Are there direct flights from Tokyo to Chicago?

Direct flights from Tokyo to Chicago are available, but they represent a smaller portion of the total routes. In the trailing 90 days, approximately 7% of flights on this route were direct. For flights with stopovers, travelers typically encountered one stop between Tokyo and Chicago.

Are non-stop flights from Tokyo to Chicago worth the extra cost?

Historically, non-stop flights from Tokyo to Chicago have been considerably more expensive than connecting flights. The median price for a direct flight was $1989, representing a premium of 69% over the median connecting flight price of $1175. Direct flights also made up a smaller share of the available routes, accounting for about 7.3% of options in the trailing 90 days.

Flights From Tokyo

To Chicago

Cheap Flights from Tokyo to Chicago

Q: How long is the flight from Tokyo to Chicago?

The direct flight from Tokyo to Chicago typically takes around 11 hours and 55 minutes, covering a distance of 10099 kilometers. For flights with one stop, the median travel time increases significantly to approximately 25 hours and 35 minutes. This difference highlights the convenience of direct routes for this long-haul journey.

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Prices updated 2 days ago

405 airlines compared

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Fares are subject to change and may not be available for all dates. (Data last updated Jul 26, 2026.)

Today’s best flight deals from Tokyo to Chicago

Explore current cheapest deals departing from Tokyo to Chicago

2026-09-09 – 2026-09-15
TYO - Chicago
85% AI deal score
$979
$773
Round trip
2026-10-07 – 2026-10-28
TYO - Chicago
75% AI deal score
$840
$794
Round trip
2026-10-07 – 2026-10-20
TYO - Chicago
75% AI deal score
$847
$796
Round trip
2026-09-01 – 2026-09-17
TYO - Chicago
81% AI deal score
$929
$803
Round trip
2026-09-03 – 2026-09-16
TYO - Chicago
78% AI deal score
$938
$818
Round trip
2026-09-11 – 2026-09-19
TYO - Chicago
81% AI deal score
$949
$825
Round trip
2026-09-04 – 2026-09-05
TYO - Chicago
87% AI deal score
$1,036
$839
Round trip
2026-09-07 – 2026-09-11
TYO - Chicago
82% AI deal score
$1,027
$857
Round trip
2026-09-01 – 2026-09-12
TYO - Chicago
78% AI deal score
$981
$865
Round trip
2026-09-11 – 2026-09-18
TYO - Chicago
77% AI deal score
$981
$867
Round trip

Tokyo to Chicago: Overview

Insights for flights from Tokyo to Chicago

Flights from Tokyo to Chicago cover a substantial distance of 10099 km, classifying this as a long-haul journey. This means you should anticipate a significant travel duration, often involving connections, to reach your destination.

For those seeking cheap flights from Tokyo to Chicago, fares typically range from $1000–$1869, with a median price of $1270. Right now, current fares are above the typical level, suggesting prices are higher than usual for this route. New deals for this route appear almost daily, so setting up a price alert can be beneficial.

When is the cheapest time to fly from Tokyo to Chicago? Historically, the most affordable month to fly is December, with a median fare of $867. Other cost-effective options include May, with a median fare of $1026, and January, where the median fare is $1093.

Most itineraries for this route connect at least once, as only 7% of recent fares were for direct flights from Tokyo to Chicago. When connecting, the typical number of stopovers is 1, which can influence your overall travel time.

How long is the flight from Tokyo to Chicago? A typical journey, including connections, takes approximately 29h 50m. This duration reflects the long-haul nature of the route and the prevalence of connecting flights.

How much is a round trip from Tokyo to Chicago

Regular price: $843 - $1,669

Prices for flights from Tokyo to Chicago are currently below the regular range.

The regular price range for flights from Tokyo to Chicago is between $843 and $1669. The current lowest deal is $653 with Viva Macau, for travel from Sep 9-Sep 16.

now $653

Low $843

High $1,669

The cheapest time to fly from Tokyo to Chicago

The cheapest month to fly from Tokyo to Chicago is December, with a median price of $867. The most expensive month is November, with a median price of $1961. Prices are generally lower from January to December.

