$1,044 Cheap Flights from Tokyo (HND) to Chicago (MDW)

View $1,044 flight on Tue, Jun 16, 2026Opens in a new window

Popular airlines from Haneda Airport (HND) to Chicago Midway Airport (MDW)

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Cheap Flights from Tokyo to Chicago (HND-MDW)

Prices were available within the past 7 days and start at $1,044 for one-way flights and $1,925 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Oct 20 - Thu, Nov 12
HND
Tokyo
MDW
Chicago
$1,925 Roundtrip, found 3 hours ago
$1,925
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Oct 20 from Tokyo to Chicago, returning Thu, Nov 12, priced at $1,925 found 3 hours ago
Delta
Tue, Sep 1 - Mon, Sep 14
HND
Tokyo
MDW
Chicago
$1,926 Roundtrip, found 2 days ago
$1,926
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Sep 1 from Tokyo to Chicago, returning Mon, Sep 14, priced at $1,926 found 2 days ago
Delta
Thu, Dec 24 - Wed, Dec 30
HND
Tokyo
MDW
Chicago
$1,931 Roundtrip, found 6 hours ago
$1,931
Roundtrip
found 6 hours ago
Select Delta flight, departing Thu, Dec 24 from Tokyo to Chicago, returning Wed, Dec 30, priced at $1,931 found 6 hours ago
Delta
Thu, Dec 24 - Wed, Dec 30
HND
Tokyo
MDW
Chicago
$1,932 Roundtrip, found 6 hours ago
$1,932
Roundtrip
found 6 hours ago
Select Delta flight, departing Thu, Dec 24 from Tokyo to Chicago, returning Wed, Dec 30, priced at $1,932 found 6 hours ago
Delta
Thu, Dec 24 - Wed, Dec 30
HND
Tokyo
MDW
Chicago
$1,933 Roundtrip, found 6 hours ago
$1,933
Roundtrip
found 6 hours ago
Select Delta flight, departing Thu, Dec 24 from Tokyo to Chicago, returning Wed, Dec 30, priced at $1,933 found 6 hours ago
Delta
Thu, Dec 24 - Wed, Dec 30
HND
Tokyo
MDW
Chicago
$1,938 Roundtrip, found 6 hours ago
$1,938
Roundtrip
found 6 hours ago
Select Delta flight, departing Thu, Dec 24 from Tokyo to Chicago, returning Wed, Dec 30, priced at $1,938 found 6 hours ago
Delta
Thu, Dec 24 - Wed, Dec 30
HND
Tokyo
MDW
Chicago
$1,940 Roundtrip, found 6 hours ago
$1,940
Roundtrip
found 6 hours ago
Select Delta flight, departing Thu, Dec 24 from Tokyo to Chicago, returning Wed, Dec 30, priced at $1,940 found 6 hours ago
Delta
Thu, Dec 24 - Wed, Dec 30
HND
Tokyo
MDW
Chicago
$1,940 Roundtrip, found 6 hours ago
$1,940
Roundtrip
found 6 hours ago
Select Delta flight, departing Thu, Dec 24 from Tokyo to Chicago, returning Wed, Dec 30, priced at $1,940 found 6 hours ago
Air France
Fri, Aug 28 - Sun, Aug 30
HND
Tokyo
MDW
Chicago
$3,706 Roundtrip, found 1 hour ago
$3,706
Roundtrip
found 1 hour ago
Select Air France flight, departing Fri, Aug 28 from Tokyo to Chicago, returning Sun, Aug 30, priced at $3,706 found 1 hour ago
Korean Air
Fri, Jul 31 - Mon, Aug 24
HND
Tokyo
MDW
Chicago
$7,273 Roundtrip, found 21 hours ago
$7,273
Roundtrip
found 21 hours ago
Select Korean Air flight, departing Fri, Jul 31 from Tokyo to Chicago, returning Mon, Aug 24, priced at $7,273 found 21 hours ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $1,530
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $1,530

Frequently asked questions

How much does a flight from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.) cost?
You can find cheap one-way flights from $1,044 and cheap return flights from $1,925 HND to MDW with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when HND to MDW ticket fares go up or down.
What is the cheapest month to fly from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.)?
The cheapest month to fly from HND to MDW is October when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.)?
Enter HND to MDW and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.)?
To find a cheap flight from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
What is the earliest flight from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.)?
The earliest flight from Haneda (HND) to Midway International Airport (MDW) usually departs at around 1:00 AM, operated by Air France and Delta. This seasonal service is available in January, allowing you to begin your journey to Chicago early in the day. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
How long does it take to fly from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.)?
A flight from HND to MDW with a layover takes around 17 hours 20 minutes, with the route covering approximately 6,307 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.)?
Select the "Business class" and "First class" filters when looking for HND to MDW flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.) flight with Expedia?
It's easy to earn miles on a Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from Haneda (HND)?
From Haneda (HND), you can fly into Midway Intl. (MDW) and O'Hare Intl. (ORD) in Chicago. Some flights may connect through major hubs like Incheon Intl. (ICN), Roissy-Charles de Gaulle (CDG) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.) at the last minute?
Typically, booking a last minute flight from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.) flight and hotel package?
Securing a Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.) Chicago Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.)?
If you booked your Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Haneda
Destination airport
Midway Intl.
Airlines serving
Delta, KLM, Korean Air
Roundtrip price
$1,924
Distance
6305 mi

Book with confidence

Tokyo to Chicago Flights

The cheapest times to fly from Tokyo to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Tokyo to Chicago are during the month of October. You can find some of the cheapest flights from Tokyo to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Tokyo to Chicago

Sunday is one of the best days to book for cheap flights from Tokyo to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Tokyo to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Tokyo to Chicago in 2026. You can also book with separate airlines for your outbound and return journeys, from $1,044 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Tokyo to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Tokyo to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Tokyo to Chicago Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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