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Cheap flights from Chicago Midway Airport to Osaka from $523

1 adult
1 adult, Economy, 0 bags

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
6:04 am - 10:40 pmMDW  Chicago Midway-KIX Osaka Kansai Intl
26h 36m2 stops Atlanta Hartsfield-Jackson Incheon Intl
Delta Logo
2:15 am - 12:51 pmKIX  Osaka Kansai Intl-MDW Chicago Midway
25h 36m2 stops Incheon Intl Detroit Metropolitan Wayne County
$1,255Delta
Wed, Oct 28 - Tue, Nov 10
Delta Logo
10:12 am - 10:40 pmMDW  Chicago Midway-KIX Osaka Kansai Intl
22h 28m2 stops Minneapolis St Paul Incheon Intl
Delta Logo
2:15 am - 6:00 pmKIX  Osaka Kansai Intl-MDW Chicago Midway
29h 45m2 stops Incheon Intl Detroit Metropolitan Wayne County
$1,255Delta
Sun, Oct 18 - Tue, Oct 27
Multiple Airlines Logo
3:50 pm - 1:20 pmMDW  Chicago Midway-KIX Osaka Kansai Intl
30h 30m2 stops Los Angeles Taipei City Taiwan Taoyuan Intl
Multiple Airlines Logo
7:00 pm - 5:55 amKIX  Osaka Kansai Intl-MDW Chicago Midway
25h 55m2 stops Taipei City Taiwan Taoyuan Intl Los Angeles
$1,255Multiple Airlines
Mon, Feb 1 - Mon, Feb 8
Multiple Airlines Logo
3:50 pm - 1:20 pmMDW  Chicago Midway-KIX Osaka Kansai Intl
30h 30m2 stops Los Angeles Taipei City Taiwan Taoyuan Intl
Multiple Airlines Logo
12:45 pm - 10:10 pmKIX  Osaka Kansai Intl-MDW Chicago Midway
24h 25m2 stops Taipei City Taiwan Taoyuan Intl Phoenix Sky Harbor Intl
$1,272Multiple Airlines
Wed, Jan 13 - Wed, Jan 27
Delta Logo
6:04 am - 10:40 pmMDW  Chicago Midway-KIX Osaka Kansai Intl
26h 36m2 stops Atlanta Hartsfield-Jackson Incheon Intl
Delta Logo
2:15 am - 6:04 pmKIX  Osaka Kansai Intl-MDW Chicago Midway
30h 49m2 stops Incheon Intl Detroit Metropolitan Wayne County
$1,272Delta
Wed, Oct 28 - Tue, Nov 10
Delta Logo
10:12 am - 10:40 pmMDW  Chicago Midway-KIX Osaka Kansai Intl
22h 28m2 stops Minneapolis St Paul Incheon Intl
Delta Logo
2:15 am - 6:00 pmKIX  Osaka Kansai Intl-MDW Chicago Midway
29h 45m2 stops Incheon Intl Detroit Metropolitan Wayne County
$1,272Delta
Sun, Oct 18 - Tue, Oct 27
Multiple Airlines Logo
3:50 pm - 11:35 amMDW  Chicago Midway-KIX Osaka Kansai Intl
28h 45m2 stops Los Angeles Taipei City Taiwan Taoyuan Intl
Multiple Airlines Logo
12:45 pm - 11:00 pmKIX  Osaka Kansai Intl-MDW Chicago Midway
25h 15m3 stops Taipei City Taiwan Taoyuan Intl Phoenix Sky Harbor Intl Dallas Love Field
$1,272Multiple Airlines
Wed, Jan 13 - Wed, Jan 27
Multiple Airlines Logo
6:35 pm - 11:35 amMDW  Chicago Midway-KIX Osaka Kansai Intl
26h 00m2 stops Los Angeles Taipei City Taiwan Taoyuan Intl
Multiple Airlines Logo
7:00 pm - 5:55 amKIX  Osaka Kansai Intl-MDW Chicago Midway
25h 55m2 stops Taipei City Taiwan Taoyuan Intl Los Angeles
$1,278Multiple Airlines
Sun, Nov 8 - Tue, Nov 17
Multiple Airlines Logo
4:45 pm - 11:35 amMDW  Chicago Midway-KIX Osaka Kansai Intl
27h 50m2 stops Los Angeles Taipei City Taiwan Taoyuan Intl
Multiple Airlines Logo
7:00 pm - 5:55 amKIX  Osaka Kansai Intl-MDW Chicago Midway
25h 55m2 stops Taipei City Taiwan Taoyuan Intl Los Angeles
$1,278Multiple Airlines
Mon, Nov 9 - Mon, Nov 16
Multiple Airlines Logo
6:35 pm - 1:20 pmMDW  Chicago Midway-KIX Osaka Kansai Intl
27h 45m2 stops Los Angeles Taipei City Taiwan Taoyuan Intl
Multiple Airlines Logo
7:00 pm - 6:05 amKIX  Osaka Kansai Intl-MDW Chicago Midway
26h 05m2 stops Taipei City Taiwan Taoyuan Intl Seattle/Tacoma Intl
$1,280Multiple Airlines
Sun, Nov 8 - Thu, Nov 12

