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$487+ Cheap flights from Chicago (CHI) to Osaka (OSA)

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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OSA
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Osaka are usually found in October or September, booked 84 days in advance, depart on a Tuesday or Wednesday and return on a Monday

Cheap flight deals from Chicago to Osaka

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Osaka (OSA). 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

$893
(oojo)

One-way from

$523
(Mytrip)

Popular in

June

Cheapest in

October

Average price

$1,734
From Chicago (CHI) to Osaka (OSA)
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One-way flight from Chicago (CHI) to Osaka (OSA)
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Highest demand for flights based on searches. 10% potential increase in price ($156 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($31 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Chicago to Osaka

Cheapest flights from Chicago to Osaka
Explore the most affordable flight options available from Chicago to Osaka. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/283:40 pmORD - KIX
1 stop24h 40mCathay Pacific
Tue 11/49:50 amKIX - ORD
1 stop42h 10mCathay Pacific
Deal found 6/12$892
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/133:35 pmORD - KIX
1 stop34h 50mAir Canada
Thu 9/186:05 pmKIX - ORD
1 stop34h 50mAir Canada
Deal found 6/12$965
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/83:21 pmORD - KIX
2 stops28h 19mMultiple Airlines
Mon 9/157:35 amKIX - ORD
3 stops44h 41mMultiple Airlines
Deal found 6/10$971
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/148:00 amORD - UKB
2 stops36h 00mMultiple Airlines
Mon 7/2111:00 amUKB - ORD
2 stops26h 59mMultiple Airlines
Deal found 6/11$1,053
This oojo 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2912:30 amORD - KIX
1 stop19h 40mEVA Air
Wed 10/81:10 pmKIX - ORD
1 stop21h 35mEVA Air
Deal found 6/11$1,097
This EVA Air 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 EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2412:30 amORD - UKB
1 stop19h 30mEVA Air
Mon 9/2911:00 amUKB - ORD
1 stop23h 45mEVA Air
Deal found 6/12$1,136
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2310:15 pmORD - ITM
3 stops32h 10mMultiple Airlines
Thu 6/262:25 pmITM - ORD
3 stops29h 47mMultiple Airlines
Deal found 6/11$1,142
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/89:52 amORD - ITM
2 stops19h 53mAmerican Airlines
Mon 9/152:35 pmITM - ORD
2 stops19h 22mAmerican Airlines
Deal found 6/10$1,295
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/218:55 amORD - ITM
2 stops20h 15mAir Canada
Thu 9/252:05 pmITM - ORD
2 stops19h 24mAir Canada
Deal found 6/12$1,370
This Ovago 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2812:05 pmORD - UKB
1 stop31h 55mKorean Air
Tue 11/46:30 pmUKB - ORD
1 stop29h 00mKorean Air
Deal found 6/12$1,573
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/201:05 amORD - ITM
1 stop16h 30mJapan Airlines
Thu 9/258:30 amITM - ORD
1 stop14h 35mJapan Airlines
Deal found 6/12$1,578
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2811:50 amORD - UKB
1 stop19h 55mANA
Wed 8/137:05 amUKB - ORD
1 stop15h 35mANA
Deal found 6/12$1,648

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Osaka 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 Chicago to Osaka that are best for you.

