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$339+ Cheap flights from Tokyo (TYO) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
TYO — CHI
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Find cheap flights from Tokyo to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

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Cheapflights Tip: The best prices from Tokyo to Chicago are usually found in February or September, booked 7 days in advance, depart on a Tuesday or Wednesday and return on a Monday

Cheap flight deals from Tokyo to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Tokyo (TYO) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

Gurufare
3 stars

Round-trip from

$707
(Kiwi.com)

One-way from

$339
(Kiwi.com)

Popular in

October

Cheapest in

February

Average price

$1,507

Good round-trip deal

$978 or less

Good one-way deal

$589 or less
Provider with most accurate pricing for Tokyo (TYO)-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Tokyo (TYO)-Chicago (CHI) flights.
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From Tokyo (TYO) to Chicago (CHI)
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One-way flight from Tokyo (TYO) to Chicago (CHI)
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Highest demand for flights based on searches. 0% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($32 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Tokyo (TYO) to Chicago (CHI).
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Price to beat on a one-way flight from Tokyo (TYO) to Chicago (CHI).
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Find flight deals from Tokyo to Chicago

Cheapest flights from Tokyo to Chicago
Explore the most affordable flight options available from Tokyo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:35 pmNRT - ORD
1 stop34h 00mMultiple Airlines
Wed 1/79:09 pmORD - NRT
2 stops50h 16mMultiple Airlines
Deal found 11/3$707
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/248:25 pmHND - ORD
1 stop15h 53mAmerican Airlines
Sat 12/68:46 pmORD - HND
1 stop27h 19mAmerican Airlines
Deal found 11/2$765
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/245:30 pmNRT - ORD
1 stop21h 17mAmerican Airlines
Sat 12/68:45 pmORD - NRT
1 stop27h 45mAmerican Airlines
Deal found 11/2$767
This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/172:45 pmNRT - ORD
1 stop30h 20mMultiple Airlines
Tue 1/67:44 pmORD - NRT
2 stops57h 11mMultiple Airlines
Deal found 11/3$771
This Trip.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/232:45 pmNRT - ORD
1 stop30h 20mMultiple Airlines
Tue 12/307:44 pmORD - NRT
1 stop27h 41mMultiple Airlines
Deal found 11/2$780
This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/172:45 pmNRT - ORD
1 stop30h 20mMultiple Airlines
Mon 1/58:58 pmORD - NRT
2 stops31h 57mMultiple Airlines
Deal found 11/3$791
This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/182:45 pmNRT - ORD
1 stop30h 20mMultiple Airlines
Tue 1/67:44 pmORD - NRT
2 stops57h 11mMultiple Airlines
Deal found 11/3$799
This Mytrip deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/242:45 pmNRT - ORD
2 stops31h 58mMultiple Airlines
Sat 12/69:06 pmORD - NRT
1 stop26h 19mMultiple Airlines
Deal found 11/2$808
This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/172:45 pmNRT - ORD
1 stop30h 20mMultiple Airlines
Sun 1/410:49 pmORD - NRT
2 stops26h 11mMultiple Airlines
Deal found 11/3$812
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/98:25 pmHND - ORD
2 stops18h 47mAmerican Airlines
Sun 11/168:50 amORD - HND
1 stop18h 40mAmerican Airlines
Deal found 11/2$820
This FlightHub deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/412:15 pmHND - ORD
1 stop22h 20mEVA Air
Tue 11/1111:30 pmORD - HND
1 stop29h 50mEVA Air
Deal found 11/3$946
This Trip.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/62:45 pmNRT - MDW
2 stops35h 23mMultiple Airlines
Mon 12/812:18 pmMDW - NRT
2 stops35h 07mMultiple Airlines
Deal found 11/1$966

Cheapflights Fare Finder

 
Customize your flight search to find flights from Tokyo to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
Use the filters below to find and compare flights from Tokyo to Chicago that are best for you.