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Delta flights from Chicago Midway Airport to Osaka

Our best Delta deals on Chicago Midway Airport to Osaka flight tickets
Delta
Oct 18
MDW10:12 amChicago Midway
22h 28m
2 stops
KIX10:40 pmOsaka Kansai Intl
Oct 27
KIX2:15 amOsaka Kansai Intl
29h 45m
2 stops
MDW6:00 pmChicago Midway
$1,255
Delta
Oct 20
MDW10:12 amChicago Midway
22h 28m
2 stops
KIX10:40 pmOsaka Kansai Intl
Oct 26
KIX2:15 amOsaka Kansai Intl
24h 32m
2 stops
MDW12:47 pmChicago Midway
$1,298
Delta
Oct 18
MDW10:12 amChicago Midway
22h 28m
2 stops
KIX10:40 pmOsaka Kansai Intl
Oct 24
KIX2:15 amOsaka Kansai Intl
29h 45m
2 stops
MDW6:00 pmChicago Midway
$1,346

Korean Air flights from Chicago Midway Airport to Osaka

Our best Korean Air deals on Chicago Midway Airport to Osaka flight tickets
Korean Air
Sep 14
MDW9:59 amChicago Midway
22h 41m
2 stops
KIX10:40 pmOsaka Kansai Intl
Sep 16
KIX7:45 pmOsaka Kansai Intl
30h 54m
2 stops
MDW12:39 pmChicago Midway
$10,701
Korean Air
Sep 14
MDW9:59 amChicago Midway
22h 41m
2 stops
KIX10:40 pmOsaka Kansai Intl
Sep 16
KIX7:45 pmOsaka Kansai Intl
30h 54m
2 stops
MDW12:39 pmChicago Midway
$10,751
Korean Air
Sep 14
MDW9:59 amChicago Midway
22h 41m
2 stops
KIX10:40 pmOsaka Kansai Intl
Sep 16
KIX7:45 pmOsaka Kansai Intl
30h 54m
2 stops
MDW12:39 pmChicago Midway
$10,773

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago Midway Airport to Osaka that are best for you.

