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$451+ 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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OSA
jul. 6 — jul. 131
dom. 7/6
dom. 7/13
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 julio 1, 2025.

Round-trip from

$746
(SmartFares)

One-way from

$454
(Mytrip)

Popular in

June

Cheapest in

October

Average price

$1,254
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. 9% potential increase in price ($153 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 July 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 julio 1, 2025.

This SmartFares deal was found by Cheapflights users on 6/30. 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.
lun. 8/184:00 pmORD - KIX
1 stop24h 40mCathay Pacific
dom. 8/3110:00 amKIX - ORD
1 stop42h 25mCathay Pacific
Deal found 6/30$746
This Trip.com deal was found by Cheapflights users on 7/1. 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.
mié. 8/138:00 amORD - ITM
2 stops33h 25mMultiple Airlines
mié. 8/206:00 pmITM - ORD
2 stops19h 59mMultiple Airlines
Deal found 7/1$1,023
This Mytrip deal was found by Cheapflights users on 6/30. 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.
jue. 8/147:09 pmORD - UKB
2 stops32h 21mMultiple Airlines
jue. 8/2111:00 amUKB - ORD
2 stops32h 40mMultiple Airlines
Deal found 6/30$1,048
This oojo deal was found by Cheapflights users on 6/30. 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.
sáb. 9/1312:30 amORD - UKB
1 stop19h 30mEVA Air
lun. 9/2211:00 amUKB - ORD
1 stop23h 45mEVA Air
Deal found 6/30$1,114
This American Airlines deal was found by Cheapflights users on 6/30. 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.
lun. 9/89:52 amORD - ITM
2 stops19h 53mAmerican Airlines
mié. 9/172:35 pmITM - ORD
2 stops19h 22mAmerican Airlines
Deal found 6/30$1,309
This Orbitz deal was found by Cheapflights users on 6/28. 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.
vie. 11/218:20 pmORD - ITM
2 stops31h 50mAir Canada
dom. 11/304:00 pmITM - ORD
2 stops18h 30mAir Canada
Deal found 6/28$1,336
This Cheapflightsfares deal was found by Cheapflights users on 6/29. 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.
mié. 9/1012:10 pmORD - ITM
1 stop17h 35mJapan Airlines
mié. 9/177:25 amITM - ORD
1 stop15h 40mJapan Airlines
Deal found 6/29$1,555
This Delta deal was found by Cheapflights users on 6/30. 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.
mar. 9/99:30 amMDW - KIX
2 stops21h 30mDelta
jue. 9/1812:35 pmKIX - MDW
2 stops23h 01mDelta
Deal found 6/30$1,670
This KLM deal was found by Cheapflights users on 6/30. 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.
mar. 9/97:17 pmMDW - KIX
2 stops25h 03mKLM
mar. 9/1612:00 pmKIX - MDW
2 stops47h 36mKLM
Deal found 6/30$1,805

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 julio 1, 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

lun. 8/18

4:00 pm-6:40 am

1 stop24h 40m

Osaka Kansai Intl

dom. 8/31

10:00 am-2:25 pm

1 stop42h 25m

$746

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

mié. 8/13

8:00 am-7:25 am

2 stops33h 25m

Osaka Itami

mié. 8/20

6:00 pm-11:59 pm

2 stops19h 59m

$1,023

ChicagoKobe

ORD - UKB

ORDUKB

Chicago O'Hare Intl

jue. 8/14

7:09 pm-5:30 pm

2 stops32h 21m

Kobe

jue. 8/21

11:00 am-5:40 am

2 stops32h 40m

$1,048

ChicagoKobe

ORD - UKB

ORDUKB

Chicago O'Hare Intl

sáb. 9/13

12:30 am-10:00 am

1 stop19h 30m

Kobe

lun. 9/22

11:00 am-8:45 pm

1 stop23h 45m

$1,114

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

lun. 9/8

9:52 am-7:45 pm

2 stops19h 53m

Osaka Itami

mié. 9/17

2:35 pm-7:57 pm

2 stops19h 22m

$1,309

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

lun. 9/22

8:55 am-7:10 pm

2 stops20h 15m

Osaka Itami

mar. 9/30

3:00 pm-9:13 am

2 stops32h 13m

$1,366

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

mié. 9/10

12:10 pm-7:45 pm

1 stop17h 35m

Osaka Itami

mié. 9/17

7:25 am-9:05 am

1 stop15h 40m

$1,555

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

mar. 9/9

9:30 am-9:00 pm

2 stops21h 30m

Osaka Kansai Intl

jue. 9/18

12:35 pm-9:36 pm

2 stops23h 01m

$1,670

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

lun. 9/8

12:40 pm-7:10 pm

1 stop16h 30m

Osaka Itami

mié. 9/17

8:20 pm-8:40 am

1 stop26h 20m

$1,677

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

mar. 9/9

7:17 pm-10:20 am

2 stops25h 03m

Osaka Kansai Intl

mar. 9/16

12:00 pm-9:36 pm

2 stops47h 36m

$1,805

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 30 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 27, 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 $884). Flying from Chicago to Osaka in June is currently the most expensive (average of $1,319). 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 julio 1, 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.

How much does it cost to fly round-trip from Chicago to Osaka?

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 julio 1, 2025.
Read reviews from past customers who have flown EVA Air, ANA, and Korean Air from Chicago to Osaka. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
EVA Air
8.4
Very good
1,212 reviews

Crew

8.6

Boarding

8.4

Food

8.1

Overall

8.4

Entertainment

8.0

Comfort

8.3

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
1,212 reviews
EVA Air
8.4
Very good
1,212 reviews

Crew

8.6

Boarding

8.4

Food

8.1

Overall

8.4

Entertainment

8.0

Comfort

8.3

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
8.4
Very good
892 reviews
EVA Air
8.4
Very good
1,212 reviews

Crew

8.6

Boarding

8.4

Food

8.1

Overall

8.4

Entertainment

8.0

Comfort

8.3

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
1,101 reviews
EVA Air
8.4
Very good
1,212 reviews

Crew

8.6

Boarding

8.4

Food

8.1

Overall

8.4

Entertainment

8.0

Comfort

8.3

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
1,504 reviews
EVA Air
8.4
Very good
1,212 reviews

Crew

8.6

Boarding

8.4

Food

8.1

Overall

8.4

Entertainment

8.0

Comfort

8.3

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
Alaska Airlines
8.0
Very good
10,000 reviews
EVA Air
8.4
Very good
1,212 reviews

Crew

8.6

Boarding

8.4

Food

8.1

Overall

8.4

Entertainment

8.0

Comfort

8.3

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 $746 on this airline. Additional options worth looking into are EVA Air and American Airlines, starting at $1,114 and $1,309 round-trip. You may be able to fly from Chicago to Osaka for 46% 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 $532. Air Canada flights start at $603 while deals on Alaska Airlines start at $627 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 $884). Flying from Chicago to Osaka in June is currently the most expensive (average of $1,319). 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 julio 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
ANACheapest$983Average$1,695FlexibilityNo 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$1,698FlexibilityNo cancel feeOn-time69%

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