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

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

How often are flights from Chicago to Osaka delayed?

Historically, on average around 35% 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 149 minutes.

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 20m.

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

Air Canada, Delta, and ANA are the most popular carriers operating from Chicago to Osaka

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.

What airlines fly to Osaka?

ANA, Japan Airlines and EVA Air 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 47% 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.

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

Generally, flights departing in the morning 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: 45% of momondo users choosing 1-stop flights on this route connected there.

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

According to our data, EVA Air have had the least number of delays on this route over the last 12 months; with about 34% of their flights experiencing any sort of delay.

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

Flights via Hong Kong (HKG) offer the lowest average round-trip price of $791.

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 July 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.

$481 Cheap Flights from Chicago to Osaka in 2026

Q: What is the typical price of a round-trip flight between Chicago and Osaka?

Prices are currently low for flights on this route. Typical prices usually range from $1,087 to $1,880. The lowest price recently found on this route was $870.

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Osaka

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:45 pm - 7:35 pm

ORD

KIX

29h 50m

1 stop

10:25 am - 4:55 pm

KIX

ORD

21h 30m

1 stop

$870Philippine Airlines

Mon, Nov 9 - Mon, Nov 16

10:45 pm - 2:10 pm

ORD

KIX

24h 25m

1 stop

3:15 pm - 4:55 pm

KIX

ORD

40h 40m

1 stop

$873Philippine Airlines

Wed, Nov 11 - Sun, Nov 22

12:30 am - 6:00 pm

ORD

UKB

27h 30m

1 stop

11:00 am - 8:45 pm

UKB

ORD

23h 45m

1 stop

$1,233EVA Air

Sun, Sep 27 - Wed, Oct 21

12:30 am - 10:00 am

ORD

UKB

19h 30m

1 stop

11:00 am - 8:45 pm

UKB

ORD

23h 45m

1 stop

$1,245EVA Air

Wed, Sep 9 - Wed, Sep 16

5:46 pm - 10:00 am

ORD

UKB

26h 14m

2 stops

11:00 am - 7:35 pm

UKB

ORD

23h 35m

1 stop

$1,254Multiple Airlines

Wed, Oct 28 - Mon, Nov 9

6:33 pm - 10:00 am

ORD

UKB

24h 27m

2 stops

11:00 am - 7:35 pm

UKB

ORD

23h 35m

1 stop

$1,257Multiple Airlines

Wed, Nov 4 - Wed, Nov 11

10:20 am - 7:50 pm

ORD

ITM

18h 30m

1 stop

7:30 am - 7:30 am

ITM

ORD

15h 00m

1 stop

$1,299Japan Airlines

Wed, Nov 4 - Wed, Nov 11

5:35 pm - 10:40 am

ORD

ITM

26h 05m

1 stop

2:40 pm - 1:35 pm

ITM

ORD

13h 55m

1 stop

$1,301Japan Airlines

Sun, Nov 1 - Tue, Dec 1

8:49 am - 7:10 pm

ORD

ITM

20h 21m

2 stops

2:00 pm - 7:52 pm

ITM

ORD

20h 52m

2 stops

$1,304Air Canada

Tue, Oct 20 - Mon, Nov 9

9:50 am - 6:55 pm

ORD

ITM

19h 05m

2 stops

3:00 pm - 7:48 pm

ITM

ORD

18h 48m

2 stops

$1,318Air Canada

Thu, Sep 10 - Wed, Sep 16

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Cathay Pacific flights from Chicago to Osaka

