Which layover airport has the shortest connection time from Chicago to Osaka?

San Francisco (SFO) has the shortest average layover time for this route: 1h 37m.

Which airline has the best punctuality record on Chicago to Osaka flights?

According to our data, China Airlines have had the least number of delays on this route over the last 12 months; with about 26% of their flights experiencing any sort of delay.

What airlines fly to Osaka?

ANA, EVA Air and Air Canada are the top three most popular airlines that fly to Osaka from Chicago according to our data. ANA is the first choice among our users, with 41% of people opting to fly with this airline when traveling to Osaka. Keep in mind that there are 4 different airlines that fly to Osaka on a routine basis, so you have a few additional options to choose from.

Which layover airport offers the lowest fares from Chicago to Osaka?

Flights via Hong Kong (HKG) offer the lowest average round-trip price of $809.

What is the cheapest airline that flies from Chicago to Osaka?

Japan Airlines, ANA, and EVA Air are the most popular carriers operating from Chicago to Osaka

How often are flights from Chicago to Osaka delayed?

Historically, on average around 27% of flights between Chicago and Osaka have experienced a delay on any given week. The average delay length over the past 12 months has been 122 minutes.

What is the most punctual flight time for Chicago to Osaka flights?

Generally, flights departing in the evening tend to experience fewer delays. Flights at night have, in the past, seen delays more frequently in comparison.

Which airport is the most popular layover for flights between Chicago and Osaka?

Tokyo (HND) was the most common stop: 39% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport has the shortest travel time from Chicago to Osaka?

Flights connecting via Tokyo (HND) have the shortest average one-way travel time: 16h 40m.

What day of the week experiences the fewest flight delays on this route?

Friday is statistically the day of the week which experiences the fewest number of delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

When did momondo last update prices for flights from Chicago to Osaka?

Prices for flights from Chicago to Osaka refresh daily.

How many operators does momondo search for flights from Chicago to Osaka?

As of January 2026, there are 4 operators available to choose from for flights from Chicago to Osaka.

How old do you have to be to fly from Chicago to Osaka?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Osaka.

What documentation or ID do you need to fly to Osaka?

The travel and health documents required for your trip to Osaka can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Osaka. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$398 Cheap Flights from Chicago to Osaka in 2026

