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$535+ 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
OSA — CHI
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$1,029
(Gotogate)

One-way from

$535
(Mytrip)
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 February 20, 2025.

This Gotogate deal was found by Cheapflights users on 2/20. 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.
Thu 3/69:50 amKIX - ORD
1 stop42h 10mCathay Pacific
Fri 3/143:40 pmORD - KIX
1 stop24h 40mCathay Pacific
Deal found 2/20$1,029
This Mytrip deal was found by Cheapflights users on 2/19. 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 3/208:45 pmKIX - ORD
3 stops47h 57mMultiple Airlines
Fri 4/412:29 pmORD - KIX
2 stops34h 11mMultiple Airlines
Deal found 2/19$1,125
This oojo deal was found by Cheapflights users on 2/19. 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.
Thu 3/206:00 pmKIX - ORD
1 stop40h 35mEVA Air
Thu 4/312:30 amORD - KIX
1 stop26h 45mEVA Air
Deal found 2/19$1,177
This Mytrip deal was found by Cheapflights users on 2/19. 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.
Mon 3/32:50 pmITM - ORD
3 stops44h 18mMultiple Airlines
Tue 3/119:50 amORD - ITM
2 stops20h 10mMultiple Airlines
Deal found 2/19$1,437
This American Airlines deal was found by Cheapflights users on 2/18. 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.
Thu 4/31:30 pmITM - ORD
2 stops20h 24mAmerican Airlines
Sun 4/68:15 amORD - ITM
2 stops20h 25mAmerican Airlines
Deal found 2/18$1,672
This United Airlines deal was found by Cheapflights users on 2/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2912:00 pmITM - ORD
2 stops40h 37mUnited Airlines
Mon 5/126:00 amORD - ITM
2 stops21h 05mUnited Airlines
Deal found 2/19$1,716
This Gotogate deal was found by Cheapflights users on 2/18. 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.
Thu 4/37:30 amITM - ORD
1 stop15h 10mANA
Sun 4/65:45 pmORD - ITM
1 stop27h 20mANA
Deal found 2/18$1,775
This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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.
Tue 4/298:30 amITM - ORD
1 stop14h 35mJapan Airlines
Mon 5/126:50 amORD - ITM
2 stops23h 00mJapan Airlines
Deal found 2/19$1,798
This Justfly.com deal was found by Cheapflights users on 2/19. 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.
Mon 3/34:00 pmITM - ORD
2 stops18h 38mAir Canada
Tue 3/119:50 amORD - ITM
2 stops20h 30mAir Canada
Deal found 2/19$1,985
This Delta deal was found by Cheapflights users on 2/19. 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.
Thu 3/206:25 pmKIX - MDW
2 stops32h 11mDelta
Fri 4/412:48 pmMDW - KIX
2 stops34h 07mDelta
Deal found 2/19$1,987
This Lufthansa deal was found by Cheapflights users on 2/19. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/89:00 amITM - ORD
2 stops41h 30mLufthansa
Sat 8/166:25 pmORD - ITM
2 stops26h 40mLufthansa
Deal found 2/19$3,831

Find flights from Osaka to Chicago within your budget

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 February 20, 2025.

