CHI - OSA

$441 Find Cheap Flights from Chicago to Osaka

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Osaka departing on 9/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Osaka.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Osaka.
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Cheap Flights from Chicago to Osaka (CHI-OSA)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Osaka that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Osaka

Tue, Oct 28 - Tue, Nov 4
Cathay Pacific Logo
3:40 pm - 12:45 pmORD-KIX
31h 05m1 stop
Cathay Pacific Logo
6:05 pm - 1:00 pmKIX-ORD
33h 55m1 stop
$743Cathay Pacific
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Wed, Sep 10 - Wed, Sep 17
Cathay Pacific Logo
4:00 pm - 6:40 amORD-KIX
24h 40m1 stop
Cathay Pacific Logo
7:35 pm - 2:25 pmKIX-ORD
32h 50m1 stop
$758Cathay Pacific
Find Deal
Sat, Oct 11 - Tue, Nov 18
Japan Airlines Logo
1:05 am - 8:35 amORD-ITM
17h 30m1 stop
Japan Airlines Logo
8:30 am - 7:25 amITM-ORD
13h 55m1 stop
$1,052Japan Airlines
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Mon, Dec 29 - Thu, Jan 15
Japan Airlines Logo
10:20 am - 7:55 pmORD-ITM
18h 35m1 stop
Japan Airlines Logo
1:30 pm - 5:45 pmITM-ORD
19h 15m2 stops
$1,061Japan Airlines
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Sun, Oct 12 - Tue, Nov 18
ANA Logo
5:45 pm - 7:50 amORD-UKB
24h 05m1 stop
ANA Logo
7:05 am - 7:20 amUKB-ORD
15h 15m1 stop
$1,082ANA
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Sun, Oct 12 - Tue, Nov 18
ANA Logo
5:45 pm - 8:05 amORD-ITM
24h 20m1 stop
ANA Logo
7:05 am - 7:20 amITM-ORD
15h 15m1 stop
$1,083ANA
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Mon, Sep 15 - Wed, Sep 24
Air Canada Logo
8:25 pm - 7:10 pmORD-ITM
32h 45m2 stops
Air Canada Logo
2:00 pm - 10:07 pmITM-ORD
22h 07m2 stops
$1,101Air Canada
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Sat, Aug 30 - Mon, Sep 8
EVA Air Logo
12:30 am - 10:00 amORD-UKB
19h 30m1 stop
EVA Air Logo
11:00 am - 8:45 pmUKB-ORD
23h 45m1 stop
$1,113EVA Air
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Wed, Sep 10 - Mon, Sep 15
EVA Air Logo
12:30 am - 10:00 amORD-UKB
19h 30m1 stop
EVA Air Logo
11:00 am - 8:45 pmUKB-ORD
23h 45m1 stop
$1,115EVA Air
Find Deal
Sun, Oct 12 - Tue, Nov 18
Air Canada Logo
9:12 pm - 7:10 pmORD-ITM
31h 58m2 stops
Air Canada Logo
4:00 pm - 7:30 pmITM-ORD
18h 30m2 stops
$1,136Air Canada
Find Deal
Booking Insights

KAYAK's insights & trends for Chicago to Osaka flights

Get data-powered insights and trends into flights from Chicago to Osaka to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Chicago to Osaka?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Osaka, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Osaka is October, where tickets cost $1,083 (return) on average. On the other hand, the most expensive months are August and June, where the average cost of round-trip tickets is $1,746 and $1,724 respectively.

Good to know

Low seasonJanuary
Cheapest flight$441
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Chicago to Osaka Kansai Intl

When to book flights from Chicago to Osaka

Are your dates flexible? Find out the best times to travel from Chicago to Osaka based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Osaka

  • What are the popular layovers for flights from Chicago to Osaka?

    Haneda Airport (HND) and San Francisco International Airport (SFO) serve as layover airport for a number of Airlines flying from Chicago to Osaka. For instance, if you book United Airlines from ORD headed to ITM, you will be making a stop at HND. On the other hand, if you book ANA or United Airline flying from ORD headed to UKB, SFO will be the layover airport.

  • Which airlines has exciting kid-friendly services for flights from Chicago to Osaka?

