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$480+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OSA
May 30 — Jun 61
Sat 5/30
Sat 6/6
1 adult, Economy
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Cheap 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 April 30, 2026.

This oojo deal was found by Cheapflights users on 4/29. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/224:15 pm
ORD
-
KIX
1 stop24h 25m
Cathay Pacific
Wed 10/149:05 am
KIX
-
ORD
1 stop42h 50m
Cathay Pacific
Deal found 4/29$966
This Gotogate deal was found by Cheapflights users on 4/26. 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.
Sun 5/34:15 pm
ORD
-
KIX
1 stop24h 25m
Cathay Pacific
Tue 5/199:45 am
KIX
-
ORD
1 stop42h 10m
Cathay Pacific
Deal found 4/26$1,019
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 5/34:15 pm
ORD
-
KIX
1 stop24h 25m
Multiple Airlines
Tue 5/199:00 pm
KIX
-
ORD
2 stops40h 01m
Multiple Airlines
Deal found 4/26$1,025
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/144:00 pm
ORD
-
KIX
1 stop24h 40m
Cathay Pacific
Thu 9/249:05 am
KIX
-
ORD
1 stop42h 50m
Cathay Pacific
Deal found 4/28$1,032
This oojo deal was found by Cheapflights users on 4/30. 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.
Tue 9/154:00 pm
ORD
-
KIX
1 stop30h 55m
Cathay Pacific
Tue 9/299:45 am
KIX
-
ORD
1 stop42h 10m
Cathay Pacific
Deal found 4/30$1,041
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Tue 8/254:00 pm
ORD
-
KIX
1 stop24h 40m
Multiple Airlines
Tue 9/17:20 pm
KIX
-
ORD
2 stops43h 22m
Multiple Airlines
Deal found 4/26$1,045
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Tue 8/114:00 pm
ORD
-
KIX
1 stop24h 40m
Multiple Airlines
Thu 8/207:20 pm
KIX
-
ORD
2 stops43h 22m
Multiple Airlines
Deal found 4/26$1,048
This KAYAK deal was found by Cheapflights users on 4/28. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/44:15 pm
ORD
-
KIX
1 stop24h 25m
Cathay Pacific
Thu 10/155:35 pm
KIX
-
ORD
1 stop34h 20m
Cathay Pacific
Deal found 4/28$1,069
This Justfly.com deal was found by Cheapflights users on 4/26. 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.
Tue 9/157:11 am
ORD
-
ITM
2 stops21h 44m
Air Canada
Tue 9/292:00 pm
ITM
-
ORD
2 stops20h 12m
Air Canada
Deal found 4/26$1,123
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 5/35:45 pm
ORD
-
ITM
1 stop24h 20m
Multiple Airlines
Tue 5/198:20 pm
ITM
-
ORD
2 stops40h 41m
Multiple Airlines
Deal found 4/26$1,171
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Tue 8/115:45 pm
ORD
-
ITM
1 stop24h 20m
Multiple Airlines
Thu 8/208:20 pm
ITM
-
ORD
2 stops42h 22m
Multiple Airlines
Deal found 4/26$1,201
This oojo deal was found by Cheapflights users on 4/30. 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.
Wed 11/411:30 pm
ORD
-
UKB
1 stop19h 30m
EVA Air
Wed 11/2511:00 am
UKB
-
ORD
1 stop23h 35m
EVA Air
Deal found 4/30$1,241

Find 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 April 30, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$1,019
(Gotogate)

One-way from

$480
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$1,564
Provider with most accurate pricing for Chicago (CHI)-Osaka (OSA) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Osaka (OSA) flights.
Search Deals
From Chicago (CHI) to Osaka (OSA)
Search Deals
One-way flight from Chicago (CHI) to Osaka (OSA)
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($211 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($59 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

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 April 30, 2026.
Use the filters below to find and compare flights from Chicago to Osaka that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Sat 9/12

9:35 pm-5:05 pm

2 stops29h 30m

Osaka Itami

Thu 9/24

12:50 pm-3:05 pm

1 stop16h 15m

$1,459

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Sun 10/18

9:45 am-7:50 pm

2 stops20h 05m

Osaka Itami

Wed 10/28

1:40 pm-7:45 pm

2 stops20h 05m

$1,469

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Sun 10/18

9:30 am-10:40 pm

2 stops23h 10m

Osaka Kansai Intl

Wed 10/28

11:55 am-9:45 pm

2 stops23h 50m

$1,477

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Sat 10/24

9:30 am-10:40 pm

2 stops23h 10m

Osaka Kansai Intl

Mon 11/2

2:15 am-12:33 pm

2 stops25h 18m

$1,527

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Sun 9/13

6:00 am-7:50 pm

2 stops23h 50m

Osaka Itami

Tue 9/22

2:35 pm-11:59 pm

2 stops23h 24m

$1,562

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Tue 9/29

9:30 am-10:40 pm

2 stops23h 10m

Osaka Kansai Intl

Wed 10/7

2:15 am-12:33 pm

2 stops24h 18m

$1,577

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Fri 10/9

9:55 am-8:45 pm

2 stops20h 50m

Osaka Kansai Intl

Fri 10/23

2:15 am-9:45 pm

2 stops33h 30m

$1,577

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Mon 9/14

8:42 pm-7:50 pm

2 stops33h 08m

Osaka Itami

Tue 9/22

2:35 pm-7:55 pm

2 stops19h 20m

$1,578

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Sat 9/12

4:08 pm-7:50 pm

2 stops37h 42m

Osaka Itami

Thu 9/24

2:35 pm-7:55 pm

2 stops19h 20m

$1,578

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Thu 8/27

8:55 pm-10:10 am

2 stops23h 15m

Osaka Kansai Intl

Mon 8/31

6:30 pm-5:50 am

2 stops25h 20m

$1,599

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Showing 1-10 of 60 resultsSorted by cheapest first
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Compare providers for flights from Chicago to Osaka

