
Clearing Vacations from ¥162,985
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
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The Latest Clearing Vacation Packages
Price found within the past 48 hours. Click for updated prices.



Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was ¥243,695, price is now ¥173,581 per person
¥173,581
per person
Feb 11 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
The room was beautiful and clean and a good city view of the city
Reviewed on Nov 26, 2025

Chicago luxury home suites
Downtown Chicago
Price was ¥627,110, price is now ¥454,912 per person
¥454,912
per person
Jan 1 - Jan 6
found 13 hours ago
Roundtrip flight included
Tokyo (HND) to Chicago (ORD)
10/10 Exceptional! (1 review)
Great service and communication throughout my entire stay. Very clean and easy to access to everything that i needed. Even though it was a short stay but had a comfortable and pleasant stay. Everything was available for me before i arrived. Thank you really. Great job.
Reviewed on Nov 26, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥388,839, price is now ¥282,798 per person
¥282,798
per person
Jan 1 - Jan 6
found 13 hours ago
Roundtrip flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Mostly great. The pull out sofa bed is not usable as it’s so uncomfortable. So then they charge $50/night for each rollaway. Thats not a good solution.
Reviewed on Nov 28, 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

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥14,369 per night from Dec 7 to Dec 8
¥14,369
¥16,866 total
Dec 7 - Dec 8
includes taxes & fees
8.4/10 Very Good! (5,291 reviews)
All above.
Reviewed on Nov 24, 2025

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥13,009 per night from Dec 7 to Dec 8
¥13,009
¥15,270 total
Dec 7 - Dec 8
includes taxes & fees
8.8/10 Excellent! (3,408 reviews)
Suite was roomy and spacious, the location wasn’t the best due to high traffic
Reviewed on Nov 29, 2025

Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥16,905 per night from Dec 28 to Dec 29
¥16,905
¥23,750 total
Dec 28 - Dec 29
includes taxes & fees
8.4/10 Very Good! (2,103 reviews)
Excellent check in experience and follow up from Ella. The lobby bar area was beautiful with the Christmas trees and other decorations.
Reviewed on Nov 27, 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

Michigan Avenue
4.5/5(332 reviews)
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.

Wrigley Field
4.5/5(2,128 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Navy Pier
4.5/5(4,870 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Things to do

Skydeck - Willis Tower Admission
¥6,926
per adult
96% of travellers recommend

Chicago: Navy Pier Centennial Wheel Ticket
¥3,866
per adult
84% of travellers recommend

Chicago Architecture Center River Cruise aboard First Lady
¥8,815
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