    The “ANA East Travel” services set ANA above the other airlines along this route in terms of kid-friendliness. These services, which are only available on ANA, allows kids between 5 and 11 years to travel unaccompanied. As a parent traveling with your kids, Delta and United Airlines, which both offer priority boarding are a suitable option to consider.

  • Which other cities can I connect to as part of my flight to Osaka from Chicago?

    When flying from Chicago to Osaka, you have the chance to pass through Tokyo and San Francisco, which house two of the major layover airports, HND and SFO respectively. Apart from these, when you land at KIX, ITM, or UKB, you can connect to other cities near Osaka using rental cars or buses. For example, Kyoto, Nara, and Wakayama are some of the cities you can easily connect to from ITM.

  • How to I get out of Osaka International Airport (ITM) upon landing from Chicago?

    When booking flights from Chicago to Osaka, having ITM as the arrival airport comes with the benefit of a variety of transport options from the airport to the city center, accommodation, or any other location. Depending on your budget and preference, you can use buses, taxis, or rental cars. Buses are cheaper and takes about 35 minutes to connect from ITM to the city center. Taxis or car rentals are faster, taking about 25 minutes to get to the city center from ITM, but are slightly more expensive.

  • What is the cheapest flight from Chicago to Osaka?

    In the last 3 days, the lowest price for a flight from Chicago to Osaka was $441 for a one-way ticket and $743 for a round-trip.

  • Do I need a passport to fly between Chicago and Osaka?

    A passport is required to fly from Chicago to Osaka.

  • Which aircraft models fly most regularly from Chicago to Osaka?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Osaka?

    oneworld, Star Alliance, and SkyTeam are the airline alliances operating flights between Chicago and Osaka, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Osaka, EVA Air or ANA?

    The two airlines most popular with KAYAK users for flights from Chicago to Osaka are EVA Air and ANA. With an average price for the route of $1,208 and an overall rating of 8.4, EVA Air is the most popular choice. ANA is also a great choice for the route, with an average price of $1,645 and an overall rating of 8.4.

  • How does KAYAK find such low prices on flights from Chicago to Osaka?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Osaka.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Osaka?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Osaka from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Osaka?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Osaka with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Osaka?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Osaka from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Osaka

  • Flights from Chicago to Osaka have O'Hare International Airport (ORD) as the sole departure airport while Kansai International Airport (KIX), Kobe Airport, and Osaka International Airport (ITM) serve as the destination airports. You have higher chances of getting cheaper flight deals if you choose a less popular route, which is in this case is from ORD to KIX.
  • The benefit of choosing the flight route that has ORD and KIX as the departure and arrival airports is that you can reliably get a flight at any time of the day. This is because this route records the highest number of daily flights from Chicago to Osaka.
  • American Airline’s hub at O'Hare International Airport is the second largest in the world. Therefore, booking American Airlines for your flight from Chicago to Osaka gives you a chance to access exciting lounge and onboard amenities. Apart from American Airlines, ORD also serves as a hub for United Airlines.
  • Avoid delays when connecting from Downtown Chicago to ORD to catch up with your flight to Osaka by using taxis. In light traffic, a taxi takes less than 20 minutes to arrive at ORD from downtown Chicago. Although CTA Blue Line buses are a popular means of transport, they are slower than taxis, and may not be suitable when rushing against time.
  • United Airlines, Delta, and ANA are some of the airlines along the Chicago to Osaka route, which are spear-heading reduction carbon emission. Booking any of these airlines for your flight to any of the airports in Osaka from ORD reduces your carbon footprint.

Reviews of the top 5 airlines serving from Chicago to Osaka

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Osaka. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Osaka? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.4
EVA AirOverall score based on 1222 reviews
8.3Comfort
8.4Boarding
8.6Crew
8.0Entertainment
8.1Food
Airline reviews

Flight Attendants could have been nicer and food portions could be bigger.

8.0 ExcellentKaye, Jul 2025JFK - TPE
Read more EVA Air reviews

Flight Attendants could have been nicer and food portions could be bigger.

Great experience, comfort and food is delicious. Always great service and one time

Excellent service from check in to boarding the crew is so pleasant to asked

The food from Los Angeles to Taipei made me throw up. The flight is also not comfort. But the staffs are very friendly and nice.

