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Cheap flights from Chicago to Osaka from $442

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 2/25. 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
0 bags

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Find the cheapest flights from Chicago to Osaka

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
9:15 pm - 7:10 pm
ORD
-
ITM
30h 55m2 stops
Air Canada Logo
4:00 pm - 7:40 pm
ITM
-
ORD
18h 40m2 stops
$740Air Canada
Sat, Jan 24 - Sat, Jan 31
Air Canada Logo
1:05 pm - 6:55 pm
ORD
-
ITM
38h 50m2 stops
Air Canada Logo
2:05 pm - 2:41 pm
ITM
-
ORD
39h 36m2 stops
$883Air Canada
Tue, Feb 24 - Wed, Mar 4
Air Canada Logo
3:35 pm - 6:55 pm
ORD
-
ITM
36h 20m2 stops
Air Canada Logo
2:05 pm - 2:41 pm
ITM
-
ORD
39h 36m2 stops
$884Air Canada
Sun, Feb 1 - Tue, Feb 10
Air Canada Logo
8:00 am - 8:20 pm
ORD
-
ITM
21h 20m2 stops
Air Canada Logo
2:05 pm - 2:41 pm
ITM
-
ORD
39h 36m2 stops
$890Air Canada
Tue, Jan 27 - Tue, Feb 10
Air Canada Logo
3:35 pm - 6:55 pm
ORD
-
ITM
36h 20m2 stops
Air Canada Logo
4:00 pm - 7:40 pm
ITM
-
ORD
18h 40m2 stops
$923Air Canada
Sat, Jan 24 - Sat, Jan 31
Air Canada Logo
3:35 pm - 6:55 pm
ORD
-
ITM
36h 20m2 stops
Air Canada Logo
4:00 pm - 7:40 pm
ITM
-
ORD
18h 40m2 stops
$924Air Canada
Sat, Jan 24 - Sat, Jan 31
Multiple Airlines Logo
8:00 am - 8:05 pm
ORD
-
ITM
21h 05m2 stops
Multiple Airlines Logo
4:00 pm - 7:45 pm
ITM
-
ORD
18h 45m2 stops
$929Multiple Airlines
Sun, Jan 18 - Sat, Jan 24
ANA Logo
11:50 am - 6:55 pm
ORD
-
ITM
17h 05m1 stop
ANA Logo
8:00 am - 8:40 am
ITM
-
ORD
14h 40m1 stop
$947ANA
Mon, Apr 20 - Tue, May 12
ANA Logo
8:00 am - 6:55 pm
ORD
-
ITM
20h 55m2 stops
ANA Logo
8:00 am - 3:15 pm
ITM
-
ORD
21h 15m1 stop
$951ANA
Mon, Apr 20 - Tue, May 12
ANA Logo
10:30 am - 6:55 pm
ORD
-
ITM
17h 25m1 stop
ANA Logo
8:00 am - 8:20 am
ITM
-
ORD
14h 20m1 stop
$953ANA
Mon, Feb 9 - Tue, Mar 10

ANA flights from Chicago to Osaka Itami Airport

Our best ANA deals on Chicago to Osaka Itami Airport flight tickets
ANA
Apr 20
ORD11:50 amChicago O'Hare Intl
17h 05m
1 stop
ITM6:55 pmOsaka Itami
May 12
ITM8:00 amOsaka Itami
14h 40m
1 stop
ORD8:40 amChicago O'Hare Intl
$947
Find similar
ANA
Apr 20
ORD8:00 amChicago O'Hare Intl
20h 55m
2 stops
ITM6:55 pmOsaka Itami
May 12
ITM8:00 amOsaka Itami
21h 15m
1 stop
ORD3:15 pmChicago O'Hare Intl
$951
Find similar
ANA
Feb 9
ORD10:30 amChicago O'Hare Intl
17h 25m
1 stop
ITM6:55 pmOsaka Itami
Mar 10
ITM8:00 amOsaka Itami
14h 20m
1 stop
ORD8:20 amChicago O'Hare Intl
$953
Find similar

United Airlines flights from Chicago to Osaka Itami Airport

Our best United Airlines deals on Chicago to Osaka Itami Airport flight tickets
United Airlines
Feb 24
ORD5:45 amChicago O'Hare Intl
21h 25m
2 stops
ITM6:10 pmOsaka Itami
Mar 4
ITM1:00 pmOsaka Itami
17h 10m
1 stop
ORD3:10 pmChicago O'Hare Intl
$1,065
Find similar
United Airlines
Jan 25
ORD7:58 pmChicago O'Hare Intl
31h 12m
2 stops
ITM6:10 pmOsaka Itami
Feb 1
ITM1:00 pmOsaka Itami
33h 20m
1 stop
ORD7:20 amChicago O'Hare Intl
$1,115
Find similar
United Airlines
May 6
ORD7:10 amChicago O'Hare Intl
43h 55m
2 stops
ITM5:05 pmOsaka Itami
May 15
ITM12:00 pmOsaka Itami
32h 02m
2 stops
ORD6:02 amChicago O'Hare Intl
$1,125
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 December 11, 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

Sat 1/24

9:15 pm-7:10 pm

2 stops30h 55m

Osaka Itami

Sat 1/31

4:00 pm-7:40 pm

2 stops18h 40m

$740

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Tue 2/24

1:05 pm-6:55 pm

2 stops38h 50m

Osaka Itami

Wed 3/4

2:05 pm-2:41 pm

2 stops39h 36m

$883

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Sun 2/1

3:35 pm-6:55 pm

2 stops36h 20m

Osaka Itami

Tue 2/10

2:05 pm-2:41 pm

2 stops39h 36m

$884

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Tue 1/27

8:00 am-8:20 pm

2 stops21h 20m

Osaka Itami

Tue 2/10

2:05 pm-2:41 pm

2 stops39h 36m

$890

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Sat 1/24

3:35 pm-6:55 pm

2 stops36h 20m

Osaka Itami

Sat 1/31

4:00 pm-7:40 pm

2 stops18h 40m

$923

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Sat 1/24

3:35 pm-6:55 pm

2 stops36h 20m

Osaka Itami

Sat 1/31

4:00 pm-7:40 pm

2 stops18h 40m

$924

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Sun 1/18

8:00 am-8:05 pm

2 stops21h 05m

Osaka Itami

Sat 1/24

4:00 pm-7:45 pm

2 stops18h 45m

$929

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Mon 4/20

11:50 am-6:55 pm

1 stop17h 05m

Osaka Itami

Tue 5/12

8:00 am-8:40 am

1 stop14h 40m

$947

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Mon 4/20

8:00 am-6:55 pm

2 stops20h 55m

Osaka Itami

Tue 5/12

8:00 am-3:15 pm

1 stop21h 15m

$951

ChicagoOsaka

ORD - ITM

ORDITM

Chicago O'Hare Intl

Mon 2/9

10:30 am-6:55 pm

1 stop17h 25m

Osaka Itami

Tue 3/10

8:00 am-8:20 am

1 stop14h 20m

$953

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

Fastest flight time

17h 20m

Direct flights

None
The fastest flight from Chicago to Osaka Itami Airport takes 17h 20m
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 20m 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
Air CanadaPriceFrom $1,025Free CancellationRating
7.1
10,517 reviews
Search Air Canada flights
ANAPriceFrom $1,174Free CancellationRating
8.4
1,021 reviews
Search ANA 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.

An easier way to manage your Osaka Itami Airport trip

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