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Cheap Flights from Kansai International (Osaka) to Chicago

Compare Kansai International (Osaka) to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

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Flight deals from Kansai International (Osaka) Airport to Chicago

Looking for a cheap last-minute deal or the best round-trip flight from Kansai International (Osaka) Airport to Chicago? If you want to travel next month, round-trip fares start from $20,665. Find the lowest prices on one-way and round-trip tickets right here.
Chicago.$7,428 per passenger.Departing Fri, May 8.One-way flight with Jetstar Japan.Outbound indirect flight with Jetstar Japan, departing from Kansai International (Osaka) on Fri, May 8, arriving in Chicago O'Hare International.Price includes taxes and charges.From $7,428, select.
Chicago.$8,537 per passenger.Departing Mon, Sep 28.One-way flight with ANA (All Nippon Airways).Outbound indirect flight with ANA (All Nippon Airways), departing from Kansai International (Osaka) on Mon, Sep 28, arriving in Chicago O'Hare International.Price includes taxes and charges.From $8,537, select.
Chicago.$10,039 per passenger.Departing Fri, Jun 5.One-way flight with Jetstar Japan.Outbound indirect flight with Jetstar Japan, departing from Kansai International (Osaka) on Fri, Jun 5, arriving in Chicago O'Hare International.Price includes taxes and charges.From $10,039, select.
Chicago.$10,646 per passenger.Departing Fri, Nov 6.One-way flight with EVA Air.Outbound indirect flight with EVA Air, departing from Kansai International (Osaka) on Fri, Nov 6, arriving in Chicago O'Hare International.Price includes taxes and charges.From $10,646, select.
Chicago.$10,800 per passenger.Departing Mon, Oct 19.One-way flight with China Airlines.Outbound indirect flight with China Airlines, departing from Kansai International (Osaka) on Mon, Oct 19, arriving in Chicago O'Hare International.Price includes taxes and charges.From $10,800, select.
Chicago.$10,800 per passenger.Departing Tue, Dec 1.One-way flight with China Airlines.Outbound indirect flight with China Airlines, departing from Kansai International (Osaka) on Tue, Dec 1, arriving in Chicago O'Hare International.Price includes taxes and charges.From $10,800, select.
Chicago.$10,945 per passenger.Departing Thu, Apr 30.One-way flight with Jetstar Japan.Outbound indirect flight with Jetstar Japan, departing from Kansai International (Osaka) on Thu, Apr 30, arriving in Chicago O'Hare International.Price includes taxes and charges.From $10,945, select.
Chicago.$11,969 per passenger.Departing Thu, Aug 27.One-way flight with China Airlines.Outbound indirect flight with China Airlines, departing from Kansai International (Osaka) on Thu, Aug 27, arriving in Chicago Midway.Price includes taxes and charges.From $11,969, select.
Chicago.$13,690 per passenger.Departing Wed, Jul 29.One-way flight with Peach.Outbound indirect flight with Peach, departing from Kansai International (Osaka) on Wed, Jul 29, arriving in Chicago O'Hare International.Price includes taxes and charges.From $13,690, select.
Chicago.$20,504 per passenger.Departing Sun, Jan 3.One-way flight with HK Express.Outbound indirect flight with HK Express, departing from Kansai International (Osaka) on Sun, Jan 3, arriving in Chicago O'Hare International.Price includes taxes and charges.From $20,504, select.

Find the cheapest month to fly from Kansai International (Osaka) to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Kansai International (Osaka) to Chicago flights are currently cheapest in May.
Apr
from $10,945
May
from $7,428
Jun
from $10,039
Jul
from $13,690
Aug
from $11,969
Sep
from $8,537
Oct
from $10,800
Nov
from $10,646
Dec
from $10,800
Jan
from $20,504
Feb
Find prices
Mar
Find prices

Alternative Kansai International (Osaka) to Chicago routes

Looking for the cheapest, fastest or easiest route from Kansai International (Osaka) to Chicago? You could fly into the following airports instead.

Chicago Midway

14km from central Chicago
Closest
from $8,356
Search flights

Chicago O'Hare International

25km from central Chicago
Cheapest
from $7,428
Search flights

Chicago Dupage County

51km from central Chicago
Search flights

Chicago Rockford

126km from central Chicago
from $11,018
Search flights

Osaka to Chicago: Flight information

The things to know before you go.
Cheapest flight found$7,428
Cheapest month to flyMay

Finding cheap flights from Kansai International (Osaka) to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a round-trip flight from Kansai International (Osaka) to Chicago is $20,405. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Kansai International (Osaka) to Chicago. But we found flights with one or more stops from $20,405.
There are no flights flying from Kansai International (Osaka) to Chicago, as of April 2026.
The cheapest month to fly from Kansai International (Osaka) to Chicago is usually February.
If you're flying from Kansai International (Osaka) Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the center of Chicago. We've found flights to this airport from $20,405.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Kansai International (Osaka) Airport to Chicago on Monday, February 1, 2027.
No airlines currently offer direct flights between Kansai International (Osaka) Airport and Chicago. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In April, the average temperature is usually around 8°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, EVA Air offers the cheapest flight tickets to Chicago.

How to find cheap flights to Chicago from Kansai International (Osaka)

Looking for cheap tickets from Kansai International (Osaka) to Chicago? Here are a few tips on how to secure the best flight price and make your journey as smooth as possible.

  • Simply hit "search." From Delta Air Lines to international carriers like Emirates, we compare all major airlines along with the most popular online travel agents to find the cheapest plane tickets from Kansai International (Osaka) to Chicago. And with us, there are no hidden fees – what you see is what you pay.
  • Compare flight deals to Chicago from Kansai International (Osaka) from over 1,000 providers. Then choose the cheapest plane tickets or fastest journeys.
  • Flex your dates to find the best Kansai International (Osaka)–Chicago ticket prices. If you're flexible when it comes to your travel dates, use Skyscanner's "Whole month" tool to find the cheapest month, and even day to fly to Chicago from Kansai International (Osaka).
  • Set up a Price Alert. You can easily track the fare of your cheap Kansai International (Osaka)–Chicago flights by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.
  • Fly without stops. Only interested in direct flights between Kansai International (Osaka) and Chicago? Make sure to tick "Direct flights only" when performing a search. If there are direct flights available on the route, these will appear in the results.
  • Find the cheapest Business Class flights from Kansai International (Osaka) and Chicago. We scour the Internet for the best Business, Premium Economy and First Class flight fares to Chicago, too. Check the difference in price as you search – you might just stumble on a last-minute low fare. Note that not all cabin classes are available for every destination or airline.
  • Include nearby airports in your search. Widen your search for Kansai International (Osaka) to Chicago flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save the next time you travel.

    • Combine your flight to Chicago from Kansai International (Osaka) with hotels and car rental

    Once you've secured your cheap flight ticket from Kansai International (Osaka) to Chicago, discover the best prices and exclusive rates for hotels in Chicago or nearby. You can also compare hundreds of car rental companies at once so you get the best car rental price for your trip.


Plan the rest of your trip from Osaka to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.