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Cheap flights from Chicago to Osaka from $444

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 10/28. 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

Multiple Airlines Logo
8:22 pm - 7:55 pmORD-ITM
32h 33m3 stops
Multiple Airlines Logo
11:30 am - 6:25 amITM-ORD
33h 55m3 stops
$1,019Multiple Airlines
Find Deal
Mon, Dec 1 - Tue, Dec 9
Air Canada Logo
7:10 am - 7:10 pmORD-ITM
21h 00m2 stops
Air Canada Logo
2:05 pm - 2:41 pmITM-ORD
39h 36m2 stops
$1,038Air Canada
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Fri, Nov 28 - Fri, Dec 19
Japan Airlines Logo
5:35 pm - 7:40 amORD-ITM
23h 05m1 stop
Japan Airlines Logo
2:40 pm - 1:40 pmITM-ORD
14h 00m1 stop
$1,053Japan Airlines
Find Deal
Mon, Nov 17 - Wed, Dec 3
ANA Logo
10:30 am - 6:55 pmORD-ITM
17h 25m1 stop
ANA Logo
8:20 pm - 7:20 amITM-ORD
26h 00m1 stop
$1,082ANA
Find Deal
Mon, Nov 3 - Mon, Nov 17
ANA Logo
10:30 am - 6:55 pmORD-ITM
17h 25m1 stop
ANA Logo
8:20 pm - 5:16 amITM-ORD
23h 56m2 stops
$1,092ANA
Find Deal
Mon, Nov 3 - Mon, Nov 17
Japan Airlines Logo
6:35 pm - 7:40 amORD-ITM
23h 05m1 stop
Japan Airlines Logo
2:40 pm - 1:40 pmITM-ORD
14h 00m1 stop
$1,100Japan Airlines
Find Deal
Sun, Oct 26 - Sun, Nov 9
Multiple Airlines Logo
8:00 am - 7:10 pmORD-ITM
21h 10m2 stops
Multiple Airlines Logo
1:40 pm - 10:05 pmITM-ORD
23h 25m2 stops
$1,110Multiple Airlines
Find Deal
Wed, Oct 29 - Wed, Nov 5
United Airlines Logo
6:15 am - 6:10 pmORD-ITM
20h 55m2 stops
United Airlines Logo
1:00 pm - 9:07 pmITM-ORD
23h 07m2 stops
$1,126United Airlines
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Mon, Nov 17 - Wed, Dec 3
United Airlines Logo
4:10 pm - 6:10 pmORD-ITM
60h 00m2 stops
United Airlines Logo
1:00 pm - 7:20 amITM-ORD
33h 20m1 stop
$1,134United Airlines
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Sat, Oct 25 - Wed, Nov 5
American Airlines Logo
6:00 am - 7:15 pmORD-ITM
22h 15m2 stops
American Airlines Logo
2:40 pm - 5:51 pmITM-ORD
18h 11m2 stops
$1,177American Airlines
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Mon, Nov 3 - Mon, Nov 17

Japan Airlines flights from Chicago to Osaka Itami Airport

Our best Japan Airlines deals on Chicago to Osaka Itami Airport flight tickets
Japan Airlines
Nov 17
ORD5:35 pmChicago O'Hare Intl
23h 05m
1 stop
ITM7:40 amOsaka Itami
Dec 3
ITM2:40 pmOsaka Itami
14h 00m
1 stop
ORD1:40 pmChicago O'Hare Intl
$1,053
Find similar
Japan Airlines
Oct 26
ORD6:35 pmChicago O'Hare Intl
23h 05m
1 stop
ITM7:40 amOsaka Itami
Nov 9
ITM2:40 pmOsaka Itami
14h 00m
1 stop
ORD1:40 pmChicago O'Hare Intl
$1,100
Find similar
Japan Airlines
Nov 28
ORD5:35 pmChicago O'Hare Intl
24h 05m
1 stop
ITM8:40 amOsaka Itami
Dec 19
ITM7:05 amOsaka Itami
15h 25m
1 stop
ORD7:30 amChicago O'Hare Intl
$1,145
Find similar