Fly from

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Route

Depart

Return

Price

Cheapest round-trip

ChicagoOsaka

MDW Chicago Midway - KIX Osaka Kansai Intl

MDWKIX

Chicago Midway

Wed 10/28

6:04 am-10:40 pm

2 stops26h 36m

Osaka Kansai Intl

Tue 11/10

2:15 am-12:51 pm

2 stops25h 36m

$1,255

ChicagoOsaka

MDW Chicago Midway - KIX Osaka Kansai Intl

MDWKIX

Chicago Midway

Sun 10/18

10:12 am-10:40 pm

2 stops22h 28m

Osaka Kansai Intl

Tue 10/27

2:15 am-6:00 pm

2 stops29h 45m

$1,255

ChicagoOsaka

MDW Chicago Midway - KIX Osaka Kansai Intl

MDWKIX

Chicago Midway

Mon 2/1

3:50 pm-1:20 pm

2 stops30h 30m

Osaka Kansai Intl

Mon 2/8

7:00 pm-5:55 am

2 stops25h 55m

$1,255

ChicagoOsaka

MDW Chicago Midway - KIX Osaka Kansai Intl

MDWKIX

Chicago Midway

Wed 1/13

3:50 pm-1:20 pm

2 stops30h 30m

Osaka Kansai Intl

Wed 1/27

12:45 pm-10:10 pm

2 stops24h 25m

$1,272

ChicagoOsaka

MDW Chicago Midway - KIX Osaka Kansai Intl

MDWKIX

Chicago Midway

Wed 10/28

6:04 am-10:40 pm

2 stops26h 36m

Osaka Kansai Intl

Tue 11/10

2:15 am-6:04 pm

2 stops30h 49m

$1,272

ChicagoOsaka

MDW Chicago Midway - KIX Osaka Kansai Intl

MDWKIX

Chicago Midway

Sun 10/18

10:12 am-10:40 pm

2 stops22h 28m

Osaka Kansai Intl

Tue 10/27

2:15 am-6:00 pm

2 stops29h 45m

$1,272

ChicagoOsaka

MDW Chicago Midway - KIX Osaka Kansai Intl

MDWKIX

Chicago Midway

Wed 1/13

3:50 pm-11:35 am

2 stops28h 45m

Osaka Kansai Intl

Wed 1/27

12:45 pm-11:00 pm

3 stops25h 15m

$1,272
Quickest round-trip

ChicagoOsaka

MDW Chicago Midway - KIX Osaka Kansai Intl

MDWKIX

Chicago Midway

Sun 11/8

6:35 pm-11:35 am

2 stops26h 00m

Osaka Kansai Intl

Tue 11/17

7:00 pm-5:55 am

2 stops25h 55m

$1,278

ChicagoOsaka

MDW Chicago Midway - KIX Osaka Kansai Intl

MDWKIX

Chicago Midway

Mon 11/9

4:45 pm-11:35 am

2 stops27h 50m

Osaka Kansai Intl

Mon 11/16

7:00 pm-5:55 am

2 stops25h 55m

$1,278

ChicagoOsaka

MDW Chicago Midway - KIX Osaka Kansai Intl

MDWKIX

Chicago Midway

Sun 11/8

6:35 pm-1:20 pm

2 stops27h 45m

Osaka Kansai Intl

Thu 11/12

7:00 pm-6:05 am

2 stops26h 05m

$1,280

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

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 airline that flies from Chicago Midway to Osaka?

Delta is the most popular carrier operating from Chicago Midway to Osaka

When to book flights from Chicago Midway Airport to Osaka

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Osaka 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 (MDW to OSA) flight deals and tips

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

Best Price Found

$523

Fastest flight time

24h 35m

Direct flights

None
The best one-way flight to Osaka from Chicago Midway Airport in the past 72 hours is $523. The best round-trip flight deal from Chicago Midway Airport to Osaka found on momondo in the last 72 hours is $1,255.
The fastest flight from Chicago Midway Airport to Osaka takes 24h 35m
There are no direct flights from Chicago Midway Airport to Osaka. There are no popular flight routes from Chicago Midway Airport to Osaka.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Osaka

  • How far is Chicago Midway to Osaka by plane?

    Chicago Midway and Osaka are 6481.8 mi apart from one another. In terms of flight time, this usually takes a little over 24h 35m.

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

    Prices for flights from Chicago Midway Airport to Osaka are refreshed on a daily basis.

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

    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.

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

    The necessary travel and health documents for your Osaka trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Osaka?

Book flights to Osaka if you plan to visit one of these locations
Nara
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?

Flights from Chicago to Osaka with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once all potential Chicago to Osaka flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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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Find better results for your trip to Japan

Fly into one of these airports located in Osaka

Osaka Itami Airport
Osaka Kansai Intl Airport