
Half Day Vacations from ¥68,141
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 Half Day Vacation Packages
Price found within the past 48 hours. Click for updated prices.


The Emily Hotel
Downtown Chicago
Price was ¥264,560, price is now ¥189,924 per person
¥189,924
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Yes room was clean and orderly with everything in place. Front desk and dining staff were professional and thoughtful. Music in restaurant was a bit high for volume, more relaxing type of music would be nice. Food was good and happy hour specials were nice. enjoyed our stay.
Reviewed on Nov 26, 2025

Chicago luxury home suites
Downtown Chicago
Save 100% on your flight
Price was ¥475,074, price is now ¥349,831 per person
¥349,831
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) 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


Hotel Chicago Downtown, Autograph Collection by Marriott
Downtown Chicago
Price was ¥178,086, price is now ¥147,206 per person
¥147,206
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,003 reviews)
Staff were very pleasant and helpful. We will definitely be back.
Reviewed on Nov 26, 2025
Where to stay in Half Day
Find the best Half Day areas and neighborhoods for the activities you enjoy most. Learn more about Half Day

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.
Half Day Hotel Deals

Staybridge Suites, Lincolnshire by IHG
100 Barclay Blvd Lincolnshire IL
Fully refundableReserve now, pay when you stay
The price is ¥15,353 per night from Dec 20 to Dec 21
¥15,353
¥17,193 total
Dec 20 - Dec 21
includes taxes & fees
8.8/10 Excellent! (1,012 reviews)
Great place! Will definitely stay again
Reviewed on Nov 30, 2025

Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥30,393 per night from Jan 2 to Jan 3
¥30,393
¥35,678 total
Jan 2 - Jan 3, 2026
includes taxes & fees
8.2/10 Very Good! (2,202 reviews)
Slept so good I missed my flight
Reviewed on Dec 4, 2025

Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is ¥19,641 per night from Dec 11 to Dec 12
¥19,641
¥22,387 total
Dec 11 - Dec 12
includes taxes & fees
8.6/10 Excellent! (2,166 reviews)
The staff was so nice !
Reviewed on Nov 30, 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 Half Day

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.

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.

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

Wendella's 90-min Chicago River Architecture Tour
¥7,083
per adult
94% of travellers recommend

Chicago: Navy Pier Centennial Wheel Ticket
¥3,866
per adult
84% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.