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One-way

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Cheap round-trip flights

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7:07 am - 8:20 pm

ORD

ITM

22h 13m2 stops

4:00 pm - 7:45 pm

ITM

ORD

18h 45m2 stops

$850Air Canada

Sun, Feb 15 - Sun, Feb 22

2:35 pm - 5:50 pm

ORD

KIX

36h 15m1 stop

4:55 pm - 12:55 pm

KIX

ORD

35h 00m1 stop

$864Cathay Pacific

Wed, Jan 21 - Wed, Feb 4

7:15 am - 8:35 pm

ORD

KIX

22h 20m2 stops

3:45 pm - 10:05 pm

KIX

ORD

21h 20m2 stops

$868Multiple Airlines

Wed, Jan 28 - Wed, Feb 4

7:15 am - 8:35 pm

ORD

KIX

22h 20m2 stops

3:45 pm - 7:45 pm

KIX

ORD

19h 00m2 stops

$869Multiple Airlines

Tue, Jan 13 - Wed, Jan 21

5:40 pm - 7:40 am

ORD

ITM

23h 00m1 stop

8:30 am - 7:35 am

ITM

ORD

14h 05m1 stop

$907Japan Airlines

Wed, Jan 21 - Wed, Feb 4

12:10 pm - 7:50 pm

ORD

ITM

17h 40m1 stop

7:05 am - 9:15 am

ITM

ORD

16h 10m1 stop

$929Japan Airlines

Mon, Apr 20 - Tue, May 12

11:30 am - 6:55 pm

ORD

ITM

17h 25m1 stop

8:20 pm - 8:20 am

ITM

ORD

26h 00m1 stop

$947ANA

Tue, Mar 10 - Thu, Mar 19

4:25 pm - 8:00 am

ORD

UKB

24h 35m1 stop

7:05 am - 7:20 am

UKB

ORD

15h 15m1 stop

$953ANA

Wed, Jan 21 - Wed, Feb 4

12:30 am - 10:00 am

ORD

UKB

19h 30m1 stop

11:00 am - 9:00 pm

UKB

ORD

24h 00m1 stop

$965EVA Air

Mon, Mar 9 - Mon, Apr 20

12:30 am - 10:00 am

ORD

UKB

19h 30m1 stop

11:00 am - 9:00 pm

UKB

ORD

24h 00m1 stop

$971EVA Air

Mon, Mar 30 - Wed, Apr 8

Cathay Pacific flights from Chicago to Osaka

Our best Cathay Pacific deals on Chicago to Osaka flight tickets

Cathay Pacific

Jan 21

ORD2:35 pmChicago O'Hare Intl

36h 15m

1 stop

KIX5:50 pmOsaka Kansai Intl

Feb 4

KIX4:55 pmOsaka Kansai Intl

35h 00m

1 stop

ORD12:55 pmChicago O'Hare Intl

$864

Find similar

Cathay Pacific

Jan 28

ORD2:35 pmChicago O'Hare Intl

39h 30m

1 stop

KIX9:05 pmOsaka Kansai Intl

Feb 4

KIX4:15 pmOsaka Kansai Intl

35h 40m

2 stops

ORD12:55 pmChicago O'Hare Intl

$879

Find similar

Cathay Pacific

Jan 21

ORD2:35 pmChicago O'Hare Intl

36h 15m

1 stop

KIX5:50 pmOsaka Kansai Intl

Feb 4

KIX4:15 pmOsaka Kansai Intl

35h 40m

2 stops

ORD12:55 pmChicago O'Hare Intl

$880

Find similar

EVA Air flights from Chicago to Osaka

Our best EVA Air deals on Chicago to Osaka flight tickets

EVA Air

Mar 9

ORD12:30 amChicago O'Hare Intl

19h 30m

1 stop

UKB10:00 amKobe

Apr 20

UKB11:00 amKobe

24h 00m

1 stop

ORD9:00 pmChicago O'Hare Intl

$965

Find similar

EVA Air

Jan 13

ORD11:30 pmChicago O'Hare Intl

21h 25m

1 stop

KIX11:55 amOsaka Kansai Intl

Jan 21

KIX10:55 amOsaka Kansai Intl

23h 40m

1 stop

ORD7:35 pmChicago O'Hare Intl

$969

Find similar

EVA Air

Jan 13

ORD11:30 pmChicago O'Hare Intl

26h 25m

1 stop

KIX4:55 pmOsaka Kansai Intl

Jan 21

KIX12:55 pmOsaka Kansai Intl

21h 40m

1 stop

ORD7:35 pmChicago O'Hare Intl

$970

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Sun 2/15

7:07 am-8:20 pm

2 stops22h 13m

Osaka Itami

Sun 2/22

4:00 pm-7:45 pm

2 stops18h 45m

$850

ChicagoOsaka

ORD - KIX

ORDKIX

Chicago O'Hare Intl

Wed 1/21

2:35 pm-5:50 pm

1 stop36h 15m

Osaka Kansai Intl

Wed 2/4

4:55 pm-12:55 pm

1 stop35h 00m

$864

ChicagoOsaka

ORD - KIX

ORDKIX

Chicago O'Hare Intl

Wed 1/28

7:15 am-8:35 pm

2 stops22h 20m

Osaka Kansai Intl

Wed 2/4

3:45 pm-10:05 pm

2 stops21h 20m

$868

ChicagoOsaka

ORD - KIX

ORDKIX

Chicago O'Hare Intl

Tue 1/13

7:15 am-8:35 pm

2 stops22h 20m

Osaka Kansai Intl

Wed 1/21

3:45 pm-7:45 pm

2 stops19h 00m

$869

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Wed 1/21

5:40 pm-7:40 am

1 stop23h 00m

Osaka Itami

Wed 2/4

8:30 am-7:35 am

1 stop14h 05m

$907

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Mon 4/20

12:10 pm-7:50 pm

1 stop17h 40m

Osaka Itami

Tue 5/12

7:05 am-9:15 am

1 stop16h 10m

$929

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Tue 3/10

11:30 am-6:55 pm

1 stop17h 25m

Osaka Itami

Thu 3/19

8:20 pm-8:20 am

1 stop26h 00m

$947

ChicagoKobe

ORD - UKB

ORDUKB

Chicago O'Hare Intl

Wed 1/21

4:25 pm-8:00 am

1 stop24h 35m

Kobe

Wed 2/4

7:05 am-7:20 am

1 stop15h 15m

$953

ChicagoKobe

ORD - UKB

ORDUKB

Chicago O'Hare Intl

Mon 3/9

12:30 am-10:00 am

1 stop19h 30m

Kobe

Mon 4/20

11:00 am-9:00 pm

1 stop24h 00m

$965

ChicagoKobe

ORD - UKB

ORDUKB

Chicago O'Hare Intl

Mon 3/30

12:30 am-10:00 am

1 stop19h 30m

Kobe

Wed 4/8

11:00 am-9:00 pm

1 stop24h 00m

$971

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How to get the cheapest flight ticket from Chicago to Osaka

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Delays

Layovers

What is the cheapest month to fly to Osaka?

In general, May is the cheapest month to fly from Chicago to Osaka. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $759. If you are unable to visit Osaka during the month of May, then departing from Chicago during the month September is also very affordable. Most momondo users find prices during this month for around $991.

Can stopping save me money on Chicago to Osaka flights?

You could potentially save up to 34% on your flight if you consider stops on a Chicago to Osaka flight.

When to book flights from Chicago to Osaka

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Osaka according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Osaka (CHI to OSA) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Osaka

Fastest flight time	17h 15m
Direct flights	None

The fastest flight from Chicago to Osaka takes 17h 15m

There are no direct flights from Chicago to Osaka. There are no popular flight routes from Chicago to Osaka.

