$487 Cheap Flights from Chicago (MDW) to Tokyo (HND)

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

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Cheap Flights from Chicago to Tokyo (MDW-HND)

Prices were available within the past 7 days and start at $487 for one-way flights and $869 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Delta
Delta
Delta
Delta
Delta
Delta
Delta
KLM
Air France

Alternative airports near Tokyo

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

Flights from Chicago (MDW) to Tokyo (HND)
Origin airport
Midway Intl.
Destination airport
Haneda
Airlines serving
Air France, Delta, KLM
Roundtrip price
$869
Distance
6305 mi

Chicago to Tokyo Flights

The cheapest times to fly from Chicago to Tokyo

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 Chicago to Tokyo are during the month of April. You can find some of the cheapest flights from Chicago to Tokyo with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Tokyo

Sunday is one of the best days to book for cheap flights from Chicago to Tokyo: 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 Chicago to Tokyo

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 Chicago to Tokyo in 2026. You can also book with separate airlines for your outbound and return journeys, from $487 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 Chicago to Tokyo 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 Chicago to Tokyo 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.

 

Frequently asked questions

How much does a flight from Chicago, IL (MDW-Midway Intl.) to Tokyo (HND-Haneda) cost?
You can find cheap one-way flights from $487 and cheap return flights from $869 MDW to HND 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 MDW to HND ticket fares go up or down.
What is the cheapest month to fly from Chicago, IL (MDW-Midway Intl.) to Tokyo (HND-Haneda)?
The cheapest month to fly from MDW to HND is April 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 Chicago, IL (MDW-Midway Intl.) to Tokyo (HND-Haneda)?
Enter MDW to HND and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Chicago, IL (MDW-Midway Intl.) to Tokyo (HND-Haneda)?
Delta, KLM and Korean Air are just some of the carriers that fly from Chicago, IL (MDW) to Tokyo (HND). Use Expedia's flight search tool to compare airlines on this route and find our cheapest option for your trip. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Chicago, IL (MDW-Midway Intl.) to Tokyo (HND-Haneda)?
To find a cheap flight from Chicago, IL (MDW-Midway Intl.) to Tokyo (HND-Haneda), 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 Chicago, IL (MDW-Midway Intl.) to Tokyo (HND-Haneda)?
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 Chicago, IL (MDW-Midway Intl.) to Tokyo (HND-Haneda)?
The earliest flight from Chicago, IL (MDW-Midway Intl.) to Tokyo (HND-Haneda) typically departs at around 6:00 AM, operated by Delta. This seasonal service is active in May, giving you a great start to your adventure in Japan. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
How long does it take to fly from Chicago, IL (MDW-Midway Intl.) to Tokyo (HND-Haneda)?
Flights from MDW to HND with one stop typically take around 17 hours 20 minutes, 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 Chicago, IL (MDW-Midway Intl.) to Tokyo (HND-Haneda)?
Select the "Business class" and "First class" filters when looking for MDW to HND 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 Chicago, IL (MDW-Midway Intl.) to Tokyo (HND-Haneda) flight with Expedia?
It's easy to earn miles on a Chicago, IL (MDW-Midway Intl.) to Tokyo (HND-Haneda) 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 Tokyo from Midway Intl. (MDW)?
From Midway Intl. (MDW), you can fly into Haneda (HND) to reach Tokyo. Some flights may connect through major hubs like Hartsfield-Jackson Atlanta Intl. (ATL), Detroit Metropolitan Wayne County (DTW), Minneapolis - St. Paul Intl. (MSP) before reaching Tokyo. 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 Chicago, IL (MDW-Midway Intl.) to Tokyo (HND-Haneda) at the last minute?
Typically, booking a last minute flight from Chicago, IL (MDW-Midway Intl.) to Tokyo (HND-Haneda) 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 Chicago, IL (MDW-Midway Intl.) to Tokyo (HND-Haneda) flight and hotel package?
Securing a Chicago, IL (MDW-Midway Intl.) to Tokyo (HND-Haneda) Tokyo 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 Chicago, IL (MDW-Midway Intl.) to Tokyo (HND-Haneda)?
If you booked your Chicago, IL (MDW-Midway Intl.) to Tokyo (HND-Haneda) 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.

*Flight schedules are subject to change.

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*Available to One Key members.