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$478+ 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
OSA — CHI
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
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 November 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$816
(Trip.com)

One-way from

$478
(Kiwi.com)
Provider with most accurate pricing for Osaka (OSA)-Chicago (CHI) flight deals.
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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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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 November 4, 2025.

This Trip.com deal was found by Cheapflights users on 11/3. 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.
Fri 12/58:45 pmKIX - ORD
2 stops24h 20mMultiple Airlines
Tue 12/99:06 pmORD - KIX
2 stops30h 39mMultiple Airlines
Deal found 11/3$816
This Gotogate deal was found by Cheapflights users on 11/3. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/512:55 pmKIX - ORD
1 stop21h 40mEVA Air
Tue 12/911:30 pmORD - KIX
1 stop21h 25mEVA Air
Deal found 11/3$937
This Expedia deal was found by Cheapflights users on 11/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1012:55 pmKIX - ORD
1 stop21h 40mMultiple Airlines
Thu 12/115:51 pmORD - KIX
2 stops27h 04mMultiple Airlines
Deal found 11/2$999
This Gurufare deal was found by Cheapflights users on 11/4. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2212:55 pmKIX - ORD
1 stop21h 40mMultiple Airlines
Thu 1/83:35 pmORD - KIX
2 stops27h 20mMultiple Airlines
Deal found 11/4$1,011
This KAYAK deal was found by Cheapflights users on 11/2. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2110:55 amKIX - ORD
1 stop23h 40mMultiple Airlines
Thu 1/86:06 pmORD - KIX
2 stops31h 49mMultiple Airlines
Deal found 11/2$1,033
This oojo deal was found by Cheapflights users on 11/4. 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 12/224:15 pmKIX - ORD
2 stops35h 40mCathay Pacific
Thu 1/82:35 pmORD - KIX
2 stops33h 20mCathay Pacific
Deal found 11/4$1,036
This oojo deal was found by Cheapflights users on 11/3. 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 12/214:55 pmKIX - ORD
1 stop35h 00mCathay Pacific
Thu 1/82:35 pmORD - KIX
1 stop33h 40mCathay Pacific
Deal found 11/3$1,052
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2112:30 pmITM - ORD
2 stops40h 05mMultiple Airlines
Thu 1/84:25 pmORD - ITM
1 stop24h 05mMultiple Airlines
Deal found 11/2$1,238
This American Airlines deal was found by Cheapflights users on 11/2. 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 1/810:35 amORD - ITM
1 stop18h 20mAmerican Airlines
Deal found 11/2$1,256
This Mytrip deal was found by Cheapflights users on 11/3. 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.
Thu 12/1812:00 pmITM - ORD
3 stops33h 05mMultiple Airlines
Thu 12/258:00 amORD - ITM
2 stops21h 20mMultiple Airlines
Deal found 11/3$1,276
This Ovago deal was found by Cheapflights users on 11/3. 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.
Sat 12/204:30 pmITM - ORD
2 stops19h 39mJapan Airlines
Sat 1/39:04 pmORD - ITM
2 stops30h 41mJapan Airlines
Deal found 11/3$1,444
This Gurufare deal was found by Cheapflights users on 11/3. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/218:30 amITM - ORD
2 stops22h 03mJapan Airlines
Thu 1/810:35 amORD - ITM
1 stop18h 20mJapan Airlines
Deal found 11/3$1,447

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 November 4, 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 2/5

10:55 am-7:35 pm

1 stop23h 40m

Chicago O'Hare Intl

Thu 3/12

12:30 am-11:55 am

1 stop21h 25m

$949

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Mon 3/2

12:55 pm-7:35 pm

1 stop21h 40m

Chicago O'Hare Intl

Tue 3/3

11:30 pm-9:55 am

1 stop19h 25m

$985

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Wed 12/10

12:55 pm-7:35 pm

1 stop21h 40m

Chicago O'Hare Intl

Thu 12/11

5:51 pm-11:55 am

2 stops27h 04m

$999

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Sun 12/21

12:55 pm-7:35 pm

1 stop21h 40m

Chicago O'Hare Intl

Thu 1/8

6:06 pm-4:55 pm

2 stops31h 49m

$1,013

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Mon 12/22

4:15 pm-12:55 pm

2 stops35h 40m

Chicago O'Hare Intl

Thu 1/8

2:35 pm-2:55 pm

2 stops33h 20m

$1,036

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Sun 12/21

4:15 pm-12:55 pm

2 stops35h 40m

Chicago O'Hare Intl

Thu 1/8

2:35 pm-2:55 pm

2 stops33h 20m

$1,038

OsakaChicago

ITM - ORD

ITMORD

Osaka Itami

Sun 12/21

12:30 pm-1:35 pm

2 stops40h 05m

Chicago O'Hare Intl

Thu 1/8

4:25 pm-7:30 am

1 stop24h 05m

$1,238

OsakaChicago

ITM - ORD

ITMORD

Osaka Itami

Mon 12/22

4:30 pm-9:09 pm

2 stops19h 39m

Chicago O'Hare Intl

Thu 1/8

10:35 am-7:55 pm

1 stop18h 20m

$1,256

OsakaChicago

ITM - ORD

ITMORD

Osaka Itami

Thu 12/18

12:00 pm-6:05 am

3 stops33h 05m

Chicago O'Hare Intl

Thu 12/25

8:00 am-8:20 pm

2 stops21h 20m

$1,276

OsakaChicago

ITM - ORD

ITMORD

Osaka Itami

Thu 2/5

1:40 pm-7:29 pm

2 stops20h 49m

Chicago O'Hare Intl

Fri 3/13

8:05 am-7:50 pm

2 stops21h 45m

$1,326

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 44 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 November.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
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 19h 39m. There are 6461 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 Kansai Intl - Chicago O'Hare Intl or Osaka Kansai Intl - Chicago Midway, Osaka Itami - 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
Merrillville
Lansing
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.
Osaka Itami to O'Hare Intl flights
Kansai Intl to O'Hare Intl flights

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