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Cheap flights from Chicago Midway Airport to Osaka from $1,082

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 1/27. 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.
Delta Logo
6:14 pm - 8:45 pm
MDW
-
KIX
35h 31m2 stops
Delta Logo
2:00 pm - 12:51 pm
KIX
-
MDW
37h 51m2 stops
$1,082Delta
Tue, Jan 27 - Tue, Feb 3
Delta Logo
6:00 am - 8:45 pm
MDW
-
KIX
23h 45m2 stops
Delta Logo
2:00 pm - 10:22 pm
KIX
-
MDW
23h 22m2 stops
$1,083Delta
Tue, Jan 27 - Tue, Feb 3
Delta Logo
6:14 pm - 8:45 pm
MDW
-
KIX
35h 31m2 stops
Delta Logo
9:00 am - 10:22 pm
KIX
-
MDW
28h 22m2 stops
$1,094Delta
Mon, Jan 12 - Tue, Jan 20
Delta Logo
9:20 am - 9:00 pm
MDW
-
KIX
21h 40m2 stops
Delta Logo
9:05 am - 9:45 pm
KIX
-
MDW
26h 40m2 stops
$1,137Delta
Mon, Apr 20 - Tue, May 12
Delta Logo
9:20 am - 9:00 pm
MDW
-
KIX
21h 40m2 stops
Delta Logo
9:05 am - 9:45 pm
KIX
-
MDW
26h 40m2 stops
$1,138Delta
Mon, Apr 20 - Tue, May 12
Delta Logo
6:40 pm - 10:45 am
MDW
-
KIX
25h 05m2 stops
Delta Logo
11:55 am - 10:29 pm
KIX
-
MDW
24h 34m2 stops
$1,219Delta
Mon, Mar 2 - Sat, Mar 14
Delta Logo
6:00 am - 8:45 pm
MDW
-
KIX
23h 45m2 stops
Delta Logo
2:00 pm - 10:22 pm
KIX
-
MDW
23h 22m2 stops
$1,269Delta
Mon, Jan 26 - Mon, Feb 2
Delta Logo
1:49 pm - 8:45 pm
MDW
-
KIX
39h 56m2 stops
Delta Logo
9:00 am - 11:05 am
KIX
-
MDW
41h 05m2 stops
$1,306Delta
Sun, Jan 11 - Fri, Jan 23
Delta Logo
5:31 pm - 8:45 pm
MDW
-
KIX
36h 14m2 stops
Delta Logo
11:55 am - 10:22 pm
KIX
-
MDW
25h 27m2 stops
$1,320Delta
Tue, Jan 13 - Wed, Jan 21
Delta Logo
5:31 pm - 8:45 pm
MDW
-
KIX
36h 14m2 stops
Delta Logo
9:00 am - 10:22 pm
KIX
-
MDW
28h 22m2 stops
$1,375Delta
Sun, Jan 11 - Mon, Jan 19

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
Jan 27
MDW6:14 pmChicago Midway
35h 31m
2 stops
KIX8:45 pmOsaka Kansai Intl
Feb 3
KIX2:00 pmOsaka Kansai Intl
37h 51m
2 stops
MDW12:51 pmChicago Midway
$1,082
Find similar
Delta
Jan 27
MDW6:00 amChicago Midway
23h 45m
2 stops
KIX8:45 pmOsaka Kansai Intl
Feb 3
KIX2:00 pmOsaka Kansai Intl
23h 22m
2 stops
MDW10:22 pmChicago Midway
$1,083
Find similar
Delta
Jan 12
MDW6:14 pmChicago Midway
35h 31m
2 stops
KIX8:45 pmOsaka Kansai Intl
Jan 20
KIX9:00 amOsaka Kansai Intl
28h 22m
2 stops
MDW10:22 pmChicago Midway
$1,094
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
Feb 20
MDW6:40 pmChicago Midway
25h 40m
2 stops
KIX11:20 amOsaka Kansai Intl
Mar 8
KIX1:00 pmOsaka Kansai Intl
42h 55m
2 stops
MDW4:55 pmChicago Midway
$1,772
Find similar
KLM
Jan 11
MDW1:28 pmChicago Midway
30h 52m
2 stops
KIX11:20 amOsaka Kansai Intl
Jan 20
KIX1:00 pmOsaka Kansai Intl
43h 29m
2 stops
MDW5:29 pmChicago Midway
$1,773
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 December 14, 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

Tue 1/27

6:14 pm-8:45 pm

2 stops35h 31m

Osaka Kansai Intl

Tue 2/3

2:00 pm-12:51 pm

2 stops37h 51m

$1,082

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Tue 1/27

6:00 am-8:45 pm

2 stops23h 45m

Osaka Kansai Intl

Tue 2/3

2:00 pm-10:22 pm

2 stops23h 22m

$1,083

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Mon 1/12

6:14 pm-8:45 pm

2 stops35h 31m

Osaka Kansai Intl

Tue 1/20

9:00 am-10:22 pm

2 stops28h 22m

$1,094

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Mon 4/20

9:20 am-9:00 pm

2 stops21h 40m

Osaka Kansai Intl

Tue 5/12

9:05 am-9:45 pm

2 stops26h 40m

$1,137

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Mon 4/20

9:20 am-9:00 pm

2 stops21h 40m

Osaka Kansai Intl

Tue 5/12

9:05 am-9:45 pm

2 stops26h 40m

$1,138

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Mon 3/2

6:40 pm-10:45 am

2 stops25h 05m

Osaka Kansai Intl

Sat 3/14

11:55 am-10:29 pm

2 stops24h 34m

$1,219

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Mon 1/26

6:00 am-8:45 pm

2 stops23h 45m

Osaka Kansai Intl

Mon 2/2

2:00 pm-10:22 pm

2 stops23h 22m

$1,269

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Sun 1/11

1:49 pm-8:45 pm

2 stops39h 56m

Osaka Kansai Intl

Fri 1/23

9:00 am-11:05 am

2 stops41h 05m

$1,306

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Tue 1/13

5:31 pm-8:45 pm

2 stops36h 14m

Osaka Kansai Intl

Wed 1/21

11:55 am-10:22 pm

2 stops25h 27m

$1,320

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

Sun 1/11

5:31 pm-8:45 pm

2 stops36h 14m

Osaka Kansai Intl

Mon 1/19

9:00 am-10:22 pm

2 stops28h 22m

$1,375

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

Fastest flight time

21h 30m

Direct flights

None
The fastest flight from Chicago Midway Airport to Osaka Kansai Intl Airport takes 21h 30m
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.
Search flight deals

  • 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 30m.

  • 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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