Our best Cathay Pacific deals on Chicago to Osaka flight tickets

Cathay Pacific

Sep 15

ORD4:00 pmChicago O'Hare Intl

24h 40m

1 stop

KIX6:40 amOsaka Kansai Intl

Sep 29

KIX7:25 pmOsaka Kansai Intl

32h 30m

1 stop

ORD1:55 pmChicago O'Hare Intl

$1,085

Cathay Pacific

Sep 15

ORD4:00 pmChicago O'Hare Intl

24h 40m

1 stop

KIX6:40 amOsaka Kansai Intl

Sep 29

KIX7:25 pmOsaka Kansai Intl

32h 30m

1 stop

ORD1:55 pmChicago O'Hare Intl

$1,086

Cathay Pacific

Sep 17

ORD4:15 pmChicago O'Hare Intl

24h 25m

1 stop

KIX6:40 amOsaka Kansai Intl

Sep 30

KIX7:25 pmOsaka Kansai Intl

32h 30m

1 stop

ORD1:55 pmChicago O'Hare Intl

$1,099

Air Canada flights from Chicago to Osaka

Our best Air Canada deals on Chicago to Osaka flight tickets

Air Canada

Oct 20

ORD8:49 amChicago O'Hare Intl

20h 21m

2 stops

ITM7:10 pmOsaka Itami

Nov 9

ITM2:00 pmOsaka Itami

20h 52m

2 stops

ORD7:52 pmChicago O'Hare Intl

$1,304

Air Canada

Sep 10

ORD9:50 amChicago O'Hare Intl

19h 05m

2 stops

ITM6:55 pmOsaka Itami

Sep 16

ITM3:00 pmOsaka Itami

18h 48m

2 stops

ORD7:48 pmChicago O'Hare Intl

$1,318

Air Canada

Aug 2

ORD8:40 amChicago O'Hare Intl

20h 15m

2 stops

ITM6:55 pmOsaka Itami

Aug 12

ITM2:00 pmOsaka Itami

20h 05m

2 stops

ORD8:05 pmChicago O'Hare Intl

$1,328

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoOsaka

ORD - KIX

ORDKIX

Chicago O'Hare Intl

Mon 11/9

10:45 pm-7:35 pm

1 stop29h 50m

Osaka Kansai Intl

Mon 11/16

10:25 am-4:55 pm

1 stop21h 30m

$870

ChicagoOsaka

ORD - KIX

ORDKIX

Chicago O'Hare Intl

Wed 11/11

10:45 pm-2:10 pm

1 stop24h 25m

Osaka Kansai Intl

Sun 11/22

3:15 pm-4:55 pm

1 stop40h 40m

$873

ChicagoKobe

ORD - UKB

ORDUKB

Chicago O'Hare Intl

Sun 9/27

12:30 am-6:00 pm

1 stop27h 30m

Kobe

Wed 10/21

11:00 am-8:45 pm

1 stop23h 45m

$1,233

ChicagoKobe

ORD - UKB

ORDUKB

Chicago O'Hare Intl

Wed 9/9

12:30 am-10:00 am

1 stop19h 30m

Kobe

Wed 9/16

11:00 am-8:45 pm

1 stop23h 45m

$1,245

ChicagoKobe

ORD - UKB

ORDUKB

Chicago O'Hare Intl

Wed 10/28

5:46 pm-10:00 am

2 stops26h 14m

Kobe

Mon 11/9

11:00 am-7:35 pm

1 stop23h 35m

$1,254

ChicagoKobe

ORD - UKB

ORDUKB

Chicago O'Hare Intl

Wed 11/4

6:33 pm-10:00 am

2 stops24h 27m

Kobe

Wed 11/11

11:00 am-7:35 pm

1 stop23h 35m

$1,257

Quickest round-trip

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Wed 11/4

10:20 am-7:50 pm

1 stop18h 30m

Osaka Itami

Wed 11/11

7:30 am-7:30 am

1 stop15h 00m

$1,299

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Sun 11/1

5:35 pm-10:40 am

1 stop26h 05m

Osaka Itami

Tue 12/1

2:40 pm-1:35 pm

1 stop13h 55m

$1,301

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Tue 10/20

8:49 am-7:10 pm

2 stops20h 21m

Osaka Itami

Mon 11/9

2:00 pm-7:52 pm

2 stops20h 52m

$1,304

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Thu 9/10

9:50 am-6:55 pm

2 stops19h 05m

Osaka Itami

Wed 9/16

3:00 pm-7:48 pm

2 stops18h 48m

$1,318

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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 typical price of a round-trip flight between Chicago and Osaka?

What is the cheapest month to fly to Osaka?

In general, November 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 $661. If you are unable to visit Osaka during the month of November, then departing from Chicago during the month September is also very affordable. Most momondo users find prices during this month for around $677.

Can stopping save me money on Chicago to Osaka flights?

You could potentially save up to 9% 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 05m
Direct flights	None

The fastest flight from Chicago to Osaka takes 17h 05m

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

Search flight deals

Frequently asked questions about flying from Chicago to Osaka

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 05m.
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 July 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 (24% of total bookings). The next most popular airlines are Cathay Pacific (22%), Japan Airlines (22%), and ANA (20%).

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
EVA Air	PriceFrom $1,008	Free Cancellation	Rating 8.5 1,484 reviews	Search EVA Air flights
Japan Airlines	PriceFrom $1,039	Free Cancellation	Rating 8.3 1,857 reviews	Search Japan Airlines flights
United Airlines	PriceFrom $1,145	Free Cancellation	Rating 7.4 9,926 reviews	Search United Airlines flights
ANA	PriceFrom $1,162	Free Cancellation	Rating 8.3 1,260 reviews	Search ANA flights

Nara

Nishinomiya

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.

Start using Trips

Find my bookings

Get notified when prices go down

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

1 adult

Sat 8/1

Sat 8/8

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Japan

Nearby airports

Airlines

Cabin classes

Other Japan destinations

Other flights from Chicago

Complete your trip

Feeling lucky

Fly into one of these airports located in Osaka

Osaka Itami Airport

Osaka Kansai Intl Airport

Cheap flights from Chicago to Osaka from $481

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 8/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Chicago to Osaka

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Cathay Pacific flights from Chicago to Osaka

Our best Cathay Pacific deals on Chicago to Osaka flight tickets

Air Canada flights from Chicago to Osaka

Our best Air Canada deals on Chicago to Osaka flight tickets

momondo Fare Finder

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 typical price of a round-trip flight between Chicago and Osaka?

What is the cheapest month to fly to Osaka?

Can stopping save me money on Chicago to Osaka flights?

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

What airlines fly to Osaka?

How often are flights from Chicago to Osaka delayed?

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

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

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

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

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

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

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

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

Frequently asked questions about flying 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?

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

Fly your favorite airline to Osaka

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Osaka

List of cabin classes available on flights landing in Osaka. Availability may vary depending on flight origin and airline.

Popular cities in Japan

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from Chicago

According to popular flight searches on momondo this year

Complete your trip to Osaka

Explore popular destinations other users love

According to popular flight searches on momondo this year