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$455+ 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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
OSA — CHI
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$996
(Expedia)

One-way from

$455
(Mytrip)
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 June 12, 2025.

This Expedia deal was found by Cheapflights users on 6/12. 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.
Sat 9/271:10 pmKIX - ORD
1 stop21h 35mEVA Air
Wed 10/112:30 amORD - KIX
1 stop26h 45mEVA Air
Deal found 6/12$996
This Expedia deal was found by Cheapflights users on 6/12. 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.
Sat 9/271:10 pmKIX - ORD
2 stops31h 53mMultiple Airlines
Wed 10/112:30 amORD - KIX
1 stop26h 45mMultiple Airlines
Deal found 6/12$1,079
This Expedia deal was found by Cheapflights users on 6/12. 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.
Sat 9/277:35 pmKIX - ORD
1 stop32h 50mCathay Pacific
Thu 10/24:00 pmORD - KIX
1 stop24h 40mCathay Pacific
Deal found 6/12$1,153
This Trip.com deal was found by Cheapflights users on 6/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/156:00 pmITM - ORD
2 stops27h 03mMultiple Airlines
Tue 9/306:20 amORD - ITM
2 stops35h 05mMultiple Airlines
Deal found 6/9$1,282
This Air Canada deal was found by Cheapflights users on 6/9. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/156:05 pmKIX - ORD
2 stops29h 26mAir Canada
Mon 9/293:35 pmORD - KIX
2 stops34h 50mAir Canada
Deal found 6/9$1,302
This Alaska Airlines deal was found by Cheapflights users on 6/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/168:45 pmKIX - ORD
2 stops30h 24mAlaska Airlines
Mon 9/297:00 amORD - KIX
2 stops21h 45mAlaska Airlines
Deal found 6/9$1,312
This Asiana Airlines deal was found by Cheapflights users on 6/9. 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 Asiana Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1610:50 amKIX - ORD
2 stops23h 35mAsiana Airlines
Sat 9/277:10 amORD - KIX
2 stops36h 30mAsiana Airlines
Deal found 6/9$1,407
This KLM deal was found by Cheapflights users on 6/11. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1212:00 pmKIX - ORD
1 stop40h 10mKLM
Sun 6/224:20 pmORD - KIX
1 stop28h 00mKLM
Deal found 6/11$1,517
This American Airlines deal was found by Cheapflights users on 6/12. 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 6/268:30 amITM - ORD
2 stops19h 45mAmerican Airlines
Sun 6/298:05 amORD - ITM
2 stops20h 35mAmerican Airlines
Deal found 6/12$1,530
This KLM deal was found by Cheapflights users on 6/10. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/148:25 amITM - ORD
2 stops44h 35mAir France
Mon 7/215:10 pmORD - ITM
2 stops29h 25mAir France
Deal found 6/10$1,662
This Expedia deal was found by Cheapflights users on 6/12. 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.
Sat 9/272:05 pmITM - ORD
1 stop14h 50mANA
Thu 10/211:50 amORD - ITM
1 stop17h 05mANA
Deal found 6/12$1,762
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/302:35 pmITM - ORD
2 stops32h 30mJapan Airlines
Wed 8/2712:30 pmORD - ITM
1 stop17h 20mJapan Airlines
Deal found 6/10$1,799

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 June 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

Sat 9/27

1:10 pm-8:45 pm

1 stop21h 35m

Chicago O'Hare Intl

Wed 10/1

12:30 am-5:15 pm

1 stop26h 45m

$996

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Sat 9/27

1:10 pm-7:03 am

2 stops31h 53m

Chicago O'Hare Intl

Wed 10/1

12:30 am-5:15 pm

1 stop26h 45m

$1,079

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Sat 9/27

7:35 pm-2:25 pm

1 stop32h 50m

Chicago O'Hare Intl

Thu 10/2

4:00 pm-6:40 am

1 stop24h 40m

$1,153

OsakaChicago

ITM - ORD

ITMORD

Osaka Itami

Mon 9/15

6:00 pm-7:03 am

2 stops27h 03m

Chicago O'Hare Intl

Tue 9/30

6:20 am-7:25 am

2 stops35h 05m

$1,282

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Mon 9/15

6:05 pm-9:31 am

2 stops29h 26m

Chicago O'Hare Intl

Mon 9/29

3:35 pm-4:25 pm

2 stops34h 50m

$1,302

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Tue 9/16

8:45 pm-1:09 pm

2 stops30h 24m

Chicago O'Hare Intl

Mon 9/29

7:00 am-6:45 pm

2 stops21h 45m

$1,312

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Tue 9/16

10:50 am-8:25 pm

2 stops23h 35m

Chicago O'Hare Intl

Sat 9/27

7:10 am-9:40 am

2 stops36h 30m

$1,407

OsakaChicago

ITM - ORD

ITMORD

Osaka Itami

Thu 6/26

8:30 am-2:15 pm

2 stops19h 45m

Chicago O'Hare Intl

Sun 6/29

8:05 am-6:40 pm

2 stops20h 35m

$1,530

OsakaChicago

ITM - ORD

ITMORD

Osaka Itami

Mon 7/14

8:25 am-3:00 pm

2 stops44h 35m

Chicago O'Hare Intl

Mon 7/21

5:10 pm-12:35 pm

2 stops29h 25m

$1,662

OsakaChicago

ITM - ORD

ITMORD

Osaka Itami

Sat 9/27

2:05 pm-2:55 pm

1 stop14h 50m

Chicago O'Hare Intl

Thu 10/2

11:50 am-6:55 pm

1 stop17h 05m

$1,762

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 31 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

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 June 12, 2025.
Get a feel of what it's like to fly with EVA Air, Japan Airlines and China Airlines from Osaka to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
EVA Air
8.4
Very good
1,202 reviews

Boarding

8.4

Comfort

8.3

Food

8.1

Overall

8.4

Entertainment

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount
EVA Air
8.4
Very good
1,202 reviews
EVA Air
8.4
Very good
1,202 reviews

Boarding

8.4

Comfort

8.3

Food

8.1

Overall

8.4

Entertainment

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount
Japan Airlines
8.3
Very good
1,489 reviews
EVA Air
8.4
Very good
1,202 reviews

Boarding

8.4

Comfort

8.3

Food

8.1

Overall

8.4

Entertainment

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount
China Airlines
8.3
Very good
738 reviews
EVA Air
8.4
Very good
1,202 reviews

Boarding

8.4

Comfort

8.3

Food

8.1

Overall

8.4

Entertainment

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount
ANA
8.3
Very good
882 reviews
EVA Air
8.4
Very good
1,202 reviews

Boarding

8.4

Comfort

8.3

Food

8.1

Overall

8.4

Entertainment

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount
Asiana Airlines
8.2
Very good
440 reviews
EVA Air
8.4
Very good
1,202 reviews

Boarding

8.4

Comfort

8.3

Food

8.1

Overall

8.4

Entertainment

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount

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 $996. Other airlines that can offer you cheap pricing are Cathay Pacific, from $1,153, and Air Canada, from $1,302.

  • 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 ($624), China Airlines ($985), and Cathay Pacific ($1,073).

  • 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
Lansing
Benton Harbor
Porter
Hammond
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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