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Cheap flights from Osaka to Chicago 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 Osaka to Chicago departing on 9/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Osaka to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
6:00 pm - 9:00 am
KIX
-
ORD
29h 00m
1 stop
Air Canada Logo
7:45 pm - 4:25 pm
ORD
-
KIX
30h 40m
2 stops
$1,285Air Canada
Sun, Jul 5 - Sun, Jul 12
Air Canada Logo
6:00 pm - 2:36 pm
KIX
-
ORD
34h 36m
1 stop
Air Canada Logo
3:40 pm - 4:25 pm
ORD
-
KIX
34h 45m
1 stop
$1,307Air Canada
Tue, Jul 21 - Tue, Jul 28
Air Canada Logo
6:00 pm - 8:05 pm
KIX
-
ORD
40h 05m
2 stops
Air Canada Logo
3:40 pm - 4:25 pm
ORD
-
KIX
34h 45m
1 stop
$1,309Air Canada
Tue, Jul 21 - Tue, Jul 28
Air Canada Logo
6:00 pm - 8:05 pm
KIX
-
ORD
40h 05m
2 stops
Air Canada Logo
3:40 pm - 4:25 pm
ORD
-
KIX
34h 45m
2 stops
$1,313Air Canada
Tue, Jul 21 - Tue, Jul 28
Japan Airlines Logo
2:30 pm - 9:01 am
ITM
-
ORD
32h 31m
2 stops
Japan Airlines Logo
10:40 am - 7:50 pm
ORD
-
ITM
19h 10m
1 stop
$1,416Japan Airlines
Tue, Jul 21 - Tue, Jul 28
Japan Airlines Logo
2:30 pm - 9:35 pm
ITM
-
ORD
21h 05m
2 stops
Japan Airlines Logo
8:25 pm - 7:35 am
ORD
-
ITM
21h 10m
2 stops
$1,439Japan Airlines
Thu, Aug 13 - Sat, Oct 17
Multiple Airlines Logo
2:30 pm - 6:17 am
ITM
-
ORD
29h 47m
2 stops
Multiple Airlines Logo
5:45 pm - 7:25 am
ORD
-
ITM
23h 40m
1 stop
$1,492Multiple Airlines
Tue, Aug 11 - Tue, Aug 18
Delta Logo
9:05 am - 1:20 pm
KIX
-
MDW
42h 15m
2 stops
Delta Logo
5:45 pm - 8:45 pm
MDW
-
KIX
37h 00m
2 stops
$1,539Delta
Wed, Sep 9 - Sat, Sep 12
Delta Logo
12:35 pm - 8:37 am
KIX
-
MDW
34h 02m
2 stops
Delta Logo
9:19 am - 8:45 pm
MDW
-
KIX
21h 26m
2 stops
$1,593Delta
Sun, Jul 5 - Sun, Jul 12
Multiple Airlines Logo
2:30 pm - 5:45 am
KIX
-
MDW
29h 15m
2 stops
Multiple Airlines Logo
4:45 pm - 11:35 am
MDW
-
KIX
27h 50m
2 stops
$1,673Multiple Airlines
Fri, Oct 30 - Fri, Nov 6

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Japan Airlines flights from Osaka to Chicago

Our best Japan Airlines deals on Osaka to Chicago flight tickets
Japan Airlines
Jul 21
ITM2:30 pmOsaka Itami
32h 31m
2 stops
ORD9:01 amChicago O'Hare Intl
Jul 28
ORD10:40 amChicago O'Hare Intl
19h 10m
1 stop
ITM7:50 pmOsaka Itami
$1,416
Japan Airlines
Aug 13
ITM2:30 pmOsaka Itami
21h 05m
2 stops
ORD9:35 pmChicago O'Hare Intl
Oct 17
ORD8:25 pmChicago O'Hare Intl
21h 10m
2 stops
ITM7:35 amOsaka Itami
$1,439
Japan Airlines
Jul 21
ITM7:25 amOsaka Itami
30h 42m
2 stops
ORD12:07 amChicago O'Hare Intl
Jul 28
ORD10:40 amChicago O'Hare Intl
19h 10m
1 stop
ITM7:50 pmOsaka Itami
$1,468

