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Cheap flights from Chicago Midway Airport to Osaka from $1,187

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Osaka departing on 3/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Osaka

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
2:10 pm - 11:35 amMDW-KIX
30h 25m2 stops
Multiple Airlines Logo
7:00 pm - 5:30 amKIX-MDW
24h 30m2 stops
$1,187Multiple Airlines
Find Deal
Wed, Mar 4 - Wed, Mar 11
Delta Logo
6:00 am - 8:45 pmMDW-KIX
23h 45m2 stops
Delta Logo
9:00 am - 11:47 pmKIX-MDW
29h 47m2 stops
$1,388Delta
Find Deal
Wed, Dec 3 - Wed, Dec 10
Delta Logo
10:36 am - 12:50 pmMDW-KIX
35h 14m2 stops
Delta Logo
9:00 am - 11:47 pmKIX-MDW
29h 47m2 stops
$1,438Delta
Find Deal
Sun, Dec 7 - Sun, Dec 14
Delta Logo
6:00 am - 8:45 pmMDW-KIX
23h 45m2 stops
Delta Logo
2:00 pm - 11:47 pmKIX-MDW
24h 47m2 stops
$1,523Delta
Find Deal
Fri, Dec 5 - Fri, Dec 12
Delta Logo
5:25 pm - 5:00 pmMDW-KIX
32h 35m2 stops
Delta Logo
11:55 am - 9:46 pmKIX-MDW
24h 51m2 stops
$1,558Delta
Find Deal
Mon, Jan 12 - Tue, Jan 20
Delta Logo
7:10 pm - 8:45 pmMDW-KIX
34h 35m2 stops
Delta Logo
11:55 am - 11:40 pmKIX-MDW
26h 45m2 stops
$1,563Delta
Find Deal
Sat, Nov 8 - Tue, Nov 18
Delta Logo
6:45 pm - 8:45 pmMDW-KIX
35h 00m2 stops
Delta Logo
11:55 am - 9:46 pmKIX-MDW
24h 51m2 stops
$1,741Delta
Find Deal
Mon, Jan 5 - Thu, Feb 5
KLM Logo
5:25 pm - 11:20 amMDW-KIX
26h 55m2 stops
KLM Logo
1:00 pm - 6:34 pmKIX-MDW
43h 34m2 stops
$4,023KLM
Find Deal
Tue, Mar 3 - Thu, Mar 12
Multiple Airlines Logo
4:40 pm - 11:35 amMDW-KIX
27h 55m2 stops
Multiple Airlines Logo
7:00 pm - 5:00 amKIX-MDW
25h 00m2 stops
$6,663Multiple Airlines
Find Deal
Tue, Feb 17 - Tue, Mar 3
KLM Logo
2:00 pm - 10:50 amMDW-KIX
29h 50m2 stops
KLM Logo
1:00 pm - 4:25 pmKIX-MDW
42h 25m2 stops
$11,056KLM
Find Deal
Mon, Feb 16 - Tue, Mar 3

Delta flights from Chicago Midway Airport to Osaka Kansai Intl Airport

Our best Delta deals on Chicago Midway Airport to Osaka Kansai Intl Airport flight tickets
Delta
Dec 3
MDW6:00 amChicago Midway
23h 45m
2 stops
KIX8:45 pmOsaka Kansai Intl
Dec 10
KIX9:00 amOsaka Kansai Intl
29h 47m
2 stops
MDW11:47 pmChicago Midway
$1,388
Find similar
Delta
Dec 7
MDW10:36 amChicago Midway
35h 14m
2 stops
KIX12:50 pmOsaka Kansai Intl
Dec 14
KIX9:00 amOsaka Kansai Intl
29h 47m
2 stops
MDW11:47 pmChicago Midway
$1,438
Find similar
Delta
Dec 5
MDW6:00 amChicago Midway
23h 45m
2 stops
KIX8:45 pmOsaka Kansai Intl
Dec 12
KIX2:00 pmOsaka Kansai Intl
24h 47m
2 stops
MDW11:47 pmChicago Midway
$1,523
Find similar

KLM flights from Chicago Midway Airport to Osaka Kansai Intl Airport

Our best KLM deals on Chicago Midway Airport to Osaka Kansai Intl Airport flight tickets
KLM
Mar 3
MDW5:25 pmChicago Midway
26h 55m
2 stops
KIX11:20 amOsaka Kansai Intl
Mar 12
KIX1:00 pmOsaka Kansai Intl
43h 34m
2 stops
MDW6:34 pmChicago Midway
$4,023
Find similar
KLM
Feb 16
MDW2:00 pmChicago Midway
29h 50m
2 stops
KIX10:50 amOsaka Kansai Intl
Mar 3
KIX1:00 pmOsaka Kansai Intl
42h 25m
2 stops
MDW4:25 pmChicago Midway
$11,056
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Osaka Kansai Intl Airport 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, momondo users made 832,500 searches. Data last updated October 23, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Osaka Kansai Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Wed 3/4

