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Cheap flights from Chicago Midway Airport to Osaka from $516

This is the cheapest one-way 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 9/29. 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

Delta Logo
10:35 am - 12:50 pmMDW-KIX
36h 15m2 stops
Delta Logo
11:55 am - 11:32 pmKIX-MDW
26h 37m2 stops
$1,250Delta
Find Deal
Sat, Oct 25 - Wed, Nov 12
Delta Logo
6:00 am - 8:45 pmMDW-KIX
23h 45m2 stops
Delta Logo
2:00 pm - 9:46 pmKIX-MDW
22h 46m2 stops
$1,265Delta
Find Deal
Wed, Feb 4 - Wed, Feb 25
Delta Logo
5:59 pm - 8:45 pmMDW-KIX
35h 46m2 stops
Delta Logo
2:00 pm - 9:46 pmKIX-MDW
22h 46m2 stops
$1,356Delta
Find Deal
Sat, Feb 7 - Sun, Feb 15
Delta Logo
6:00 am - 8:45 pmMDW-KIX
23h 45m2 stops
Delta Logo
11:55 am - 9:19 amKIX-MDW
36h 24m2 stops
$1,359Delta
Find Deal
Thu, Nov 20 - Tue, Dec 2
Delta Logo
9:20 am - 9:00 pmMDW-KIX
21h 40m2 stops
Delta Logo
11:55 am - 10:14 pmKIX-MDW
24h 19m2 stops
$1,380Delta
Find Deal
Tue, Oct 21 - Tue, Oct 28
Delta Logo
6:30 pm - 9:00 pmMDW-KIX
36h 30m2 stops
Delta Logo
9:05 am - 9:36 pmKIX-MDW
26h 31m2 stops
$1,458Delta
Find Deal
Mon, Sep 22 - Tue, Sep 30
Delta Logo
10:40 am - 8:45 pmMDW-KIX
43h 05m2 stops
Delta Logo
11:55 am - 12:34 pmKIX-MDW
39h 39m2 stops
$1,508Delta
Find Deal
Sun, Nov 2 - Sat, Nov 8
Delta Logo
6:00 am - 8:45 pmMDW-KIX
23h 45m2 stops
Delta Logo
11:55 am - 11:32 pmKIX-MDW
26h 37m2 stops
$1,515Delta
Find Deal
Fri, Nov 14 - Fri, Nov 28
Logo
7:15 pm - 7:30 pmMDW-KIX
34h 15m3 stops
Logo
7:35 pm - 5:35 pmKIX-MDW
36h 00m3 stops
$1,893
Find Deal
Sat, Sep 20 - Tue, Sep 23
Logo
7:15 pm - 4:25 pmMDW-KIX
31h 10m2 stops
Logo
6:05 pm - 1:03 pmKIX-MDW
32h 58m3 stops
$2,310
Find Deal
Fri, Sep 19 - Mon, Sep 22

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
Oct 25
MDW10:35 amChicago Midway
36h 15m
2 stops
KIX12:50 pmOsaka Kansai Intl
Nov 12
KIX11:55 amOsaka Kansai Intl
26h 37m
2 stops
MDW11:32 pmChicago Midway
$1,250
Find similar
Delta
Feb 4
MDW6:00 amChicago Midway
23h 45m
2 stops
KIX8:45 pmOsaka Kansai Intl
Feb 25
KIX2:00 pmOsaka Kansai Intl
22h 46m
2 stops
MDW9:46 pmChicago Midway
$1,265
Find similar
Delta
Feb 7
MDW5:59 pmChicago Midway
35h 46m
2 stops
KIX8:45 pmOsaka Kansai Intl
Feb 15
KIX2:00 pmOsaka Kansai Intl
22h 46m
2 stops
MDW9:46 pmChicago Midway
$1,356
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 September 8, 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

Sat 10/25

10:35 am-12:50 pm

2 stops36h 15m

Osaka Kansai Intl

Wed 11/12

11:55 am-11:32 pm

2 stops26h 37m

$1,250

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Wed 2/4

6:00 am-8:45 pm

2 stops23h 45m

Osaka Kansai Intl

Wed 2/25

2:00 pm-9:46 pm

2 stops22h 46m

$1,265

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Sat 2/7

5:59 pm-8:45 pm

2 stops35h 46m

Osaka Kansai Intl

Sun 2/15

2:00 pm-9:46 pm

2 stops22h 46m

$1,356

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Thu 11/20

6:00 am-8:45 pm

2 stops23h 45m

Osaka Kansai Intl

Tue 12/2

11:55 am-9:19 am

2 stops36h 24m

$1,359

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Tue 10/21

9:20 am-9:00 pm

2 stops21h 40m

Osaka Kansai Intl

Tue 10/28

11:55 am-10:14 pm

2 stops24h 19m

$1,380

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Mon 9/22

6:30 pm-9:00 pm

2 stops36h 30m

Osaka Kansai Intl

Tue 9/30

9:05 am-9:36 pm

2 stops26h 31m

$1,458

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Sun 11/2

10:40 am-8:45 pm

2 stops43h 05m

Osaka Kansai Intl

Sat 11/8

11:55 am-12:34 pm

2 stops39h 39m

$1,508

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Fri 11/14

6:00 am-8:45 pm

2 stops23h 45m

Osaka Kansai Intl

Fri 11/28

11:55 am-11:32 pm

2 stops26h 37m

$1,515

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Sat 9/20

7:15 pm-7:30 pm

3 stops34h 15m

Osaka Kansai Intl

Tue 9/23

7:35 pm-5:35 pm

3 stops36h 00m

$1,893

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Fri 9/19

7:15 pm-4:25 pm

2 stops31h 10m

Osaka Kansai Intl

Mon 9/22

6:05 pm-1:03 pm

3 stops32h 58m

$2,310

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 21h 10m.

  • 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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