Clearing Vacations from ￥287,048
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The Latest Clearing Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥329,286, price is now ￥287,048 per person
￥287,048
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
The room was clean and roomy. Wish they would’ve offered a water bottle each night we stayed, other than that, all good.
Reviewed on Oct 2, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥443,532, price is now ￥365,260 per person
￥365,260
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Very accommodating and friendly staff, brilliant location
Reviewed on Oct 1, 2025
The Peninsula Chicago
Downtown Chicago
Price was ￥464,591, price is now ￥392,556 per person
￥392,556
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,006 reviews)
Excellent hotel, my only complaint would be the Peninsula food service.
We ate at the Shanghai Terrace our first night on site and honestly the food was only 2 stars. Specifically the appetizers were minuscule, and 90% pastry dough. Whatever filling was supposed to be inside all the dough largely wasn’t. The whole Peking duck was arranged haphazardly on the plate, the skin was not really crispy, and the taste experience was completely lackluster.
As to the main dining room the service continues, as always, to be erratic and frequently slow. Food is sometimes served hot, sometimes not.
The room service on our checkout day was absolutely abysmal. We both ordered eggs Benedict and both orders were served not a degree above room temperature. The hollandaise sauce was so cold it had solidified.
There really is no excuse for this.
And unfortunately we did not have time to return the order as we had a plane to catch and we were running a bit behind.
For an otherwise professional hotel the food service and quality is sadly lacking. It leads one to believe that the F&B manager could be a nephew, a cousin, or some other family member need of a job.
Reviewed on Sep 27, 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was ￥345,988, price is now ￥302,183 per person
￥302,183
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (291 reviews)
Had a great uneventful stay
Reviewed on Sep 22, 2025
Where to stay in Clearing
Find the best Clearing areas and neighborhoods for the activities you enjoy most. Learn more about Clearing
Downtown Chicago
5 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Clearing Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is ￥18,754 per night from Nov 2 to Nov 3
￥18,754
￥22,014 total
Nov 2 - Nov 3
includes taxes & fees
7.8/10 Good! (9,258 reviews)
"Love this place"
Reviewed on Oct 2, 2025
Freehand Chicago
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥13,472 per night from Oct 27 to Oct 28
￥13,472
￥22,763 total
Oct 27 - Oct 28
includes taxes & fees
7.8/10 Good! (2,422 reviews)
"I stayed in a shared quad with females, The room wasn’t bad for the price they do however need to install more lighting in the rooms because there was only one light working in the room plus the one in the bathroom so the room was very dark. The staff are great!!! They were super helpful answered ..."
Reviewed on Oct 2, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥28,267 per night from Nov 2 to Nov 3
￥28,267
￥33,184 total
Nov 2 - Nov 3
includes taxes & fees
8.4/10 Very Good! (5,023 reviews)
"Clean , a great location and the amenities are awesome"
Reviewed on Oct 1, 2025
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.
Frequently asked questions
Discover the most popular places to visit in Clearing
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Things to do
Chicago Sightseeing River and Lake Cruise
￥6,633
per adult
100% of travellers recommend
Wendella's Lake and River Architecture Tour
￥6,592
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.