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$477+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
OSA — CHI
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap 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 December 12, 2025.

This SmartFares deal was found by Cheapflights users on 12/11. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2310:55 amKIX - ORD
1 stop23h 40mMultiple Airlines
Tue 1/66:08 pmORD - KIX
2 stops24h 47mMultiple Airlines
Deal found 12/11$960
This oojo deal was found by Cheapflights users on 12/11. 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.
Mon 12/2210:55 amKIX - ORD
1 stop23h 40mEVA Air
Thu 1/83:35 pmORD - KIX
2 stops29h 20mEVA Air
Deal found 12/11$998
This oojo deal was found by Cheapflights users on 12/10. 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.
Sun 12/2110:55 amKIX - ORD
1 stop23h 40mEVA Air
Thu 1/83:35 pmORD - KIX
2 stops29h 20mEVA Air
Deal found 12/10$1,003
This Ovago deal was found by Cheapflights users on 12/11. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/224:15 pmKIX - ORD
2 stops35h 40mCathay Pacific
Thu 1/82:35 pmORD - KIX
2 stops33h 20mCathay Pacific
Deal found 12/11$1,121
This Justfly.com deal was found by Cheapflights users on 12/10. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/214:15 pmKIX - ORD
2 stops59h 40mCathay Pacific
Thu 1/82:35 pmORD - KIX
2 stops33h 20mCathay Pacific
Deal found 12/10$1,179
This Ovago deal was found by Cheapflights users on 12/11. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/224:30 pmITM - ORD
2 stops22h 10mJapan Airlines
Thu 1/810:35 amORD - ITM
1 stop18h 20mJapan Airlines
Deal found 12/11$1,349
This American Airlines deal was found by Cheapflights users on 12/11. 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 12/224:30 pmITM - ORD
2 stops19h 39mAmerican Airlines
Thu 1/86:54 amORD - ITM
2 stops22h 01mAmerican Airlines
Deal found 12/11$1,398
This Cheapflightsfares deal was found by Cheapflights users on 12/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/222:05 pmITM - ORD
1 stop14h 45mANA
Thu 1/810:30 amORD - ITM
1 stop17h 25mANA
Deal found 12/11$1,674
This Delta deal was found by Cheapflights users on 12/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2211:55 amKIX - MDW
2 stops38h 11mDelta
Thu 1/86:14 pmMDW - KIX
2 stops35h 31mDelta
Deal found 12/11$1,734
This Booking.com deal was found by Cheapflights users on 12/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/238:20 pmKIX - ORD
3 stops38h 15mEVA Air
Tue 1/611:30 pmORD - KIX
3 stops44h 25mEVA Air
Deal found 12/11$3,419
This Emirates deal was found by Cheapflights users on 12/11. 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 Emirates is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2311:10 pmKIX - ORD
3 stops57h 00mEmirates
Tue 1/66:17 pmORD - KIX
2 stops55h 48mEmirates
Deal found 12/11$4,031
This Delta deal was found by Cheapflights users on 12/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/212:00 pmKIX - MDW
2 stops23h 22mDelta
Thu 1/86:45 amMDW - KIX
2 stops23h 00mDelta
Deal found 12/10$9,057

Find 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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$800
(Gotogate)

One-way from

$477
(Kiwi.com)
Provider with most accurate pricing for Osaka (OSA)-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Osaka (OSA)-Chicago (CHI) flights.
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From Osaka (OSA) to Chicago (CHI)
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One-way flight from Osaka (OSA) to Chicago (CHI)
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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 December 12, 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

Thu 1/22

11:55 am-4:55 pm

2 stops44h 00m

Chicago O'Hare Intl

Thu 1/29

7:20 am-8:45 pm

2 stops22h 25m

$827

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Fri 1/23

11:55 am-9:52 pm

2 stops24h 57m

Chicago O'Hare Intl

Fri 1/30

7:35 pm-12:50 pm

2 stops50h 15m

$891

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Fri 1/23

9:00 am-8:40 am

1 stop38h 40m

Chicago O'Hare Intl

Fri 1/30

11:25 am-5:00 pm

1 stop38h 35m

$914

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Thu 1/22

12:55 pm-7:35 pm

1 stop21h 40m

Chicago O'Hare Intl

Thu 1/29

11:30 pm-4:55 pm

1 stop26h 25m

$923

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Wed 4/1

11:10 am-9:00 pm

1 stop23h 50m

Chicago O'Hare Intl

Wed 4/15

12:30 am-10:10 am

1 stop19h 40m

$936

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Tue 12/23

10:55 am-7:35 pm

1 stop23h 40m

Chicago O'Hare Intl

Tue 1/6

6:08 pm-9:55 am

2 stops24h 47m

$960

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Thu 1/22

10:50 am-1:35 pm

2 stops41h 45m

Chicago O'Hare Intl

Thu 1/29

4:25 pm-4:55 pm

1 stop33h 30m

$962

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Thu 1/22

4:15 pm-12:55 pm

2 stops35h 40m

Chicago O'Hare Intl

Wed 2/4

2:35 pm-3:15 pm

1 stop33h 40m

$977

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Mon 12/22

10:55 am-7:35 pm

1 stop23h 40m

Chicago O'Hare Intl

Thu 1/8

3:35 pm-11:55 am

2 stops29h 20m

$998

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Tue 1/20

8:45 pm-2:29 pm

2 stops56h 44m

Chicago O'Hare Intl

Sat 1/24

3:44 pm-6:45 pm

2 stops60h 01m

$999

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 49 results
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Compare providers for flights from Osaka 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 Osaka to Chicago in December.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 Osaka-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Osaka-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Osaka-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Osaka-Chicago flights, Cheapflights users trust eDreams the most. eDreams 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 Osaka-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 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 40m. 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.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
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Hammond
Porter
Benton Harbor

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Alternative routes for Osaka to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Kansai Intl to O'Hare Intl flights
Osaka Itami to O'Hare Intl flights

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