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Midway

$522+ 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 3/31. Fares are subject to change and may not be available on all flights or dates of travel.
OSA — MDW
Mar 10 — Mar 171
Tue 3/10
Tue 3/17
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 February 8, 2026.

This China Airlines 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/167:00 pm
KIX
-
MDW
2 stops32h 25m
Multiple Airlines
Sun 3/14:55 pm
MDW
-
KIX
3 stops27h 40m
Multiple Airlines
Deal found 2/7$1,493
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 10/2811:55 am
KIX
-
MDW
2 stops34h 54m
Delta
Sun 11/11:00 pm
MDW
-
KIX
2 stops40h 45m
Delta
Deal found 2/7$1,726
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2511:55 am
KIX
-
MDW
2 stops23h 50m
Delta
Tue 11/31:05 pm
MDW
-
KIX
2 stops30h 40m
Delta
Deal found 2/6$1,793
This Delta deal was found by Cheapflights users on 2/5. 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.
Thu 4/1612:35 pm
KIX
-
MDW
2 stops35h 21m
Delta
Sat 5/97:00 pm
MDW
-
KIX
2 stops36h 00m
Delta
Deal found 2/5$2,085
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 3/2411:55 am
KIX
-
MDW
2 stops24h 36m
Delta
Tue 3/316:00 am
MDW
-
KIX
2 stops25h 00m
Delta
Deal found 2/7$2,137
This Delta deal was found by Cheapflights users on 2/5. 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.
Thu 4/306:20 pm
KIX
-
MDW
2 stops36h 05m
Delta
Tue 5/57:16 pm
MDW
-
KIX
2 stops35h 44m
Delta
Deal found 2/5$2,199
This Delta deal was found by Cheapflights users on 2/5. 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.
Sat 4/186:20 pm
KIX
-
MDW
2 stops31h 47m
Delta
Mon 5/119:22 am
MDW
-
KIX
2 stops21h 38m
Delta
Deal found 2/5$2,299
This Air France 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/2312:45 pm
KIX
-
MDW
2 stops47h 46m
Air France
Mon 3/301:10 pm
MDW
-
KIX
2 stops30h 30m
Air France
Deal found 2/6$2,727
This Delta deal was found by Cheapflights users on 2/5. 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.
Thu 4/1612:35 pm
KIX
-
MDW
2 stops35h 21m
Delta
Mon 5/119:23 am
MDW
-
KIX
2 stops21h 37m
Delta
Deal found 2/5$3,206
This Air France deal was found by Cheapflights users on 2/5. 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 France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1711:55 am
KIX
-
MDW
2 stops42h 30m
Multiple Airlines
Mon 5/111:22 pm
MDW
-
KIX
2 stops30h 18m
Multiple Airlines
Deal found 2/5$3,238
This KLM deal was found by Cheapflights users on 2/5. 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.
Fri 4/1711:55 am
KIX
-
MDW
2 stops42h 30m
KLM
Sun 5/105:14 pm
MDW
-
KIX
2 stops27h 01m
KLM
Deal found 2/5$3,350

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 February 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$2,085
(Delta)

One-way from

$522
(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
Search Deals
One-way flight from Osaka (OSA) to Chicago Midway
Search Deals

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 February 8, 2026.
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 4/16

12:35 pm-9:56 am

2 stops35h 21m

Chicago Midway

Sat 5/9

7:00 pm-9:00 pm

2 stops36h 00m

$2,085

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Tue 3/24

11:55 am-10:31 pm

2 stops24h 36m

Chicago Midway

Tue 3/31

6:00 am-9:00 pm

2 stops25h 00m

$2,137

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Thu 4/30

6:20 pm-4:25 pm

2 stops36h 05m

Chicago Midway

Tue 5/5

7:16 pm-9:00 pm

2 stops35h 44m

$2,199

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Sat 4/18

6:20 pm-12:07 pm

2 stops31h 47m

Chicago Midway

Mon 5/11

9:22 am-9:00 pm

2 stops21h 38m

$2,299

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Mon 3/23

12:45 pm-10:31 pm

2 stops47h 46m

Chicago Midway

Mon 3/30

1:10 pm-9:40 am

2 stops30h 30m

$2,727

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Thu 4/16

12:35 pm-8:51 am

2 stops34h 16m

Chicago Midway

Sun 5/10

9:23 am-9:00 pm

2 stops21h 37m

$3,206

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Thu 4/16

12:35 pm-9:56 am

2 stops35h 21m

Chicago Midway

Mon 5/11

9:23 am-9:00 pm

2 stops21h 37m

$3,206

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Fri 4/17

11:55 am-4:25 pm

2 stops42h 30m

Chicago Midway

Mon 5/11

1:22 pm-9:40 am

2 stops30h 18m

$3,238

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Fri 4/17

11:55 am-4:25 pm

2 stops42h 30m

Chicago Midway

Sun 5/10

5:14 pm-10:15 am

2 stops27h 01m

$3,350

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Sat 4/18

12:35 pm-10:28 pm

2 stops23h 53m

Chicago Midway

Sun 5/10

9:23 am-9:00 pm

2 stops21h 37m

$7,362

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/5

Showing 1-10 of 17 results
1
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  • Most accurate provider: When it comes to deals on Osaka-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Osaka-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >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 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 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 $2,085, Delta can have you in Chicago Midway Airport from Osaka in 35h 21m. There are 6504 mi between Osaka and Chicago Midway Airport. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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

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

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