December

Cheapest

Flights from $867

November

Most Expensive

Flights from $1,961

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Tokyo to Chicago

All Nippon Airways

Last-minute flights going from Tokyo to Chicago

Tue, Aug 11

⌛ Last-Minute

NRT - Chicago

Tokyo (NRT) - Chicago (MDW)

WestJet

$1,195

$1,239

One-way

Wed, Aug 19

⌛ Last-Minute

NRT - Chicago

Tokyo (NRT) - Chicago (ORD)

Viva Macau, Frontier Airlines

$1,175

$1,119

One-way

Wed, Aug 26

⌛ Last-Minute

NRT - Chicago

Tokyo (NRT) - Chicago (ORD)

Viva Macau, Frontier Airlines

$1,147

$990

One-way

Wed, Aug 26

⌛ Last-Minute

NRT - Chicago

Tokyo (NRT) - Chicago (ORD)

Viva Macau, Frontier Airlines

$1,160

$1,001

One-way

Wed, Aug 26

⌛ Last-Minute

NRT - Chicago

Tokyo (NRT) - Chicago (ORD)

Viva Macau, Frontier Airlines

$1,146

$1,012

One-way

Thu, Aug 27

⌛ Last-Minute

NRT - Chicago

Tokyo (NRT) - Chicago (ORD)

Viva Macau

$1,156

$1,064

One-way

Biggest price drops on these dates for flights from Tokyo to Chicago

1 night

Aug 29 - Aug 30

$1,142 → $938

18%

2 nights

Aug 28 - Aug 30

$1,139 → $944

17%

1 night

Aug 26 - Aug 27

$1,160 → $1,001

14%

3 nights

Aug 26 - Aug 29

$1,147 → $990

14%

Popular Airports to fly from Tokyo to Chicago

Tokyo - Chicago route insights

💸 Price insights

Recent fares are above the typical level.

Recent fares for Tokyo to Chicago are above the typical level at $1270.

📅 Best time to fly

December is historically the cheapest month to fly.

Historically, December is the cheapest month to fly from Tokyo to Chicago, with a median price of $867.

⏱️ Flight duration

Flights typically last 29h 50m.

Flights from Tokyo to Chicago typically last 29 hours and 50 minutes, with one or more stops.

✈️ Airlines & availability

Connecting flights are dominant on this route.

Only 7% of recent flights from Tokyo to Chicago are direct, with most having 1 stopover.

🏆 Airline highlight

All Nippon Airways offers direct flights.

All Nippon Airways is one airline offering direct flights from Tokyo to Chicago.

🎯 Booking tip

Deals appear frequently for this route.

Deals for flights from Tokyo to Chicago appear frequently, with many deals within 30 days.

Tokyo main airports to depart from

Narita International (NRT)

Cheapest

Narita International Airport is a good option for flights from Tokyo to Chicago.

📍 ~60 km from city center (reachable by car or train)

💸 Flights from ~$933

Chicago main airports to arrive at

O Hare International (ORD)

Cheapest

O'Hare International Airport is a major hub, offering extensive connections for your arrival in Chicago.

📍 ~20 km from Chicago (reachable by car, train, and bus)

💸 Flights from ~$933

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers excellent proximity to Chicago with high-frequency flight options and direct rail access.

📍 ~135 km from Chicago (reachable by car, rail)

💸 Flights from ~$829

Business & First Class Flight Deals to Chicago

91% AI deal score

$2,933

$2,105

Save $828

Frequently Asked Questions About Flights to Chicago

Historically, the lowest average prices for flights from Tokyo to Chicago have been found when booking 14-27 days in advance. During this period, the average price was $1141. Booking 7-13 days out also offered relatively low prices, averaging $1223. Prices tended to be higher for bookings made closer to departure, such as within 0-6 days, where the average price was $2063.

Across the trailing quarter, a good price for a flight from Tokyo to Chicago was considered to be $1000 or less. The median price observed for this route was $1270. Prices typically started to increase significantly beyond this point, with 75% of prices being $1869 or less.

Historically, December has been the cheapest month to fly from Tokyo to Chicago, with a median price of $867. May also offered competitive prices, with a median of $1026. The annual median price for this route was $1270, indicating that these months presented notable savings compared to the overall average.

Tokyo to Chicago: Overview

Insights for flights from Tokyo to Chicago

How much is a round trip from Tokyo to Chicago

Regular price: $843 - $1,669

Prices for flights from Tokyo to Chicago are currently below the regular range.

The regular price range for flights from Tokyo to Chicago is between $843 and $1669. The current lowest deal is $653 with Viva Macau, for travel from Sep 9-Sep 16.

now $653

Low $843

High $1,669

The cheapest time to fly from Tokyo to Chicago

December

Cheapest

Flights from $867

November

Most Expensive

Flights from $1,961

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec