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Cheap flights from Chicago to Osaka from $414

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 to Osaka departing on 11/15. 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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0 bags

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Find the cheapest flights from Chicago to Osaka

Cheap round-trip flights

Cathay Pacific Logo
4:00 pm - 6:40 amORD-KIX
24h 40m1 stop
Cathay Pacific Logo
5:45 pm - 2:25 pmKIX-ORD
34h 40m1 stop
$669Cathay Pacific
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Mon, Sep 15 - Tue, Sep 30
Cathay Pacific Logo
4:00 pm - 6:40 amORD-KIX
24h 40m1 stop
Cathay Pacific Logo
6:35 pm - 2:25 pmKIX-ORD
33h 50m1 stop
$673Cathay Pacific
Find Deal
Mon, Sep 15 - Tue, Sep 30
Air Canada Logo
8:00 am - 7:10 pmORD-ITM
20h 10m2 stops
Air Canada Logo
3:00 pm - 7:30 pmITM-ORD
19h 30m2 stops
$958Air Canada
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Tue, Feb 10 - Tue, Feb 17
Air Canada Logo
3:40 pm - 6:55 pmORD-ITM
36h 15m2 stops
Air Canada Logo
2:00 pm - 7:30 pmITM-ORD
20h 30m2 stops
$1,028Air Canada
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Sat, Feb 7 - Sun, Feb 15
Japan Airlines Logo
5:30 pm - 9:40 amORD-ITM
25h 10m1 stop
Japan Airlines Logo
1:40 pm - 5:45 pmITM-ORD
19h 05m2 stops
$1,062Japan Airlines
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Mon, Dec 29 - Tue, Jan 20
ANA Logo
7:10 am - 6:10 pmORD-ITM
21h 00m2 stops
ANA Logo
8:20 pm - 8:40 amITM-ORD
26h 20m1 stop
$1,066ANA
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Mon, Sep 15 - Tue, Sep 30
ANA Logo
12:40 pm - 7:50 amORD-UKB
29h 10m1 stop
ANA Logo
9:15 pm - 3:10 pmUKB-ORD
31h 55m1 stop
$1,069ANA
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Mon, Sep 15 - Tue, Sep 30
Japan Airlines Logo
1:05 am - 7:35 amORD-ITM
16h 30m1 stop
Japan Airlines Logo
7:05 am - 9:05 amITM-ORD
16h 00m1 stop
$1,089Japan Airlines
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Sun, Sep 14 - Tue, Sep 30
EVA Air Logo
8:05 pm - 10:00 amORD-UKB
47h 55m2 stops
EVA Air Logo
11:00 am - 8:35 pmUKB-ORD
23h 35m1 stop
$1,329EVA Air
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Fri, Oct 17 - Mon, Oct 27
EVA Air Logo
8:05 pm - 10:00 amORD-UKB
47h 55m2 stops
EVA Air Logo
11:00 am - 5:16 amUKB-ORD
32h 16m2 stops
$1,498EVA Air
Find Deal
Fri, Oct 17 - Mon, Oct 27

Cathay Pacific flights from Chicago to Osaka

Our best Cathay Pacific deals on Chicago to Osaka flight tickets
Cathay Pacific
Sep 15
ORD4:00 pmChicago O'Hare Intl
24h 40m
1 stop
KIX6:40 amOsaka Kansai Intl
Sep 30
KIX5:45 pmOsaka Kansai Intl
34h 40m
1 stop
ORD2:25 pmChicago O'Hare Intl
$669
Find similar
Cathay Pacific
Sep 15
ORD4:00 pmChicago O'Hare Intl
24h 40m
1 stop
KIX6:40 amOsaka Kansai Intl
Sep 30
KIX6:35 pmOsaka Kansai Intl
33h 50m
1 stop
ORD2:25 pmChicago O'Hare Intl
$673
Find similar
Cathay Pacific
Sep 15
ORD4:00 pmChicago O'Hare Intl
24h 40m
1 stop
KIX6:40 amOsaka Kansai Intl
Sep 30
KIX6:35 pmOsaka Kansai Intl
33h 50m
1 stop
ORD2:25 pmChicago O'Hare Intl
$678
Find similar

United Airlines flights from Chicago to Osaka

Our best United Airlines deals on Chicago to Osaka flight tickets
United Airlines
Oct 6
ORD6:00 amChicago O'Hare Intl
21h 05m
2 stops
ITM5:05 pmOsaka Itami
Oct 20
ITM12:00 pmOsaka Itami
34h 40m
1 stop
ORD8:40 amChicago O'Hare Intl
$1,116
Find similar
United Airlines
Sep 15
ORD6:00 amChicago O'Hare Intl
21h 05m
2 stops
ITM5:05 pmOsaka Itami
Sep 25
ITM12:00 pmOsaka Itami
22h 25m
2 stops
ORD8:25 pmChicago O'Hare Intl
$1,126
Find similar
United Airlines
Sep 15
ORD5:45 pmChicago O'Hare Intl
33h 20m
1 stop
ITM5:05 pmOsaka Itami
Sep 30
ITM12:00 pmOsaka Itami
34h 40m
1 stop
ORD8:40 amChicago O'Hare Intl
$1,147
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago 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 August 21, 2025.
Use the filters below to find and compare flights from Chicago to Osaka that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoOsaka

