Half Day Vacations from ￥215,298

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    Save up to ￥45,448 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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The Latest Half Day Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was ￥233,195, price is now ￥215,298 per person
￥215,298
per person
Apr 2 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.6/10 Excellent! (2,008 reviews)
Clean room, amazinggggg views, everyone was so nice. Must go downstairs to Toro and get a martini from John!!

Reviewed on Jan 10, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ￥255,656, price is now ￥217,333 per person
￥217,333
per person
Apr 2 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
everything was awesome. The room was amazing. The staff was very helpful. The entire hotel was very clean. The only drawback was the water pressure in the sink. We had a room with two sinks, and both sinks had low water, pressure and lukewarm water. It never did get hot.

Reviewed on Jan 19, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was ￥235,570, price is now ￥216,742 per person
￥216,742
per person
Apr 2 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (2,947 reviews)
The bartenders were rude.

Reviewed on Jan 17, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was ￥234,774, price is now ￥216,988 per person
￥216,988
per person
Apr 2 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Clean room and amenities

Reviewed on Jan 8, 2026

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was ￥243,009, price is now ￥224,657 per person
￥224,657
per person
Apr 2 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Room was extremely clean, and staff was very accommodating

Reviewed on Jan 17, 2026

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 showing a city

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.

Find hotels in Downtown Chicago

Half Day Hotel Deals

Staybridge Suites, Lincolnshire by IHG

Staybridge Suites, Lincolnshire by IHG

3 out of 5
100 Barclay Blvd Lincolnshire IL
Fully refundableReserve now, pay when you stay
The price is ￥15,021 per night from Jan 23 to Jan 24
￥15,021
￥16,821 total
Jan 23 - Jan 24
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Great stay. Breakfast, convenience items at the store, etc were great!

Reviewed on Jan 17, 2026

Staybridge Suites, Lincolnshire by IHG
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥30,988 per night from Feb 13 to Feb 14
￥30,988
￥36,376 total
Feb 13 - Feb 14
includes taxes & fees
8.2/10 Very Good! (2,184 reviews)
Location is absolutely perfect. Tunnel connects you easily from the baggage claim area! However, our room was very cold and the temperature was hard to adjust. Granted, it was also January and it was probably 5° outside, but still, it was a little hard to sleep. The hotel is quiet despite being situated ...

Reviewed on Jan 18, 2026

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is ￥21,370 per night from Jan 20 to Jan 21
￥21,370
￥24,358 total
Jan 20 - Jan 21
includes taxes & fees
8.8/10 Excellent! (2,311 reviews)
Fine if you need to be close to O'Hare.

Reviewed on Jan 15, 2026

Hyatt Regency O'Hare Chicago
See all 1,336 properties in Half Day
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

How much does a Half Day vacation package cost?
Our Half Day packages, which start from as low as ￥215,298, are an easy way to save big bucks. Handpick your preferred hotels, flights and more to create a custom-built itinerary.
How do I get a cheap travel package to Half Day?
Combine your flight and hotel bookings, throw in extras such as tours, and save with a Half Day vacation package. You won't just walk away with exciting discounts on your adventure — you'll have a world of choice within your reach too. When you book with Expedia, you'll have your pick of over 550 airlines and 1,000,000 properties around the globe. Your next affordable adventure starts right here, right now!
Where should I stay in Half Day?
If you plan to visit Marriott Theatre, forget about commuting and find a place to stay close by. It's one of the most popular attractions in Half Day.
What are the top hotels in Half Day?
Lincolnshire Marriott Resort and Springhill Suites By Marriott Chicago Lincolnshire are two of the most well-known hotels in Half Day. Why not look up the amenities and rates at each and then decide?
How far in advance should I book my Half Day vacation?
Travelers are normally able to compare international airfares on Expedia up to 12 months prior to departure. Booking at the last minute? With a bit of luck, it's still possible to score an affordable ticket only weeks before your flight.
What does an Expedia Half Day travel package include?
Hotels, flights and a shiny set of wheels for all your fun road trip adventures. Simply pick and choose your preferred bundle and get access to incredible deals. Once you've made your booking, add on a few experiences and tours and watch your savings pile up. When it comes to organizing your Half Day escape, you're the boss!
What should I know before booking a Half Day travel package?
When you book your hotels, flights and car rentals together, you'll walk away with great discounts. Whether you're planning a beach escape in a villa or want to stay in a cozy apartment in the city, Expedia can help make it happen.
Can I choose my airline with a Half Day Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You get to decide. We have more than 550 airline partners around the world, so you have loads of choice when creating your Half Day escape.
If I'm not able to travel, can I cancel my Half Day vacation package?
Yes you can, and we'll help you every step of the way. You may be able to amend or cancel your Half Day vacation package at no cost if you booked in the last 24 hours. However, you may incur a fee from your airline, hotel or car rental company if you booked more than 24 hours ago. If life gets in the way of your vacation, have a look at our Customer Service Portal for further information.

Discover the most popular places to visit in Half Day

Wrigley Field featuring cbd, a sporting event and a city

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.

Wrigley Field
Magnificent Mile - River North showing night scenes, a city and signage

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.

Michigan Avenue
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

￥6,889
per adult
100% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

￥3,845
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Art Institute of Chicago

Art Institute of Chicago

￥6,263
per adult
92% of travellers recommend
Art Institute of Chicago
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.