Fly from

Tokyo

Fly to

Chicago

Route

Depart

Return

Price

TokyoChicago

NRT - ORD

NRTORD

Tokyo Narita

Wed 12/17

2:45 pm-6:05 am

1 stop30h 20m

Chicago O'Hare Intl

Sun 1/4

10:49 pm-4:00 pm

2 stops26h 11m

$812

TokyoChicago

NRT - ORD

NRTORD

Tokyo Narita

Sun 2/8

10:40 am-7:16 pm

1 stop23h 36m

Chicago O'Hare Intl

Fri 2/20

2:47 pm-2:25 pm

2 stops32h 38m

$826

TokyoChicago

NRT - ORD

NRTORD

Tokyo Narita

Sat 12/6

2:45 pm-12:13 am

1 stop24h 28m

Chicago O'Hare Intl

Mon 12/8

6:50 am-2:25 pm

1 stop40h 35m

$901

TokyoChicago

NRT - ORD

NRTORD

Tokyo Narita

Mon 11/24

2:45 pm-7:43 am

2 stops31h 58m

Chicago O'Hare Intl

Tue 11/25

2:00 pm-4:20 pm

3 stops35h 20m

$917

TokyoChicago

NRT - ORD

NRTORD

Tokyo Narita

Wed 12/17

2:45 pm-10:44 am

2 stops34h 59m

Chicago O'Hare Intl

Wed 12/24

3:55 pm-4:30 pm

1 stop33h 35m

$1,067

TokyoChicago

NRT - ORD

NRTORD

Tokyo Narita

Thu 12/25

6:35 pm-1:35 pm

1 stop34h 00m

Chicago O'Hare Intl

Wed 1/7

3:40 pm-4:20 pm

1 stop33h 40m

$1,075

TokyoChicago

HND - ORD

HNDORD

Tokyo Haneda

Thu 12/18

10:25 am-7:35 pm

1 stop24h 10m

Chicago O'Hare Intl

Wed 12/31

11:30 pm-8:20 pm

1 stop29h 50m

$1,113

TokyoChicago

HND - ORD

HNDORD

Tokyo Haneda

Fri 12/19

10:25 am-7:35 pm

1 stop24h 10m

Chicago O'Hare Intl

Wed 12/31

11:30 pm-8:20 pm

1 stop29h 50m

$1,113

TokyoChicago

NRT - ORD

NRTORD

Tokyo Narita

Tue 12/23

1:00 pm-7:35 pm

1 stop21h 35m

Chicago O'Hare Intl

Tue 1/6

11:30 pm-12:00 pm

1 stop21h 30m

$1,113

TokyoChicago

NRT - ORD

NRTORD

Tokyo Narita

Thu 12/18

2:00 pm-7:35 pm

1 stop20h 35m

Chicago O'Hare Intl

Wed 12/31

11:30 pm-12:00 pm

1 stop21h 30m

$1,113

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 60 results
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6

Compare providers for flights from Tokyo to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Tokyo to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
oojoPrice Accuracy3 starsTrust Score*3 stars
GurufarePrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Tokyo-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Tokyo-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Tokyo-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Tokyo-Chicago flights, Cheapflights users trust Gurufare the most. Gurufare has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Tokyo-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Tokyo to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Tokyo with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Tokyo to Chicago

How far ahead should I book a flight from Tokyo to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Tokyo to Chicago. Price data was last updated on October 31, 2025.

The price you pay for your flight from Tokyo to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 7 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Tokyo to Chicago?

Currently, October is the cheapest month in which you can book a flight from Tokyo to Chicago (average of $758). Flying from Tokyo to Chicago in July is currently the most expensive (average of $1,542). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from TYO to CHI?

Find hourly flight availability from Tokyo to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 28% on flights from Tokyo to Chicago by exploring options for tickets in the evening.

Weekly flight availability from Tokyo to Chicago

Explore weekly flight availability from Tokyo to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 3, 2025.

The most flights from TYO to CHI are scheduled on a Tuesday (15 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (13 on average).

What’s the top layover airport for flights from Tokyo to Chicago?

Share of 1-stop round-trip flights from Tokyo to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.

Taipei City (TPE) – chosen by Cheapflights users on 80% of 1-stop itineraries from Tokyo to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from Tokyo to Chicago?

Average round-trip fare for 1-stop flights from Tokyo to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Taipei City (TPE) is the most affordable 1-stop option, with an average round-trip price of $1,201.

What’s the fastest layover option from Tokyo to Chicago?

Shortest average travel time for 1-stop one-way flights from Tokyo to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Taipei City (TPE) have the shortest average one-way travel time for 1-stop routes: 21h 28m.

Which airport typically offers the quickest layover for flights from Tokyo to Chicago?

Average layover duration for 1-stop one-way flights from Tokyo to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Taipei City (TPE) offer the fastest connection on this route, with an average layover time of 6h 58m.

The best insider tips for Tokyo to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Tokyo to Chicago trip
Airlines
Japan Airlines

Enjoy 34 inches of legroom in economy, plus seat-back screens and power outlets.


Business class offers a la carte dining and priority bag service for a seamless experience.

Read more about Japan Airlinesby Emily Zemler
ANA

ANA's business class suites offer 35-inch wide seats with 24-inch 4K displays.


Premium economy includes dedicated check-in and lounge access for added comfort.

Read more about ANAby Marisa Garcia
Airports
NRT

Check-in and security lines at NRT move quickly. Enjoy top-floor observation decks and dining options before security for a relaxing start.

Read more about NRTby John Walton
HND

HND offers efficient security and a charming Edo-period shopping area. Enjoy a smooth departure with minimal delays.

Read more about HNDby Gabriel Leigh
ORD

Expect long walks at ORD. Use the free shuttle train between terminals and prepare for lengthy immigration lines in Terminal 5.

Read more about ORDby Ramsey Qubein
Our travel experts
Emily Zemler

Emily Zemler

Expert on Japan Airlines

Emily Zemler

Emily Zemler

Emily is a freelance writer and book author based in London covering entertainment and travel. Her work has appeared in Los Angeles Times, Observer, and Conde Nast Traveler She has ventured to more than 40 countries and all seven continents, always in search of a great art museum. She has written extensively about hotels, luxury travel, and aviation.