ORD - KIX

ORDKIX

Chicago O'Hare Intl

Mon 9/15

4:00 pm-6:40 am

1 stop24h 40m

Osaka Kansai Intl

Tue 9/30

5:45 pm-2:25 pm

1 stop34h 40m

$669

ChicagoOsaka

ORD - KIX

ORDKIX

Chicago O'Hare Intl

Mon 9/15

4:00 pm-6:40 am

1 stop24h 40m

Osaka Kansai Intl

Tue 9/30

6:35 pm-2:25 pm

1 stop33h 50m

$673

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Tue 2/10

8:00 am-7:10 pm

2 stops20h 10m

Osaka Itami

Tue 2/17

3:00 pm-7:30 pm

2 stops19h 30m

$958

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Sat 2/7

3:40 pm-6:55 pm

2 stops36h 15m

Osaka Itami

Sun 2/15

2:00 pm-7:30 pm

2 stops20h 30m

$1,028

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Mon 12/29

5:30 pm-9:40 am

1 stop25h 10m

Osaka Itami

Tue 1/20

1:40 pm-5:45 pm

2 stops19h 05m

$1,062

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Mon 9/15

7:10 am-6:10 pm

2 stops21h 00m

Osaka Itami

Tue 9/30

8:20 pm-8:40 am

1 stop26h 20m

$1,066

ChicagoKobe

ORD - UKB

ORDUKB

Chicago O'Hare Intl

Mon 9/15

12:40 pm-7:50 am

1 stop29h 10m

Kobe

Tue 9/30

9:15 pm-3:10 pm

1 stop31h 55m

$1,069

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Sun 9/14

1:05 am-7:35 am

1 stop16h 30m

Osaka Itami

Tue 9/30

7:05 am-9:05 am

1 stop16h 00m

$1,089

ChicagoKobe

ORD - UKB

ORDUKB

Chicago O'Hare Intl

Fri 10/17

8:05 pm-10:00 am

2 stops47h 55m

Kobe

Mon 10/27

11:00 am-8:35 pm

1 stop23h 35m

$1,329

ChicagoKobe

ORD - UKB

ORDUKB

Chicago O'Hare Intl

Fri 10/17

8:05 pm-10:00 am

2 stops47h 55m

Kobe

Mon 10/27

11:00 am-5:16 am

2 stops32h 16m

$1,498

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 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 typical price of a round-trip flight between Chicago and Osaka?

What is the cheapest month to fly to Osaka?

In general, October is the cheapest month to fly from Chicago to Osaka. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $1,083. If you are unable to visit Osaka during the month of October, then departing from Chicago during the month September is also very affordable. Most momondo users find prices during this month for around $1,097.

What is the cheapest day to depart on your flight to Osaka?

According to our data, Tuesday is the cheapest day to fly to Osaka from Chicago. The lowest ticket price found for a Tuesday departure recently was $1,283. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Osaka for around $1,701.

What is the cheapest time of day to depart on your flight to Osaka?

Our data shows that the cheapest Chicago to Osaka flights are usually those with departure times in the afternoon. Our users have found flights to Osaka in the afternoon for as low as $1,034. Flights to Osaka are more costly at noon, with an average ticket price of $1,620. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

When to book flights from Chicago to Osaka

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

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

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

Direct flights

None
There are no direct flights from Chicago to Osaka. There are no popular flight routes from Chicago to Osaka.
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  • How far is Chicago to Osaka by plane?

    The distance between Chicago and Osaka is about 6480.2 mi. In terms of flight time, this usually takes a little over 16h 30m.

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

    Prices for flights from Chicago to Osaka refresh daily.

  • How many operators does momondo search for flights from Chicago to Osaka?

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

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

    The travel and health documents required for your trip to Osaka 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. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Chicago to Osaka?

Best airlines flying from Chicago to Osaka

Compare and see reviews for airlines that fly from Chicago to Osaka with momondo
Airline
Rating
Free Cancellation
Price
ANAPriceFrom $983Free CancellationRating
8.4
938 reviews
Search ANA flights
Air CanadaPriceFrom $1,025Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
EVA AirPriceFrom $1,097Free CancellationRating
8.4
1,232 reviews
Search EVA Air flights
United AirlinesPriceFrom $1,099Free CancellationRating
7.4
8,930 reviews
Search United Airlines flights

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?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Osaka. momondo saves you time and could save you money on your trip.

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

All flight searches from Chicago to Osaka on momondo can be filtered to show those which offer flexible booking policies.

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

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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