ANA flights from Chicago to Osaka Itami Airport

Our best ANA deals on Chicago to Osaka Itami Airport flight tickets
ANA
Nov 3
ORD10:30 amChicago O'Hare Intl
17h 25m
1 stop
ITM6:55 pmOsaka Itami
Nov 17
ITM8:20 pmOsaka Itami
26h 00m
1 stop
ORD7:20 amChicago O'Hare Intl
$1,082
Find similar
ANA
Nov 3
ORD10:30 amChicago O'Hare Intl
17h 25m
1 stop
ITM6:55 pmOsaka Itami
Nov 17
ITM8:20 pmOsaka Itami
23h 56m
2 stops
ORD5:16 amChicago O'Hare Intl
$1,092
Find similar
ANA
Oct 25
ORD4:50 pmChicago O'Hare Intl
37h 45m
2 stops
ITM8:35 pmOsaka Itami
Nov 5
ITM7:30 amOsaka Itami
14h 50m
1 stop
ORD7:20 amChicago O'Hare Intl
$1,128
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Osaka Itami Airport 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 September 30, 2025.
Use the filters below to find and compare flights from Chicago to Osaka Itami Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Mon 12/1

8:22 pm-7:55 pm

3 stops32h 33m

Osaka Itami

Tue 12/9

11:30 am-6:25 am

3 stops33h 55m

$1,019

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Fri 11/28

7:10 am-7:10 pm

2 stops21h 00m

Osaka Itami

Fri 12/19

2:05 pm-2:41 pm

2 stops39h 36m

$1,038

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Mon 11/17

5:35 pm-7:40 am

1 stop23h 05m

Osaka Itami

Wed 12/3

2:40 pm-1:40 pm

1 stop14h 00m

$1,053

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Mon 11/3

10:30 am-6:55 pm

1 stop17h 25m

Osaka Itami

Mon 11/17

8:20 pm-7:20 am

1 stop26h 00m

$1,082

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Mon 11/3

10:30 am-6:55 pm

1 stop17h 25m

Osaka Itami

Mon 11/17

8:20 pm-5:16 am

2 stops23h 56m

$1,092

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Sun 10/26

6:35 pm-7:40 am

1 stop23h 05m

Osaka Itami

Sun 11/9

2:40 pm-1:40 pm

1 stop14h 00m

$1,100

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Wed 10/29

8:00 am-7:10 pm

2 stops21h 10m

Osaka Itami

Wed 11/5

1:40 pm-10:05 pm

2 stops23h 25m

$1,110

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Mon 11/17

6:15 am-6:10 pm

2 stops20h 55m

Osaka Itami

Wed 12/3

1:00 pm-9:07 pm

2 stops23h 07m

$1,126

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Sat 10/25

4:10 pm-6:10 pm

2 stops60h 00m

Osaka Itami

Wed 11/5

1:00 pm-7:20 am

1 stop33h 20m

$1,134

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Mon 11/3

6:00 am-7:15 pm

2 stops22h 15m

Osaka Itami

Mon 11/17

2:40 pm-5:51 pm

2 stops18h 11m

$1,177

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 Itami Airport

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 day to depart on your flight to Osaka Itami Airport?

The cheapest day to depart on your flight to Osaka Itami Airport is on a Wednesday when prices can be found for as low as $1,227. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Osaka Itami Airport is Saturday, with ticket prices averaging around $2,151.

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

Flying to Osaka Itami Airport from Chicago in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $1,224 when looking at flights departing in the afternoon. Flights at noon are often more expensive with an average ticket price of $1,679.

When to book flights from Chicago to Osaka Itami Airport

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

Cheap Chicago to Osaka Itami Airport (CHI to ITM) flight deals and tips

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

Direct flights

None
There are no direct flights from Chicago to Osaka Itami Airport. There are no popular flight routes from Chicago to Osaka Itami Airport.
Search flight deals

  • How far is Chicago to Osaka Itami by plane?

    The straight-line distance from Chicago to Osaka Itami is 6475.1 mi. Typically, this will take 17h 25m by plane in normal conditions.

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

    Prices for flights from Chicago to Osaka Itami Airport refresh daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Osaka Itami Airport.

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

    The necessary travel and health documents for your Osaka Itami Airport 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.

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

Best airlines flying from Chicago to Osaka Itami Airport

Compare and see reviews for airlines that fly from Chicago to Osaka Itami Airport with momondo
Airline
Rating
Free Cancellation
Price
ANAPriceFrom $983Free CancellationRating
8.4
974 reviews
Search ANA flights
Air CanadaPriceFrom $1,025Free CancellationRating
7.1
10,000 reviews
Search Air Canada 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?

Finding the right flight to Osaka from Chicago 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 Osaka quick and easy, saving you time and money.

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 offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Osaka.

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

Of course. momondo tracks the price of Chicago to Osaka flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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