I have never heard of EVA air before but I am so happy my wife and I were able to flight on their planes twice. Everything on these flights just felt better than their competitors. As someone with longer legs any bit of extra leg spaces is appreciated. The different options for food and drinks were also a plus. They were extra careful to make sure my wife's eating restrictions were taken care for. They had a before take off and landing announcements on the built in tablets for each seat and it gave out information that was very helpful. Such as what and how to declare your items in the specific country you landed in, any odd items that may be illegal to bring it (and even the reasoning why) and any other information you might need to make your post flight experience better. The only downside was there were "forced" ads on the tablet at take off for maybe 5-10 minutes but honestly, this flight was the cheapest option and had all the benefits listed above that is such an easy trade off. Im keeping an eye out for EVA air going forward.

I appreciate the email reminders for online check-in which made my entry to the lines less stressful. The flight was on schedule and on time. The baording staff were proactively helpful and approachable. The airplane inflight food, entertainment and comfies as well as provisions are excellent even in the economy seating. The airline transfer was smooth and easy! Luggage safe and intact! Thank you EVA airline for making my trip a reliable safe and comfortable experience.

I was sleep when they brought the food. They had put a note on my seat. There was no food when I asked for food later. There was just one main meal served in this 14 hours flight. They offered me sandwich with ham which I don’t eat since I am pescatarian. Long story short I had to wait to get to TPE to get something to eat. I am extremely disappointed from the service. I have been flying EVA since I was 1 year old. Perhaps no more EVA for me. Seems EVA glorious day is long gone

Excellent food. Good service. Crammed Premium Economy seats. I Asked to change seats during check in. They told me the flight was fully booked. But on board I saw empty seats where I could have been easily relocated.

The app was awful. No accurate info. Paying for internet is a negative (Delta is free). The crew was very nice for the most part although you are not guaranteed to get good service. Some crew would ignore requests for things as simple as a cup of water if you were sleeping when the first serving was made. Food was great. Male crew member was exceptionally kind and responsive.

Good experience but could be better for people with injuries and needing extra assistance

The flight crew was outstanding. Very cheerful and always respectful. I wish the same could be said about United. The AC wasn't the best on the plane.

The seats are uncomfortable. The flight attendants are not pleasant. They do their job, but not with a ray of sunshine and warmth. The food was awful, not what I would expect from an Asian airline. All of the other Asian airlines I have flown have far better food. The food was on par with United airlines food, which is really bad. Maybe ANA should get out of the alliance with United.

During booking, I selected the seats so that my wife and I would sit next to each other. However, the airline changed our seats at boarding so that we were seated apart. Very disappointing.

Every leg of the flight was late causing us to miss our flight to Okinawa and have to take the next flight out.

One of the best 14 hour flights I've ever had. Crew was friendly throughout which can be difficult on longer flights. The crew being kind and respectful is very important for me. Plane felt clean and I was able to get some well needed uninterrupted sleep. I put them slightly above Cathay Pacific as far as cleanliness the only down side was a lack of entertainment selections, but hey I am an American taking a trip on a Japanese airline so I cannot complain. Thank you ANA and the Tokyo airport all very friendly. Will see you soon

ANA gave me an amazing experience. They are very good with customer service.

Everything was good may improve some alcohol drinks and amenities during fly

Due to turbulence there was no inflight service, which is very understandable, The flight is very short, and safety is more important. There was a bit of a delay with take off, but was to be expected with the rain.

The crew was amazing, really friendly and efficient. One of the best flights I have ever been on. They made the long flight comfortable and I noticed there were two birthdays on the flight. They gave to customers birthday cards and wished them a happy birthday. That was very nice to see.

Everything was great. Wifi was down,but that didn't matter to me.

highly recommend for trip to japan only reason why i gave good not excellent is because their selection of movies and tv shows in English is more limited .

We asked for Hindu vegetarian meal in advance and the quality of the food was horrendous. Never flying JAL again!

Japan airline is excellent service .I recommend to Kayak and Japan airline to Frend.

Overall a great experience. One complain was the vegetarian food that my wife had which was mostly boiled vegetables with not much flavor.

Very accommodating and kind airline crews. The plane is also big which makes the passengers more comfortable and relax

I actually didn’t make it onto the flight. I spent quite a few hours trying to rebook the flight just to get screwed out of $5000. Fun!

