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$502+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
OSA — MDW
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap 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 September 15, 2025.

Round-trip from

$1,588
(Delta)

One-way from

$502
(Kiwi.com)
From Osaka (OSA) to Chicago Midway
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One-way flight from Osaka (OSA) to Chicago Midway
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Find 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 September 15, 2025.

This Delta deal was found by Cheapflights users on 9/15. 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 12/229:00 amKIX - MDW
2 stops28h 16mDelta
Thu 1/86:00 amMDW - KIX
2 stops23h 45mDelta
Deal found 9/15$1,631
This Delta deal was found by Cheapflights users on 9/13. 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.
Fri 10/179:05 amKIX - MDW
2 stops39h 25mDelta
Fri 10/246:00 amMDW - KIX
2 stops25h 00mDelta
Deal found 9/13$1,775
This Delta deal was found by Cheapflights users on 9/15. 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 10/3011:55 amKIX - MDW
2 stops24h 19mDelta
Thu 11/66:00 amMDW - KIX
2 stops23h 45mDelta
Deal found 9/15$1,964
This Mytrip deal was found by Cheapflights users on 9/15. 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.
Thu 10/302:05 pmKIX - MDW
3 stops34h 00mMultiple Airlines
Thu 11/64:15 pmMDW - KIX
3 stops34h 25mMultiple Airlines
Deal found 9/15$2,795
This Delta deal was found by Cheapflights users on 9/14. 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 11/12:00 pmKIX - MDW
2 stops33h 55mDelta
Sat 11/157:02 pmMDW - KIX
2 stops34h 43mDelta
Deal found 9/14$3,937

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 September 15, 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

Mon 12/22

11:55 am-10:16 pm

2 stops25h 21m

Chicago Midway

Thu 1/8

6:00 am-8:45 pm

2 stops23h 45m

$1,631

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Fri 10/17

9:05 am-10:30 am

2 stops39h 25m

Chicago Midway

Fri 10/24

6:00 am-9:00 pm

2 stops25h 00m

$1,775

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Thu 10/30

11:55 am-10:14 pm

2 stops24h 19m

Chicago Midway

Thu 11/6

6:00 am-8:45 pm

2 stops23h 45m

$1,964

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Thu 10/30

2:05 pm-10:05 am

3 stops34h 00m

Chicago Midway

Thu 11/6

4:15 pm-5:40 pm

3 stops34h 25m

$2,795

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Sat 11/1

2:00 pm-9:55 am

2 stops33h 55m

Chicago Midway

Sat 11/15

7:02 pm-8:45 pm

2 stops34h 43m

$3,937

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Wed 10/15

9:00 am-10:46 am

3 stops39h 46m

$502

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Mon 12/15

11:45 am-9:32 pm

3 stops48h 47m

$613

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Tue 3/10

11:55 am-9:46 pm

2 stops23h 51m

$2,016

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

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 $1,631, Delta can have you in Chicago Midway Airport from Osaka in 25h 21m. 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.

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

    Currently, April is the cheapest month in which you can book a flight from Osaka to Chicago Midway Airport (average of $160). Flying from Osaka to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 Midway Airport?

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

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