Fly from

Chicago

Fly to

Osaka

Route

Depart

Return

Price

ChicagoOsaka

ORD - KIX

ORDKIX

Chicago O'Hare Intl

Mon 9/8

4:00 pm-6:40 am

1 stop24h 40m

Osaka Kansai Intl

Mon 9/15

5:45 pm-2:25 pm

1 stop34h 40m

$893

ChicagoOsaka

ORD - KIX

ORDKIX

Chicago O'Hare Intl

Mon 9/8

3:21 pm-9:40 am

2 stops28h 19m

Osaka Kansai Intl

Mon 9/15

7:35 am-2:16 pm

3 stops44h 41m

$971

ChicagoKobe

ORD - UKB

ORDUKB

Chicago O'Hare Intl

Mon 7/14

8:00 am-10:00 am

2 stops36h 00m

Kobe

Mon 7/21

11:00 am-11:59 pm

2 stops26h 59m

$1,053

ChicagoOsaka

ORD - KIX

ORDKIX

Chicago O'Hare Intl

Sun 9/7

12:30 am-5:15 pm

1 stop26h 45m

Osaka Kansai Intl

Mon 9/15

11:10 am-8:45 pm

1 stop23h 35m

$1,100

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Mon 6/23

10:15 pm-8:25 pm

3 stops32h 10m

Osaka Itami

Thu 6/26

2:25 pm-6:12 am

3 stops29h 47m

$1,142

ChicagoOsaka

ORD - KIX

ORDKIX

Chicago O'Hare Intl

Sun 9/7

8:08 pm-4:25 pm

2 stops30h 17m

Osaka Kansai Intl

Sun 9/14

6:05 pm-8:01 am

2 stops27h 56m

$1,159

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Mon 9/8

9:52 am-7:45 pm

2 stops19h 53m

Osaka Itami

Mon 9/15

2:35 pm-7:57 pm

2 stops19h 22m

$1,295

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Sun 9/21

8:55 am-7:10 pm

2 stops20h 15m

Osaka Itami

Thu 9/25

2:05 pm-7:29 pm

2 stops19h 24m

$1,370

ChicagoKobe

ORD - UKB

ORDUKB

Chicago O'Hare Intl

Fri 8/8

7:18 pm-10:00 am

2 stops48h 42m

Kobe

Mon 8/18

11:00 am-9:10 pm

1 stop24h 10m

$1,479

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Sat 9/20

1:05 am-7:35 am

1 stop16h 30m

Osaka Itami

Thu 9/25

8:30 am-9:05 am

1 stop14h 35m

$1,578

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 34 results
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Best time to book a flight from Chicago to Osaka

Have a flexible travel schedule? Discover the best time to fly to Osaka from Chicago 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 Chicago to Osaka

How far ahead should I book a flight from Chicago to Osaka?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Osaka. Price data was last updated on June 9, 2025.

The best time to book flights from Chicago to Osaka is 84 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago to Osaka?

Currently, February is the cheapest month in which you can book a flight from Chicago to Osaka (average of $888). Flying from Chicago to Osaka in June is currently the most expensive (average of $1,324). 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.

What is the cheapest time of day to fly from CHI to OSA?

Find hourly flight availability from Chicago to Osaka. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

When flying from Chicago to Osaka, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 37% versus a flight at noon.

Rainfall in Osaka by month

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

In terms of precipitation, rainfall in Osaka ranges from 1.6 - 7.9 inches per month. June is typically the wettest month, when rainfall can reach 7.9 in. January is typically the driest time to visit Osaka when rainfall is around 1.6 in.

Temperature in Osaka by month

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

If weather is an important factor for your trip to Osaka, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).

Reviews of airlines servicing Osaka

Get insights into the airlines that provide service to Osaka. 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 Osaka. Reviews last updated June 12, 2025.
Read reviews from past customers who have flown EVA Air, Korean Air and Japan Airlines from Chicago to Osaka. In addition to providing an overall rating, 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

Food

8.1

Boarding

8.4

Entertainment

8.0

Overall

8.4

Comfort

8.3

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

Food

8.1

Boarding

8.4

Entertainment

8.0

Overall

8.4

Comfort

8.3

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
Korean Air
8.4
Very good
1,088 reviews
EVA Air
8.4
Very good
1,202 reviews

Food

8.1

Boarding

8.4

Entertainment

8.0

Overall

8.4

Comfort

8.3

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

Food

8.1

Boarding

8.4

Entertainment

8.0

Overall

8.4

Comfort

8.3

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

Food

8.1

Boarding

8.4

Entertainment

8.0

Overall

8.4

Comfort

8.3

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

Food

8.1

Boarding

8.4

Entertainment

8.0

Overall

8.4

Comfort

8.3

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 Chicago to Osaka. 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 Chicago to Osaka round-trip?

    Our cheapest airline available from Chicago to Osaka is Cathay Pacific. Our recent data shows that you can find tickets from as low as $893 on this airline. Additional options worth looking into are EVA Air and Air Canada, starting at $1,100 and $1,159 round-trip. You may be able to fly from Chicago to Osaka for 35% less than the average price by searching for these airlines.

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

    To fly one-way, consider booking your trip with Cathay Pacific, which is currently one of the cheapest options available, starting at $631. EVA Air flights start at $643 while deals on China Airlines start at $646 one-way.

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

    The most popular route from Chicago to Osaka is Chicago O'Hare Intl - Osaka Kansai Intl. You may also consider Chicago O'Hare Intl - Osaka Itami or Chicago O'Hare Intl - Kobe.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Chicago to Osaka (average of $888). Flying from Chicago to Osaka in June is currently the most expensive (average of $1,324). 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
Nara
Nishinomiya

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Alternative routes for Chicago to Osaka

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

Top 4 airlines flying from Chicago to Osaka

Discover the top 4 airlines that operate flights from Chicago to Osaka. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
ANACheapest$983Average$1,604FlexibilityNo cancel feeOn-time80%
Air CanadaCheapest$1,025Average$1,391FlexibilityNo cancel feeOn-time67%
EVA AirCheapest$1,097Average$1,293FlexibilityNo cancel feeOn-time74%
United AirlinesCheapest$1,099Average$1,581FlexibilityNo cancel feeOn-time69%

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