Read more
Marisa Garcia

Marisa Garcia

Expert on ANA

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
John Walton

John Walton

Expert on NRT

John Walton

John Walton

Independent aviation journalist John Walton took his first flight at eight weeks old and hasn’t stopped travelling since. A world-renowned expert in airlines and the passenger experience, he writes in depth on aviation, is a resident expert on travel in Japan and France, and offers a uniquely queer perspective on travelling the world.

Read more
Gabriel Leigh

Gabriel Leigh

Expert on HND

Gabriel Leigh

Gabriel Leigh

Gabriel is a writer and video creator. As senior content producer for Flightradar24 and Monocle’s transport correspondent, he keeps a close eye on aviation in particular. He has also written travel articles for the likes of The New York Times. Born in New York but raised around the world, he now lives in Sweden. He’s been to 75 countries, flying 2.3 million miles on 113 airlines and through 234 airports in the process.

Read more

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated November 3, 2025.
Read reviews from past customers who have flown EVA Air, ANA, and Cathay Pacific from Tokyo to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
EVA Air
8.4
Very good
1,270 reviews

Comfort

8.3

Food

8.1

Overall

8.4

Crew

8.6

Entertainment

8.0

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2025

TPE - YYZ

All was well. Despite the flight being delayed a few minutes, passengers were made sure to be informed and updated on the status of the delay.
EVA Air
8.4
Very good
1,270 reviews
EVA Air
8.4
Very good
1,270 reviews

Comfort

8.3

Food

8.1

Overall

8.4

Crew

8.6

Entertainment

8.0

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2025

TPE - YYZ

All was well. Despite the flight being delayed a few minutes, passengers were made sure to be informed and updated on the status of the delay.
ANA
8.4
Very good
1,000 reviews
EVA Air
8.4
Very good
1,270 reviews

Comfort

8.3

Food

8.1

Overall

8.4

Crew

8.6

Entertainment

8.0

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2025

TPE - YYZ

All was well. Despite the flight being delayed a few minutes, passengers were made sure to be informed and updated on the status of the delay.
Cathay Pacific
7.6
Good
1,048 reviews
EVA Air
8.4
Very good
1,270 reviews

Comfort

8.3

Food

8.1

Overall

8.4

Crew

8.6

Entertainment

8.0

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2025

TPE - YYZ

All was well. Despite the flight being delayed a few minutes, passengers were made sure to be informed and updated on the status of the delay.
United Airlines
7.4
Good
8,996 reviews
EVA Air
8.4
Very good
1,270 reviews

Comfort

8.3

Food

8.1

Overall

8.4

Crew

8.6

Entertainment

8.0

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2025

TPE - YYZ

All was well. Despite the flight being delayed a few minutes, passengers were made sure to be informed and updated on the status of the delay.
Air Canada
7.1
Good
10,397 reviews
EVA Air
8.4
Very good
1,270 reviews

Comfort

8.3

Food

8.1

Overall

8.4

Crew

8.6

Entertainment

8.0

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2025

TPE - YYZ

All was well. Despite the flight being delayed a few minutes, passengers were made sure to be informed and updated on the status of the delay.

Related info for your journey

Find useful and relevant information for your journey from Tokyo to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Tokyo to Chicago?

    Airlines like EVA Air, WestJet, and Delta fly from Tokyo to Chicago in about 20h 02m. The time it takes to get you to your destination can typically vary by up to 11h 29m. The distance from Tokyo to Chicago is about 6302 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Tokyo to Chicago round-trip?

    Air Canada, at $804, was found to be the cheapest airline from Tokyo to Chicago.Alternate airlines to your destination round-trip include United Airlines and ANA. Air Canada is currently priced 45% below the average price you’ll pay for this route.

  • What are the most popular routes from Tokyo to Chicago?

    The most popular flight routes from Tokyo to Chicago are Tokyo Haneda - Chicago O'Hare Intl, Tokyo Narita - Chicago O'Hare Intl and Tokyo Haneda - Chicago Midway.

  • What are the most reliable airlines from Tokyo to Chicago?

    No one likes to see their flight delayed. When booking a flight from Tokyo to Chicago consider choosing ANA (84%), Thai Airways (73%) or United Airlines (73%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Tokyo to Chicago?

    The cheapest flight price from Tokyo to Chicago is $1,044. On average you can expect to pay $1,906. The most popular route, (Tokyo Haneda - Chicago O'Hare Intl), can usually be booked for $1,010.

  • Can I find deals for flights from Tokyo to Chicago that include hotel bookings?

    Yes. In addition to deals on Tokyo to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Tokyo to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Tokyo to Chicago.

  • Can I find deals for business class flights from Tokyo to Chicago?

    Yes. Cheapflights offers flight deals from Tokyo to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Tokyo to Chicago?

    Currently, October is the cheapest month in which you can book a flight from Tokyo to Chicago (average of $758). Flying from Tokyo to Chicago in July is currently the most expensive (average of $1,542). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Top 3 airlines flying from Tokyo to Chicago

Discover the top 3 airlines that operate flights from Tokyo to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$804Average$1,441FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$1,389Average$1,799FlexibilityNo cancel feeOn-time69%
ANACheapest$1,551Average$1,990FlexibilityNo cancel feeOn-time80%

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