12, 2026
Find the Best Countryside Vacation Packages
Countryside Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥21,756 per night from Jun 29 to Jun 30
￥21,756
￥25,867 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,253 reviews)
"It's a very unique and different hotel, however, it's in a historic building, so you will learn to understand it's uniqueness."
Reviewed on Jun 13, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundable
The price is ￥23,098 per night from Jun 30 to Jul 1
￥23,098
￥27,463 total
Jun 30 - Jul 1
includes taxes & fees
7.8/10 Good! (1,569 reviews)
"I"
Reviewed on Jun 12, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is ￥25,478 per night from Jun 28 to Jun 29
￥25,478
￥29,041 total
Jun 28 - Jun 29
includes taxes & fees
8.8/10 Excellent! (2,656 reviews)
"I really liked it and recommend it."
Reviewed on Jun 12, 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.
