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Cheap flights from Chicago Midway Airport to Osaka from $507

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.
Multiple Airlines Logo
6:00 pm - 11:35 amMDW  Chicago Midway-KIX Osaka Kansai Intl
26h 35m2 stops Los Angeles 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 Los Angeles
$1,255Multiple Airlines
Sat, Feb 6 - Sun, Feb 21
Multiple Airlines Logo
3:50 pm - 11:35 amMDW  Chicago Midway-KIX Osaka Kansai Intl
28h 45m2 stops Los Angeles 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
$1,258Multiple Airlines
Wed, Jan 27 - Thu, Feb 11
Multiple Airlines Logo
3:50 pm - 1:20 pmMDW  Chicago Midway-KIX Osaka Kansai Intl
30h 30m2 stops Los Angeles Los Angeles Taipei City Taiwan Taoyuan Intl
Multiple Airlines Logo
12:45 pm - 6:00 amKIX  Osaka Kansai Intl-MDW Chicago Midway
32h 15m2 stops Taipei City Taiwan Taoyuan Intl San Francisco
$1,266Multiple Airlines
Wed, Jan 13 - Wed, Jan 27
Multiple Airlines Logo
3:50 pm - 11:35 amMDW  Chicago Midway-KIX Osaka Kansai Intl
28h 45m3 stops Los Angeles Los Angeles San Francisco 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
$1,268Multiple Airlines
Wed, Jan 27 - Thu, Feb 11
Multiple Airlines Logo
12:20 pm - 11:35 amMDW  Chicago Midway-KIX Osaka Kansai Intl
32h 15m3 stops Dallas/Fort Worth Ontario Taipei City Taiwan Taoyuan Intl
Multiple Airlines Logo
7:00 pm - 11:22 amKIX  Osaka Kansai Intl-MDW Chicago Midway
31h 22m3 stops Taipei City Taiwan Taoyuan Intl Los Angeles Los Angeles Dallas/Fort Worth
$1,272Multiple Airlines
Mon, Nov 2 - Mon, Nov 9
Multiple Airlines Logo
3:50 pm - 11:35 amMDW  Chicago Midway-KIX Osaka Kansai Intl
28h 45m2 stops Los Angeles 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
$1,273Multiple Airlines
Wed, Jan 13 - Wed, Jan 27
Multiple Airlines Logo
4:45 pm - 11:35 amMDW  Chicago Midway-KIX Osaka Kansai Intl
27h 50m2 stops Los Angeles 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 Los Angeles
$1,278Multiple Airlines
Mon, Nov 2 - Thu, Nov 12
Multiple Airlines Logo
3:55 pm - 1:20 pmMDW  Chicago Midway-KIX Osaka Kansai Intl
31h 25m2 stops Los Angeles Los Angeles Taipei City Taiwan Taoyuan Intl
Multiple Airlines Logo
2:30 pm - 5:55 amKIX  Osaka Kansai Intl-MDW Chicago Midway
30h 25m2 stops Taipei City Taiwan Taoyuan Intl Los Angeles Los Angeles
$1,279Multiple Airlines
Fri, Oct 30 - Fri, Nov 6
Multiple Airlines Logo
3:45 pm - 1:20 pmMDW  Chicago Midway-KIX Osaka Kansai Intl
30h 35m2 stops Phoenix Sky Harbor Intl 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
$1,289Multiple Airlines
Wed, Jan 13 - Wed, Jan 27
Multiple Airlines Logo
3:30 pm - 11:35 amMDW  Chicago Midway-KIX Osaka Kansai Intl
30h 05m2 stops Ontario 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 Los Angeles
$1,290Multiple Airlines
Wed, Oct 28 - Wed, Nov 11

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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
Feb 14
MDW5:25 pmChicago Midway
28h 25m
2 stops
KIX12:50 pmOsaka Kansai Intl
Mar 4
KIX9:00 amOsaka Kansai Intl
28h 10m
2 stops
MDW10:10 pmChicago Midway
$1,297
Delta
Oct 13
MDW10:12 amChicago Midway
22h 28m
2 stops
KIX10:40 pmOsaka Kansai Intl
Oct 19
KIX2:15 amOsaka Kansai Intl
29h 45m
2 stops
MDW6:00 pmChicago Midway
$1,298
Delta
Sep 20
MDW6:05 amChicago Midway
24h 40m
2 stops
KIX8:45 pmOsaka Kansai Intl
Sep 29
KIX12:35 pmOsaka Kansai Intl
24h 09m
2 stops
MDW10:44 pmChicago Midway
$3,463

