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$389+ Cheap flights from Osaka (OSA) 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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
OSA — CHI
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheap flight deals from Osaka to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Osaka (OSA) 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 septiembre 11, 2025.

Round-trip from

$945
(Trip.com)

One-way from

$389
(Kiwi.com)
From Osaka (OSA) to Chicago (CHI)
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One-way flight from Osaka (OSA) to Chicago (CHI)
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Find flight deals from Osaka to Chicago

Cheapest flights from Osaka to Chicago
Explore the most affordable flight options available from Osaka to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 11, 2025.

This HIS deal was found by Cheapflights users on 9/9. 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 HIS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/31:10 pmKIX - ORD
1 stop21h 35mEVA Air
sáb. 10/412:30 amORD - KIX
1 stop19h 40mEVA Air
Deal found 9/9$945
This Mytrip deal was found by Cheapflights users on 9/9. 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.
lun. 10/67:35 amKIX - ORD
2 stops26h 42mMultiple Airlines
mié. 10/158:40 amORD - KIX
2 stops20h 50mMultiple Airlines
Deal found 9/9$949
This oojo deal was found by Cheapflights users on 9/10. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/224:55 pmKIX - ORD
1 stop35h 05mCathay Pacific
jue. 1/82:40 pmORD - KIX
1 stop24h 40mCathay Pacific
Deal found 9/10$950
This oojo deal was found by Cheapflights users on 9/9. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/246:35 pmKIX - ORD
1 stop33h 50mCathay Pacific
vie. 10/313:40 pmORD - KIX
1 stop24h 40mCathay Pacific
Deal found 9/9$952
This oojo deal was found by Cheapflights users on 9/10. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/510:00 amKIX - ORD
1 stop42h 25mCathay Pacific
mié. 10/84:00 pmORD - KIX
1 stop33h 15mCathay Pacific
Deal found 9/10$955
This Trip.com deal was found by Cheapflights users on 9/10. 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.
dom. 10/53:20 pmKIX - ORD
2 stops46h 39mMultiple Airlines
mié. 10/86:00 amORD - KIX
2 stops47h 40mMultiple Airlines
Deal found 9/10$958
This Mytrip deal was found by Cheapflights users on 9/9. 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.
vie. 10/310:00 amKIX - ORD
1 stop42h 25mCathay Pacific
dom. 10/54:00 pmORD - KIX
1 stop39h 15mCathay Pacific
Deal found 9/9$960
This HIS deal was found by Cheapflights users on 9/10. 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 HIS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/2112:55 pmKIX - ORD
1 stop21h 40mEVA Air
jue. 11/2711:30 pmORD - KIX
1 stop19h 25mEVA Air
Deal found 9/10$967
This oojo deal was found by Cheapflights users on 9/10. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/51:10 pmKIX - ORD
1 stop21h 35mEVA Air
mar. 10/712:30 amORD - KIX
1 stop19h 40mEVA Air
Deal found 9/10$969
This oojo deal was found by Cheapflights users on 9/9. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/2411:10 amKIX - ORD
1 stop23h 35mEVA Air
jue. 10/3012:30 amORD - KIX
1 stop19h 25mEVA Air
Deal found 9/9$970
This Air Canada deal was found by Cheapflights users on 9/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/222:05 pmITM - ORD
2 stops39h 36mAir Canada
jue. 1/83:40 pmORD - ITM
2 stops36h 15mAir Canada
Deal found 9/10$1,400
This Air Canada deal was found by Cheapflights users on 9/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/184:00 pmITM - ORD
2 stops21h 05mAir Canada
jue. 11/278:00 amORD - ITM
2 stops20h 10mAir Canada
Deal found 9/10$1,493

Cheapflights Fare Finder

 
Customize your flight search to find flights from Osaka 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 septiembre 11, 2025.
Use the filters below to find and compare flights from Osaka to Chicago that are best for you.

Fly from

Osaka

Fly to

Chicago

Route

Depart

Return

Price

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

lun. 10/6

7:35 am-8:17 pm

2 stops26h 42m

Chicago O'Hare Intl

mié. 10/15

8:40 am-7:30 pm

2 stops20h 50m

$949

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

dom. 10/5

10:00 am-2:25 pm

1 stop42h 25m

Chicago O'Hare Intl

mié. 10/8

4:00 pm-3:15 pm

1 stop33h 15m

$955

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

dom. 10/5

3:20 pm-11:59 pm

2 stops46h 39m

Chicago O'Hare Intl

mié. 10/8

6:00 am-7:40 pm

2 stops47h 40m

$958

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

lun. 12/22

4:05 pm-1:00 pm

2 stops35h 55m

Chicago O'Hare Intl

jue. 1/8

2:40 pm-12:45 pm

1 stop31h 05m

$967

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

dom. 10/5

1:10 pm-8:45 pm

1 stop21h 35m

Chicago O'Hare Intl

mar. 10/7

12:30 am-10:10 am

1 stop19h 40m

$969

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

dom. 11/23

4:55 pm-1:00 pm

1 stop35h 05m

Chicago O'Hare Intl

sáb. 11/29

2:40 pm-3:15 pm

1 stop33h 35m

$980

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

mié. 11/19

4:55 pm-1:00 pm

1 stop35h 05m

Chicago O'Hare Intl

dom. 11/30

2:40 pm-3:15 pm

1 stop33h 35m

$980

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

lun. 11/24

9:25 am-1:00 pm

1 stop42h 35m

Chicago O'Hare Intl

sáb. 11/29

2:40 pm-9:05 pm

1 stop39h 25m

$980

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

mié. 11/19

6:05 pm-1:00 pm

1 stop33h 55m

Chicago O'Hare Intl

mar. 11/25

2:40 pm-3:15 pm

1 stop33h 35m

$980

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

mar. 11/18

4:55 pm-1:00 pm

1 stop35h 05m

Chicago O'Hare Intl

lun. 11/24

2:40 pm-12:45 pm

1 stop31h 05m

$980

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 59 results
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Best time to book a flight from Osaka to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Osaka 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 Osaka to Chicago
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Osaka 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 Osaka to Chicago?

    Departing from Osaka to Chicago will take you 21h 35m. There are 6488 mi between Osaka and Chicago. This flight may include one or multiple stops.

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

    While some choose either Osaka Itami - Chicago O'Hare Intl or Osaka Kansai Intl - Chicago Midway, Osaka Kansai Intl - Chicago O'Hare Intl is the most popular route from Osaka to Chicago.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Osaka 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 Osaka to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Osaka to Chicago (average of $245). Flying from Osaka to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Osaka to Chicago

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