Search flight deals

How far is Chicago to Osaka by plane?
The distance between Chicago and Osaka is about 6480.2 mi. In terms of flight time, this usually takes a little over 17h 15m.
When did momondo last update prices for flights from Chicago to Osaka?
Prices for flights from Chicago to Osaka refresh daily.
How many operators does momondo search for flights from Chicago to Osaka?
As of January 2026, there are 4 operators available to choose from for flights from Chicago to Osaka.
How old do you have to be to fly from Chicago to Osaka?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Osaka.
What documentation or ID do you need to fly to Osaka?
The travel and health documents required for your trip to Osaka can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Osaka. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular airline from Chicago to Osaka?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Osaka is EVA Air (31% of total bookings). The next most popular airlines are Japan Airlines (21%), ANA (18%), and Cathay Pacific (15%).

Best airlines flying from Chicago to Osaka

Compare and see reviews for airlines that fly from Chicago to Osaka with momondo

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom $1,025	Free Cancellation	Rating 7.1 10,574 reviews	Search Air Canada flights
EVA Air	PriceFrom $1,097	Free Cancellation	Rating 8.4 1,306 reviews	Search EVA Air flights
ANA	PriceFrom $1,170	Free Cancellation	Rating 8.4 1,055 reviews	Search ANA flights
United Airlines	PriceFrom $1,570	Free Cancellation	Rating 7.4 9,129 reviews	Search United Airlines flights

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Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Osaka?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Osaka. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Osaka with flexible booking policies on momondo?

All flight searches from Chicago to Osaka on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Osaka?

momondo helps you find the best flight between Chicago and Osaka by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Osaka right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Osaka, momondo offers a useful price alert feature which will track prices for flights to Osaka from Chicago and alert you when they change.

An easier way to manage your Osaka trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Find better results for your trip to Japan

Fly into one of these airports located in Osaka

Osaka Itami Airport

Osaka Kansai Intl Airport

Popular cities in Japan

Flights to Tokyofrom $462

Flights to Okinawafrom $521

Flights to Fukuokafrom $534

Flights to Nagoyafrom $528

Flights to Hiroshimafrom $606

Flights to Ishigakifrom $1,041

Flights to Kagoshimafrom $903

Flights to Hakodatefrom $721

Flights to Toyamafrom $723

Flights to Sendaifrom $668

Flights to Miyakojimafrom $1,918

Flights to Matsuyamafrom $799

Cheap flights from Chicago to Osaka from $398

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Osaka departing on 3/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Filter for what you want

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Cheap round-trip flights

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Cathay Pacific flights from Chicago to Osaka

Our best Cathay Pacific deals on Chicago to Osaka flight tickets

EVA Air flights from Chicago to Osaka

Our best EVA Air deals on Chicago to Osaka flight tickets

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Use the filters below to find and compare flights from Chicago to Osaka that are best for you.

See travel insights to Osaka from

How to get the cheapest flight ticket from Chicago to Osaka

What is the cheapest month to fly to Osaka?

Can stopping save me money on Chicago to Osaka flights?

You could potentially save up to 34% on your flight if you consider stops on a Chicago to Osaka flight.

What is the cheapest airline that flies from Chicago to Osaka?

Japan Airlines, ANA, and EVA Air are the most popular carriers operating from Chicago to Osaka

What airlines fly to Osaka?

How often are flights from Chicago to Osaka delayed?

Historically, on average around 27% of flights between Chicago and Osaka have experienced a delay on any given week. The average delay length over the past 12 months has been 122 minutes.

What is the most punctual flight time for Chicago to Osaka flights?

Generally, flights departing in the evening tend to experience fewer delays. Flights at night have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Friday is statistically the day of the week which experiences the fewest number of delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Chicago to Osaka flights?

According to our data, China Airlines have had the least number of delays on this route over the last 12 months; with about 26% of their flights experiencing any sort of delay.

Which airport is the most popular layover for flights between Chicago and Osaka?

Tokyo (HND) was the most common stop: 39% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Chicago to Osaka?

Flights via Hong Kong (HKG) offer the lowest average round-trip price of $809.

Which layover airport has the shortest travel time from Chicago to Osaka?

Flights connecting via Tokyo (HND) have the shortest average one-way travel time: 16h 40m.

Which layover airport has the shortest connection time from Chicago to Osaka?

San Francisco (SFO) has the shortest average layover time for this route: 1h 37m.

When to book flights from Chicago to Osaka

Cheap Chicago to Osaka (CHI to OSA) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Osaka

Fastest flight time

Direct flights

How far is Chicago to Osaka by plane?

When did momondo last update prices for flights from Chicago to Osaka?

How many operators does momondo search for flights from Chicago to Osaka?

How old do you have to be to fly from Chicago to Osaka?

What documentation or ID do you need to fly to Osaka?

What is the most popular airline from Chicago to Osaka?

Best airlines flying from Chicago to Osaka

Compare and see reviews for airlines that fly from Chicago to Osaka with momondo

Traveling to a place near Osaka?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Osaka?

Can I find flights from Chicago to Osaka with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Osaka?

I’m not ready to book a flight from Chicago to Osaka right now. Can momondo alert me if prices change?

An easier way to manage your Osaka trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Japan

Fly into one of these airports located in Osaka

Airports listed have a maximum distance of 22.5 mi from Osaka