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 28
MDW9:59 amChicago Midway
22h 31m
2 stops
KIX10:30 pmOsaka Kansai Intl
Sep 30
KIX12:15 amOsaka Kansai Intl
26h 24m
2 stops
MDW12:39 pmChicago Midway
$10,774
Korean Air
Sep 28
MDW9:59 amChicago Midway
22h 31m
2 stops
KIX10:30 pmOsaka Kansai Intl
Sep 30
KIX12:15 amOsaka Kansai Intl
26h 24m
2 stops
MDW12:39 pmChicago Midway
$10,775
Korean Air
Sep 28
MDW9:59 amChicago Midway
22h 31m
2 stops
KIX10:30 pmOsaka Kansai Intl
Sep 30
KIX12:15 amOsaka Kansai Intl
26h 24m
2 stops
MDW12:39 pmChicago Midway
$11,074

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

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoOsaka

MDW Chicago Midway - KIX Osaka Kansai Intl

MDWKIX

Chicago Midway

Sat 2/6

6:00 pm-11:35 am

2 stops26h 35m

Osaka Kansai Intl

Sun 2/21

7:00 pm-5:55 am

2 stops25h 55m

$1,255

ChicagoOsaka

MDW Chicago Midway - KIX Osaka Kansai Intl

MDWKIX

Chicago Midway

Wed 1/27

3:50 pm-11:35 am

2 stops28h 45m

Osaka Kansai Intl

Thu 2/11

7:00 pm-6:05 am

2 stops26h 05m

$1,258

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-6:00 am

2 stops32h 15m

$1,266

ChicagoOsaka

MDW Chicago Midway - KIX Osaka Kansai Intl

MDWKIX

Chicago Midway

Wed 1/27

3:50 pm-11:35 am

3 stops28h 45m

Osaka Kansai Intl

Thu 2/11

7:00 pm-6:05 am

2 stops26h 05m

$1,268

ChicagoOsaka

MDW Chicago Midway - KIX Osaka Kansai Intl

MDWKIX

Chicago Midway

Mon 11/2

12:20 pm-11:35 am

3 stops32h 15m

Osaka Kansai Intl

Mon 11/9

7:00 pm-11:22 am

3 stops31h 22m

$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

$1,273

ChicagoOsaka

MDW Chicago Midway - KIX Osaka Kansai Intl

MDWKIX

Chicago Midway

Mon 11/2

4:45 pm-11:35 am

2 stops27h 50m

Osaka Kansai Intl

Thu 11/12

7:00 pm-5:55 am

2 stops25h 55m

$1,278

ChicagoOsaka

MDW Chicago Midway - KIX Osaka Kansai Intl

MDWKIX

Chicago Midway

Fri 10/30

3:55 pm-1:20 pm

2 stops31h 25m

Osaka Kansai Intl

Fri 11/6

2:30 pm-5:55 am

2 stops30h 25m

$1,279

ChicagoOsaka

MDW Chicago Midway - KIX Osaka Kansai Intl

MDWKIX

Chicago Midway

Wed 1/13

3:45 pm-1:20 pm

2 stops30h 35m

Osaka Kansai Intl

Wed 1/27

12:45 pm-11:00 pm

3 stops25h 15m

$1,289

ChicagoOsaka

MDW Chicago Midway - KIX Osaka Kansai Intl

MDWKIX

Chicago Midway

Wed 10/28

3:30 pm-11:35 am

2 stops30h 05m

Osaka Kansai Intl

Wed 11/11

7:00 pm-5:55 am

2 stops25h 55m

$1,290

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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

$507

Fastest flight time

22h 37m

Direct flights

None
The best one-way flight to Osaka from Chicago Midway Airport in the past 72 hours is $507. 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 22h 37m
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 22h 37m.

  • 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.

Frequently asked questions about flying from Chicago Midway Airport to Osaka

  • How do I get Price Alerts for flights from Chicago Midway Airport to Osaka?

    Confirm your travel details to search for the latest offers for flights from Chicago Midway Airport to Osaka. While browsing offers there will be the option to toggle “Price Alerts”. You’ll then receive updates when prices for the flight route increase or decrease.

  • How can I save money on flights from Chicago Midway Airport to Osaka with momondo?

    Leverage our AI within our “Price Forecast” tool, which predicts if it’s better to book now or wait until prices decrease. You can strategically pick the best days to fly and save money on your trip by using our “Price Calendar” tool. “Explore” shows an overview of how much it costs to fly to anywhere from a selected city or airport. Our “Discover” content is a great option for travel inspiration and money-saving tips, while “Price Alerts” will update you when prices change, so you can book when fares are right.

  • How does momondo find its flight prices?

    We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

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