Air Canada flights from Osaka to Chicago

Our best Air Canada deals on Osaka to Chicago flight tickets
Air Canada
Jul 5
KIX6:00 pmOsaka Kansai Intl
29h 00m
1 stop
ORD9:00 amChicago O'Hare Intl
Jul 12
ORD7:45 pmChicago O'Hare Intl
30h 40m
2 stops
KIX4:25 pmOsaka Kansai Intl
$1,285
Air Canada
Jul 21
KIX6:00 pmOsaka Kansai Intl
34h 36m
1 stop
ORD2:36 pmChicago O'Hare Intl
Jul 28
ORD3:40 pmChicago O'Hare Intl
34h 45m
1 stop
KIX4:25 pmOsaka Kansai Intl
$1,307
Air Canada
Jul 21
KIX6:00 pmOsaka Kansai Intl
40h 05m
2 stops
ORD8:05 pmChicago O'Hare Intl
Jul 28
ORD3:40 pmChicago O'Hare Intl
34h 45m
1 stop
KIX4:25 pmOsaka Kansai Intl
$1,309

momondo Fare Finder

 
Customize your flight search to find flights from Osaka to Chicago 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 June 20, 2026.
Use the filters below to find and compare flights from Osaka to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Sun 7/5

6:00 pm-9:00 am

1 stop29h 00m

Chicago O'Hare Intl

Sun 7/12

7:45 pm-4:25 pm

2 stops30h 40m

$1,285

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Tue 7/21

6:00 pm-2:36 pm

1 stop34h 36m

Chicago O'Hare Intl

Tue 7/28

3:40 pm-4:25 pm

1 stop34h 45m

$1,307

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Tue 7/21

6:00 pm-8:05 pm

2 stops40h 05m

Chicago O'Hare Intl

Tue 7/28

3:40 pm-4:25 pm

1 stop34h 45m

$1,309

OsakaChicago

KIX - ORD

KIXORD

Osaka Kansai Intl

Tue 7/21

6:00 pm-8:05 pm

2 stops40h 05m

Chicago O'Hare Intl

Tue 7/28

3:40 pm-4:25 pm

2 stops34h 45m

$1,313

OsakaChicago

ITM - ORD

ITMORD

Osaka Itami

Tue 7/21

2:30 pm-9:01 am

2 stops32h 31m

Chicago O'Hare Intl

Tue 7/28

10:40 am-7:50 pm

1 stop19h 10m

$1,416
Quickest round-trip

OsakaChicago

ITM - ORD

ITMORD

Osaka Itami

Thu 8/13

2:30 pm-9:35 pm

2 stops21h 05m

Chicago O'Hare Intl

Sat 10/17

8:25 pm-7:35 am

2 stops21h 10m

$1,439

OsakaChicago

ITM - ORD

ITMORD

Osaka Itami

Tue 8/11

2:30 pm-6:17 am

2 stops29h 47m

Chicago O'Hare Intl

Tue 8/18

5:45 pm-7:25 am

1 stop23h 40m

$1,492

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Wed 9/9

9:05 am-1:20 pm

2 stops42h 15m

Chicago Midway

Sat 9/12

5:45 pm-8:45 pm

2 stops37h 00m

$1,539

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Sun 7/5

12:35 pm-8:37 am

2 stops34h 02m

Chicago Midway

Sun 7/12

9:19 am-8:45 pm

2 stops21h 26m

$1,593

OsakaChicago

KIX - MDW

KIXMDW

Osaka Kansai Intl

Fri 10/30

2:30 pm-5:45 am

2 stops29h 15m

Chicago Midway

Fri 11/6

4:45 pm-11:35 am

2 stops27h 50m

$1,673

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 Chicago from

How to get the cheapest flight ticket from Osaka to Chicago

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

Can stopping save me money on Osaka to Chicago flights?

You could potentially save up to 21% on your flight if you consider stops on a Osaka to Chicago flight.

When to book flights from Osaka to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Osaka to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Osaka to Chicago (OSA to CHI) flight deals and tips

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

Fastest flight time

22h 31m

Direct flights

None
The fastest flight from Osaka to Chicago takes 22h 31m
There are no direct flights from Osaka to Chicago. There are no popular flight routes from Osaka to Chicago.
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Frequently asked questions about flying from Osaka to Chicago

  • How far is Osaka to Chicago by plane?

    Osaka and Chicago are 6480.2 mi apart from one another. In terms of flight time, this usually takes a little over 22h 31m.

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

    Prices for flights from Osaka to Chicago were last updated today.

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Osaka to Chicago.

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

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Osaka to Chicago?

Finding the right flight to Chicago from Osaka is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Osaka to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Osaka which offer a flexible booking policy as well as other useful filters and features.

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

momondo provides multiple filters to help you find the best flight to Chicago from Osaka. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Osaka to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Osaka and alert you when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport