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$466+ Cheap flights from Osaka (OSA) to Midway (MDW)

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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
OSA — MDW
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Osaka to Midway

Cheapest flights from Osaka to Midway
Explore the most affordable flight options available from Osaka to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Delta deal was found by Cheapflights users on 12/16. 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.
Mon 12/2211:55 amKIX - MDW
2 stops38h 11mDelta
Thu 1/86:14 pmMDW - KIX
2 stops35h 31mDelta
Deal found 12/16$2,089

Find flight deals from Osaka to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Osaka (OSA) to Midway (MDW). 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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$1,016
(Delta)

One-way from

$466
(Kiwi.com)
Provider with most accurate pricing for Osaka (OSA)-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Osaka (OSA)-Chicago Midway flights.
Search Deals
From Osaka (OSA) to Chicago Midway
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One-way flight from Osaka (OSA) to Chicago Midway
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Osaka to Midway 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 December 18, 2025.
Use the filters below to find and compare flights from Osaka to Chicago Midway Airport that are best for you.

Fly from

Osaka

Fly to

Midway

Route

Depart

Return

Price

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Thu 1/22

9:00 am-10:22 pm

2 stops28h 22m

Chicago Midway

Wed 2/4

6:14 pm-8:45 pm

2 stops35h 31m

$1,016

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Sat 1/31

9:00 am-10:22 pm

2 stops28h 22m

Chicago Midway

Sat 2/7

5:00 pm-8:45 pm

2 stops36h 45m

$1,080

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Fri 1/30

6:10 pm-5:00 am

2 stops25h 50m

Chicago Midway

Fri 2/6

4:40 pm-9:55 am

2 stops26h 15m

$1,322

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Sun 2/15

1:00 pm-5:37 pm

2 stops43h 37m

Chicago Midway

Wed 2/18

1:49 pm-10:50 am

2 stops30h 01m

$1,522

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Fri 1/9

2:00 pm-10:07 pm

2 stops23h 07m

Chicago Midway

Wed 1/21

6:35 pm-8:45 pm

2 stops35h 10m

$1,836

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Thu 1/22

9:00 am-1:09 pm

2 stops43h 09m

Chicago Midway

Mon 1/26

1:26 pm-8:45 pm

2 stops40h 19m

$2,062

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Sun 1/4

6:10 pm-4:29 pm

2 stops37h 19m

Chicago Midway

Wed 1/21

6:14 pm-5:00 pm

2 stops31h 46m

$7,195

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Sun 1/4

1:00 pm-10:07 pm

2 stops48h 07m

Chicago Midway

Fri 1/9

5:31 pm-11:20 am

2 stops26h 49m

$8,112

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Mon 1/19

9:10 pm-12:05 pm

3 stops53h 55m

$474

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Mon 3/23

8:00 am-10:45 pm

3 stops28h 45m

$484

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 16 results
1
2

Compare providers for flights from Osaka to Midway

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 Midway in December.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 Midway Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Osaka-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Osaka-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Osaka-Chicago Midway Airport flights, Cheapflights users trust eDreams the most. eDreams 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 Midway Airport 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 Midway

Have a flexible travel schedule? Discover the best time to fly to Midway 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 Midway Airport
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Osaka to Midway. 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 Osaka to Chicago Midway Airport?

    For as low as $1,016, Delta can have you in Chicago Midway Airport from Osaka in 28h 22m. There are 6504 mi between Osaka and Chicago Midway Airport.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Osaka to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Osaka to Midway

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