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 Chicago to Osaka in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 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 Chicago-Osaka flights, users find the pricing of Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Chicago-Osaka flight deals on Cheapflights vs. Ovago >95% of the time. Price accuracy is based on data collected from Chicago-Osaka flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Osaka flights, Cheapflights users trust Ovago the most. Ovago 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 Chicago-Osaka 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 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

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

Currently, April is the cheapest month in which you can book a flight from Chicago to Osaka (average of $493). Flying from Chicago to Osaka in December is currently the most expensive (average of $1,127). 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.

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

How often are flights from Chicago to Osaka delayed?

About 35% of weekly flights between Chicago and Osaka have experienced delays in the past year, with the average delay time being 170 minutes.

What is the most punctual flight time for Chicago to Osaka flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Monday tends to have the lowest number of delays on this route, whereas Thursday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Osaka flights?

Over the last year, EVA Air have had the lowest number of delays on this route, with just 34% of flights being delayed.

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 April 30, 2026.
Read reviews from past customers who have flown EVA Air,Japan Airlines, andANA 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
8.5
Very good
1,436 reviews

Comfort

8.3

Crew

8.6

Entertainment

8.0

Overall

8.5

Boarding

8.4

Food

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

TPE - SFO

Why when we’re about to board they suddenly announced the letters ABC to board first .. so what is the use us waiting at the door (with wheelchairs) ended up almost at the end to board and I can see people walking boarding first? Is this something new? You go by letters now?
EVA Air
8.5
Very good
1,436 reviews
EVA Air
8.5
Very good
1,436 reviews

Comfort

8.3

Crew

8.6

Entertainment

8.0

Overall

8.5

Boarding

8.4

Food

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

TPE - SFO

Why when we’re about to board they suddenly announced the letters ABC to board first .. so what is the use us waiting at the door (with wheelchairs) ended up almost at the end to board and I can see people walking boarding first? Is this something new? You go by letters now?
Japan Airlines
8.3
Very good
1,798 reviews
EVA Air
8.5
Very good
1,436 reviews

Comfort

8.3

Crew

8.6

Entertainment

8.0

Overall

8.5

Boarding

8.4

Food

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

TPE - SFO

Why when we’re about to board they suddenly announced the letters ABC to board first .. so what is the use us waiting at the door (with wheelchairs) ended up almost at the end to board and I can see people walking boarding first? Is this something new? You go by letters now?
ANA
8.3
Very good
1,202 reviews
EVA Air
8.5
Very good
1,436 reviews

Comfort

8.3

Crew

8.6

Entertainment

8.0

Overall

8.5

Boarding

8.4

Food

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

TPE - SFO

Why when we’re about to board they suddenly announced the letters ABC to board first .. so what is the use us waiting at the door (with wheelchairs) ended up almost at the end to board and I can see people walking boarding first? Is this something new? You go by letters now?
Cathay Pacific
7.6
Good
1,310 reviews
EVA Air
8.5
Very good
1,436 reviews

Comfort

8.3

Crew

8.6

Entertainment

8.0

Overall

8.5

Boarding

8.4

Food

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

TPE - SFO

Why when we’re about to board they suddenly announced the letters ABC to board first .. so what is the use us waiting at the door (with wheelchairs) ended up almost at the end to board and I can see people walking boarding first? Is this something new? You go by letters now?
Air Canada
7.1
Good
10,983 reviews
EVA Air
8.5
Very good
1,436 reviews

Comfort

8.3

Crew

8.6

Entertainment

8.0

Overall

8.5

Boarding

8.4

Food

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

TPE - SFO

Why when we’re about to board they suddenly announced the letters ABC to board first .. so what is the use us waiting at the door (with wheelchairs) ended up almost at the end to board and I can see people walking boarding first? Is this something new? You go by letters now?

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.

  • How long is the flight from Chicago to Osaka?

    United Airlines, American Airlines, and Delta can get you from Chicago to Osaka in just under 20h 05m. Your travel time can differ by up to 9h 25m. The distance between Chicago and Osaka is about 6461 mi. This flight may include one or multiple stops.

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

    Our cheapest airline available from Chicago to Osaka is EVA Air. Our recent data shows that you can find tickets from as low as $1,008 on this airline. Additional options worth looking into are ANA and Japan Airlines, starting at $1,022 and $1,039 round-trip. You may be able to fly from Chicago to Osaka for 21% less than the average price by searching for these airlines.

  • 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, April is the cheapest month in which you can book a flight from Chicago to Osaka (average of $493). Flying from Chicago to Osaka in December is currently the most expensive (average of $1,127). 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
Nara

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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 Osaka Itami 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 April 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
EVA AirCheapest$1,008Average$1,100FlexibilityNo cancel feeOn-time74%
ANACheapest$1,022Average$1,338FlexibilityNo cancel feeOn-time80%
Japan AirlinesCheapest$1,039Average$1,335FlexibilityNo cancel feeOn-time79%
United AirlinesCheapest$1,145Average$1,698FlexibilityNo cancel feeOn-time69%

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