Fly from

Osaka

Fly to

Chicago

Route

Depart

Return

Price

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Thu 3/6

9:50 am-1:00 pm

1 stop42h 10m

Chicago O'Hare Intl

Fri 3/14

3:40 pm-6:20 am

1 stop24h 40m

$1,029

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Thu 3/20

8:45 pm-6:42 am

3 stops47h 57m

Chicago O'Hare Intl

Fri 4/4

12:29 pm-12:40 pm

2 stops34h 11m

$1,125

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Thu 3/20

6:00 pm-8:35 pm

1 stop40h 35m

Chicago O'Hare Intl

Thu 4/3

12:30 am-5:15 pm

1 stop26h 45m

$1,177

OsakaChicago

ITM - ORD

ITMORD

Osaka Itami

Mon 3/3

2:50 pm-8:08 pm

3 stops44h 18m

Chicago O'Hare Intl

Tue 3/11

9:50 am-8:00 pm

2 stops20h 10m

$1,437

OsakaChicago

ITM - ORD

ITMORD

Osaka Itami

Thu 4/3

1:30 pm-7:54 pm

2 stops20h 24m

Chicago O'Hare Intl

Sun 4/6

8:15 am-6:40 pm

2 stops20h 25m

$1,672

OsakaChicago

ITM - ORD

ITMORD

Osaka Itami

Tue 4/29

12:00 pm-2:37 pm

2 stops40h 37m

Chicago O'Hare Intl

Mon 5/12

6:00 am-5:05 pm

2 stops21h 05m

$1,716

OsakaChicago

ITM - ORD

ITMORD

Osaka Itami

Thu 4/3

7:30 am-8:40 am

1 stop15h 10m

Chicago O'Hare Intl

Sun 4/6

5:45 pm-11:05 am

1 stop27h 20m

$1,775

OsakaChicago

ITM - ORD

ITMORD

Osaka Itami

Tue 4/29

8:30 am-9:05 am

1 stop14h 35m

Chicago O'Hare Intl

Mon 5/12

6:50 am-7:50 pm

2 stops23h 00m

$1,798

OsakaChicago

ITM - ORD

ITMORD

Osaka Itami

Mon 3/3

4:00 pm-7:38 pm

2 stops18h 38m

Chicago O'Hare Intl

Tue 3/11

9:50 am-8:20 pm

2 stops20h 30m

$1,985

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Thu 3/20

6:25 pm-12:36 pm

2 stops32h 11m

Chicago Midway

Fri 4/4

12:48 pm-12:55 pm

2 stops34h 07m

$1,987

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 26 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 February.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Osaka-Chicago flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.

Travel insights for flights from Osaka to Chicago

Get recent, data-driven insights about flights from Osaka to Chicago including ideal travel times, pricing trends, and more.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated February 20, 2025.
EVA Air
8.4
Very good
1,200 reviews

Crew

8.6

Food

8.0

Comfort

8.2

Overall

8.4

Boarding

8.4

Entertainment

8.0

Reviews

1 / 20

10.0
Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

EVA Air
8.4
Very good
1,200 reviews
EVA Air
8.4
Very good
1,200 reviews

Crew

8.6

Food

8.0

Comfort

8.2

Overall

8.4

Boarding

8.4

Entertainment

8.0

Reviews

1 / 20

10.0
Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

ANA
8.4
Very good
842 reviews
EVA Air
8.4
Very good
1,200 reviews

Crew

8.6

Food

8.0

Comfort

8.2

Overall

8.4

Boarding

8.4

Entertainment

8.0

Reviews

1 / 20

10.0
Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

Japan Airlines
8.3
Very good
1,440 reviews
EVA Air
8.4
Very good
1,200 reviews

Crew

8.6

Food

8.0

Comfort

8.2

Overall

8.4

Boarding

8.4

Entertainment

8.0

Reviews

1 / 20

10.0
Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

Delta
8.0
Very good
8,220 reviews
EVA Air
8.4
Very good
1,200 reviews

Crew

8.6

Food

8.0

Comfort

8.2

Overall

8.4

Boarding

8.4

Entertainment

8.0

Reviews

1 / 20

10.0
Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

KLM
7.8
Good
1,333 reviews
EVA Air
8.4
Very good
1,200 reviews

Crew

8.6

Food

8.0

Comfort

8.2

Overall

8.4

Boarding

8.4

Entertainment

8.0

Reviews

1 / 20

10.0
Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

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.

  • What are the cheapest airlines flying from Osaka to Chicago round-trip?

    Cheapflights users have booked flights from Osaka to Chicago round-trip from $1,029. Other airlines that can offer you cheap pricing are EVA Air, from $1,177, and American Airlines, from $1,672.

  • What are the cheapest airlines to fly from Osaka to Chicago one-way?

    The cheapest airlines for a one-way flight from Osaka to Chicago are EVA Air ($611), Cathay Pacific ($790), and Air Canada ($987).

  • 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 Osaka?

Book flights to Osaka if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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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
Itami to O'Hare Intl flights
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