2:10 pm-11:35 am

2 stops30h 25m

Osaka Kansai Intl

Wed 3/11

7:00 pm-5:30 am

2 stops24h 30m

$1,187

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Wed 12/3

6:00 am-8:45 pm

2 stops23h 45m

Osaka Kansai Intl

Wed 12/10

9:00 am-11:47 pm

2 stops29h 47m

$1,388

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Sun 12/7

10:36 am-12:50 pm

2 stops35h 14m

Osaka Kansai Intl

Sun 12/14

9:00 am-11:47 pm

2 stops29h 47m

$1,438

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Fri 12/5

6:00 am-8:45 pm

2 stops23h 45m

Osaka Kansai Intl

Fri 12/12

2:00 pm-11:47 pm

2 stops24h 47m

$1,523

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Mon 1/12

5:25 pm-5:00 pm

2 stops32h 35m

Osaka Kansai Intl

Tue 1/20

11:55 am-9:46 pm

2 stops24h 51m

$1,558

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Sat 11/8

7:10 pm-8:45 pm

2 stops34h 35m

Osaka Kansai Intl

Tue 11/18

11:55 am-11:40 pm

2 stops26h 45m

$1,563

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Mon 1/5

6:45 pm-8:45 pm

2 stops35h 00m

Osaka Kansai Intl

Thu 2/5

11:55 am-9:46 pm

2 stops24h 51m

$1,741

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Tue 3/3

5:25 pm-11:20 am

2 stops26h 55m

Osaka Kansai Intl

Thu 3/12

1:00 pm-6:34 pm

2 stops43h 34m

$4,023

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Tue 2/17

4:40 pm-11:35 am

2 stops27h 55m

Osaka Kansai Intl

Tue 3/3

7:00 pm-5:00 am

2 stops25h 00m

$6,663

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Mon 2/16

2:00 pm-10:50 am

2 stops29h 50m

Osaka Kansai Intl

Tue 3/3

1:00 pm-4:25 pm

2 stops42h 25m

$11,056

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first
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See travel insights to Osaka from

How to get the cheapest flight ticket from Chicago Midway Airport to Osaka Kansai Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Osaka Kansai Intl Airport?

The cheapest day to depart from Chicago Midway Airport to Osaka Kansai Intl Airport is on a Monday. Travelers who choose to depart for Osaka Kansai Intl Airport on a Monday will often find tickets for as low as $1,100. Flights from Chicago Midway Airport to Osaka Kansai Intl Airport on a Thursday will generally be more expensive and average around $1,623. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Osaka Kansai Intl Airport?

Our data shows that the cheapest Chicago Midway Airport to Osaka Kansai Intl Airport flights are usually those with departure times in the afternoon. Our users have found flights to Osaka Kansai Intl Airport in the afternoon for as low as $1,213. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $1,689 on average. Flights to Osaka Kansai Intl Airport from Chicago Midway Airport at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

When to book flights from Chicago Midway Airport to Osaka Kansai Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Osaka Kansai Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Osaka Kansai Intl Airport (MDW to KIX) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Osaka Kansai Intl Airport

Direct flights

None
There are no direct flights from Chicago Midway Airport to Osaka Kansai Intl Airport. There are no popular flight routes from Chicago Midway Airport to Osaka Kansai Intl Airport.
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  • How far is Chicago Midway to Osaka Kansai Intl by plane?

    Chicago Midway and Osaka Kansai Intl are 6503.8 mi apart from one another. A reasonable flight in good conditions will take 23h 45m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Osaka Kansai Intl Airport?

    Prices for flights from Chicago Midway Airport to Osaka Kansai Intl Airport are updated daily.

  • How old do you have to be to fly from Chicago Midway Airport to Osaka Kansai Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Osaka Kansai Intl Airport.

  • What documentation or ID do you need to fly to Osaka Kansai Intl Airport?

    The travel and health documents required for your trip to Osaka Kansai Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Osaka Kansai Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Osaka?

Book flights to Osaka if you plan to visit one of these locations
Nara
Himeji
Izumisano
Nishinomiya

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Osaka?

It is quick and easy to find Chicago to Osaka flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Osaka that suits you.

Can I find flights from Chicago to Osaka with flexible booking policies on momondo?

Yes. All flights to Osaka from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Osaka?

momondo helps you find the best flight between Chicago and Osaka by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Osaka right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Osaka now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Osaka and let you know when they change.

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