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$499+ Cheap flights from Midway (MDW) 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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OSA
Mar 11 — Mar 181
Wed 3/11
Wed 3/18
1 adult, Economy
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Find cheap flights from Midway to Osaka with Cheapflights

1. Tell us where you want to go

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2. Select your favorite providers

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3. Compare prices and book

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Cheap flight deals from Midway to Osaka

Cheapest flights from Midway to Osaka
Explore the most affordable flight options available from Midway to Osaka. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 9, 2026.

This Delta deal was found by Cheapflights users on 2/7. 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.
Tue 9/291:05 pm
MDW
-
KIX
2 stops41h 55m
Delta
Wed 11/256:10 pm
KIX
-
MDW
2 stops39h 27m
Delta
Deal found 2/7$1,033
This Delta deal was found by Cheapflights users on 2/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/206:00 am
MDW
-
KIX
2 stops25h 00m
Delta
Tue 5/1212:35 pm
KIX
-
MDW
2 stops38h 07m
Delta
Deal found 2/9$1,136
This China Airlines deal was found by Cheapflights users on 2/8. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:45 pm
MDW
-
KIX
2 stops26h 05m
Multiple Airlines
Thu 9/177:05 pm
KIX
-
MDW
2 stops24h 50m
Multiple Airlines
Deal found 2/8$1,206
This China Airlines deal was found by Cheapflights users on 2/8. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:45 pm
MDW
-
KIX
2 stops25h 15m
Multiple Airlines
Wed 9/167:05 pm
KIX
-
MDW
2 stops24h 45m
Multiple Airlines
Deal found 2/8$1,211
This Delta deal was found by Cheapflights users on 2/7. 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.
Tue 9/295:25 pm
MDW
-
KIX
2 stops37h 35m
Delta
Sun 11/296:10 pm
KIX
-
MDW
2 stops33h 23m
Delta
Deal found 2/7$1,245
This China Airlines deal was found by Cheapflights users on 2/6. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:45 pm
MDW
-
KIX
2 stops25h 15m
Multiple Airlines
Sun 9/132:00 pm
KIX
-
MDW
2 stops24h 25m
Multiple Airlines
Deal found 2/6$1,251
This China Airlines deal was found by Cheapflights users on 2/8. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/78:55 pm
MDW
-
KIX
2 stops25h 55m
Multiple Airlines
Fri 9/252:00 pm
KIX
-
MDW
2 stops23h 25m
Multiple Airlines
Deal found 2/8$1,275
This Delta deal was found by Cheapflights users on 2/8. 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.
Wed 10/76:00 am
MDW
-
KIX
2 stops25h 00m
Delta
Wed 10/286:10 pm
KIX
-
MDW
2 stops31h 46m
Delta
Deal found 2/8$1,293
This China Airlines deal was found by Cheapflights users on 2/9. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/238:35 pm
MDW
-
KIX
2 stops25h 25m
Multiple Airlines
Sun 8/302:00 pm
KIX
-
MDW
2 stops24h 25m
Multiple Airlines
Deal found 2/9$1,295
This Delta deal was found by Cheapflights users on 2/7. 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.
Wed 9/309:20 am
MDW
-
KIX
2 stops21h 40m
Delta
Fri 11/2711:55 am
KIX
-
MDW
2 stops24h 50m
Delta
Deal found 2/7$1,343
This Delta deal was found by Cheapflights users on 2/8. 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 4/66:34 pm
MDW
-
KIX
2 stops36h 26m
Delta
Wed 4/229:05 am
KIX
-
MDW
2 stops27h 23m
Delta
Deal found 2/8$1,374

Find flight deals from Midway to Osaka

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) 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 February 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$1,136
(Delta)

One-way from

$499
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$1,210
Provider with most accurate pricing for Chicago Midway-Osaka (OSA) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Osaka (OSA) flights.
Search Deals
From Chicago Midway to Osaka (OSA)
Search Deals
One-way flight from Chicago Midway to Osaka (OSA)
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($313 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($56 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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 February 9, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Osaka that are best for you.

Fly from

Midway

Fly to

Osaka

Route

Depart

Return

Price

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Mon 4/20

9:31 am-9:00 pm

2 stops21h 29m

Osaka Kansai Intl

Tue 5/12

9:05 am-9:09 pm

2 stops26h 04m

$1,136

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Mon 4/6

7:20 pm-9:00 pm

2 stops35h 40m

Osaka Kansai Intl

Wed 4/22

9:05 am-10:28 pm

2 stops27h 23m

$1,374

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Wed 3/25

10:55 am-11:35 am

2 stops34h 40m

Osaka Kansai Intl

Wed 4/1

7:05 pm-5:30 am

2 stops24h 25m

$1,577

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Thu 5/7

9:23 am-9:00 pm

2 stops21h 37m

Osaka Kansai Intl

Thu 5/21

9:05 am-9:09 pm

2 stops26h 04m

$1,600

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Wed 5/6

7:16 pm-9:00 pm

2 stops35h 44m

Osaka Kansai Intl

Wed 5/20

12:35 pm-12:42 pm

2 stops38h 07m

$1,606

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Wed 4/8

9:35 am-9:00 pm

2 stops21h 25m

Osaka Kansai Intl

Wed 4/15

9:05 am-10:28 pm

2 stops27h 23m

$1,613

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Wed 3/25

10:05 am-5:50 pm

2 stops41h 45m

Osaka Kansai Intl

Thu 4/2

7:05 pm-5:55 am

2 stops24h 50m

$1,775

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Mon 3/9

6:05 am-2:05 pm

3 stops42h 00m

$499

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Tue 3/10

12:47 pm-10:45 am

2 stops31h 58m

$1,113

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/8

Compare providers for flights from Midway 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 Midway to Osaka in February.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 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 Midway Airport-Osaka flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Osaka flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Osaka flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Osaka flights, Cheapflights users trust FlightHub the most. FlightHub 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 Midway Airport-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 Midway to Osaka

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

    For as low as $1,136, Delta can have you in Osaka from Chicago Midway Airport in 21h 29m. The distance from Chicago Midway Airport to Osaka is about 6504 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway 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.

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 Midway to Osaka

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