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Cheap flights from Chicago Midway Airport to Osaka from $513

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 10/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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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
3:30 pm - 11:35 am
MDW
-
KIX
30h 05m
2 stops
Multiple Airlines Logo
7:00 pm - 5:55 am
KIX
-
MDW
25h 55m
2 stops
$1,464Multiple Airlines
mer, ott 28 - lun, nov 9
Multiple Airlines Logo
6:20 pm - 10:10 am
MDW
-
KIX
25h 50m
2 stops
Multiple Airlines Logo
6:10 pm - 5:50 am
KIX
-
MDW
25h 40m
2 stops
$1,469Multiple Airlines
dom, ott 18 - mer, ott 28
Multiple Airlines Logo
8:45 pm - 12:00 pm
MDW
-
KIX
25h 15m
2 stops
Multiple Airlines Logo
2:00 pm - 5:45 am
KIX
-
MDW
29h 45m
2 stops
$1,477Multiple Airlines
gio, ago 27 - lun, ago 31
Multiple Airlines Logo
6:15 pm - 10:10 am
MDW
-
KIX
25h 55m
2 stops
Multiple Airlines Logo
6:10 pm - 6:05 am
KIX
-
MDW
25h 55m
2 stops
$1,509Multiple Airlines
gio, ott 15 - gio, ott 29
Multiple Airlines Logo
8:45 pm - 12:00 pm
MDW
-
KIX
25h 15m
2 stops
Multiple Airlines Logo
2:00 pm - 5:45 am
KIX
-
MDW
29h 45m
2 stops
$1,520Multiple Airlines
gio, ago 27 - lun, ago 31
Multiple Airlines Logo
8:40 pm - 12:50 pm
MDW
-
KIX
26h 10m
2 stops
Multiple Airlines Logo
7:05 pm - 6:00 am
KIX
-
MDW
24h 55m
2 stops
$1,523Multiple Airlines
mar, ott 6 - mar, ott 20
Multiple Airlines Logo
3:30 pm - 11:35 am
MDW
-
KIX
30h 05m
2 stops
Multiple Airlines Logo
7:00 pm - 5:55 am
KIX
-
MDW
25h 55m
2 stops
$1,544Multiple Airlines
mer, ott 28 - lun, nov 9
Multiple Airlines Logo
6:15 pm - 10:10 am
MDW
-
KIX
25h 55m
2 stops
Multiple Airlines Logo
6:10 pm - 6:05 am
KIX
-
MDW
25h 55m
2 stops
$1,549Multiple Airlines
ven, ott 16 - dom, ott 25
Multiple Airlines Logo
3:35 pm - 11:35 am
MDW
-
KIX
30h 00m
2 stops
Multiple Airlines Logo
7:00 pm - 5:55 am
KIX
-
MDW
25h 55m
2 stops
$1,557Multiple Airlines
mer, ott 28 - mer, nov 11
Multiple Airlines Logo
6:25 pm - 12:00 pm
MDW
-
KIX
27h 35m
2 stops
Multiple Airlines Logo
7:05 pm - 5:05 am
KIX
-
MDW
24h 00m
2 stops
$1,573Multiple Airlines
sab, set 5 - sab, set 19

Delta flights from Chicago Midway Airport to Osaka

Our best Delta deals on Chicago Midway Airport to Osaka flight tickets
Delta
Jul 7
MDW9:54 amChicago Midway
20h 51m
2 stops
KIX8:45 pmOsaka Kansai Intl
Jul 21
KIX12:35 pmOsaka Kansai Intl
23h 40m
2 stops
MDW10:15 pmChicago Midway
$2,025
Delta
Jul 12
MDW9:54 amChicago Midway
20h 51m
2 stops
KIX8:45 pmOsaka Kansai Intl
Jul 22
KIX12:35 pmOsaka Kansai Intl
38h 03m
2 stops
MDW12:38 pmChicago Midway
$2,026
Delta
Jul 11
MDW6:35 pmChicago Midway
36h 10m
2 stops
KIX8:45 pmOsaka Kansai Intl
Jul 22
KIX12:35 pmOsaka Kansai Intl
38h 03m
2 stops
MDW12:38 pmChicago Midway
$2,032

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Osaka 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 giugno 5, 2026.
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

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

mer 10/28

3:30 pm-11:35 am

2 stops30h 05m

Osaka Kansai Intl

lun 11/9

7:00 pm-5:55 am

2 stops25h 55m

$1,464

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

dom 10/18

6:20 pm-10:10 am

2 stops25h 50m

Osaka Kansai Intl

mer 10/28

6:10 pm-5:50 am

2 stops25h 40m

$1,469

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

gio 8/27

8:45 pm-12:00 pm

2 stops25h 15m

Osaka Kansai Intl

lun 8/31

2:00 pm-5:45 am

2 stops29h 45m

$1,477

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

gio 10/15

6:15 pm-10:10 am

2 stops25h 55m

Osaka Kansai Intl

gio 10/29

6:10 pm-6:05 am

2 stops25h 55m

$1,509

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

gio 8/27

8:45 pm-12:00 pm

2 stops25h 15m

Osaka Kansai Intl

lun 8/31

2:00 pm-5:45 am

2 stops29h 45m

$1,520
Quickest round-trip

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

mar 10/6

8:40 pm-12:50 pm

2 stops26h 10m

Osaka Kansai Intl

mar 10/20

7:05 pm-6:00 am

2 stops24h 55m

$1,523

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

mer 10/28

3:30 pm-11:35 am

2 stops30h 05m

Osaka Kansai Intl

lun 11/9

7:00 pm-5:55 am

2 stops25h 55m

$1,544

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

ven 10/16

6:15 pm-10:10 am

2 stops25h 55m

Osaka Kansai Intl

dom 10/25

6:10 pm-6:05 am

2 stops25h 55m

$1,549

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

mer 10/28

3:35 pm-11:35 am

2 stops30h 00m

Osaka Kansai Intl

mer 11/11

7:00 pm-5:55 am

2 stops25h 55m

$1,557

ChicagoOsaka

MDW - KIX

MDWKIX

Chicago Midway

sab 9/5

6:25 pm-12:00 pm

2 stops27h 35m

Osaka Kansai Intl

sab 9/19

7:05 pm-5:05 am

2 stops24h 00m

$1,573

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

Fastest flight time

23h 23m

Direct flights

None
The fastest flight from Chicago Midway Airport to Osaka takes 23h 23m
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 23h 23m.

  • 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.

An easier way to manage your Osaka trip

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dom 7/5
dom 7/12
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Find better results for your trip to Japan

Fly into one of these airports located in Osaka

Airports listed have a maximum distance of 22.5 mi from Osaka
Osaka Itami Airport
Osaka Kansai Intl Airport