We booked business class round trip from Delhi to San Diego and back. On our last leg from Bangalore to Delhi we were down graded to economy class which was big disappointment other than that everything was great.

Had an incident with a stewardess who insisted that I take a seat. I informed her that I came to use the restroom and to have some water. After using the restroom, I wanted to stretch my legs out a little cuz my knees were aching from sitting. I understood her concern for my concern and the potential turbulence (she said she knows this route and the turbulence and safety is not to be taken lightly) but I felt that her mood, tone, demeanor, and a lack of compassion for the pain in my knees were not the proper way to address a customer or anyone for that matter. This left a bitter taste in my mouth. It was her lack of professionalism that surprised me.

we have requested for hindu veg. meal during booking. but served meal was of very poor qualty and taste. they can get such meal from 5 star Indian restaurant at Vancouver/ tokyo/ Bangalore.pure hindu veg meal and no AVML

It was good but need mor amenities for toiletries and entertainment

Great. Efficient boarding process with the face recognition. Plenty of cabin space for luggage.

Cabin crew is very helpful and nice, it is another level of service compared to Air Canada

As before, my only problem was not being able to download my boarding passes prior to arrival at the airport. Everything else was perfect.

Special request meals are really below average. Vegetarian options are very limited if you didn't prebook.

I've stomach problems after 2 hours of flight, Iris, the flight purser not only did her best to make me feel comfortable, she went above and beyond providing pain relievers medicines and ointment. She look and found a doctor passenger on the flight to provide advise. She even report on ground staffs about my condition and provide wheelchair upon arrival. Kudos to her and Cathay Pacific!

very professional and very attentive to my Special Needs as I required a Wheel Chair and assistance to board

Crew was great. But a bit understaffed. The business class seat, etc were dated. But comfortable. Some legs had entertainment system from a decade ago. Selections were rather poor. Food was mediocre at best. Actually poor for business class standards. I liked the lounge in Hong Kong. Showers were great. Food was nice.

Very noisy and careless crew on this overnight flight. They should understand customers want to sleep

Everything was fine and I have no complaints or things to note.

Overall, it was ok. However, the food was very sub-par.

Not to out myself as both a child at heart and kind of a terrible person, but the Pokémon safety video was the first time I watched an airplane safety video in like a decade. It was ADORABLE!! A great way to encourage attention from young and old alike.

Flight was delayed by 1.5hrs. Once inside, people had their small handbags on the storage. The crew (male guy) was not helpful in making some space in the storage. Instead, he asked few bags to be checked-in and it was not a great experience. No attempt to help but just followed the things with a straight face. People had their literally small bags and he wouldnt not move from one storage to another even if there was space and would not let us do i as well. Once flight was on, they ran out of Orange juice, really running out of orange juice when the temp were 32.degrees outside. didnt made the sense. Onasking for a extra snack, he made a face as if he was giving me out of his pocket. if the flight was delayed, there could have an attempt to provide something extra incase people did asked.

Seamless! Long but the seat back entertainment kept us all busy the whole time! Meals were excellent! Crew fantastic! Very attentive!

Abandoned me in hallway in a wheelchair… which I asked for because I sprained my back. After waiting in the hallway, I decided to walk the rest of the way since someone respecting me up.. My experience with the united was totally the opposite. Wheelchair access, propped swift and save me a lot of grief. Air Canada totally disorganized.

Terrible confusion btw air Canada and United. Wasn’t able to change ticket because I had purchased on kayak. Rethinking booking tickets on this site, and will try to avoid United and aircanada going forward.

Conflicting information provided about baggage allowance. One screen said I had a carry on and another said I didnt.

Miserable staff as it was a late/delayed flight and crew wasn’t in the best spirits. Completely understood as neither was most of the passengers. Still unacceptable l.

It was a short flight, and no entertainment. That was not a problem for us, but there is no option for "not applicable". There was a bit of turbulence, so there was no food service.

All was good except for the seats, not very comfy.

2.5 hour delay sitting in the plane on the tarmac, you tell me how the experience was

Everything you need to know for your flight from Chicago to Osaka

Cabin class types available on flights from Chicago to Osaka

Cabin classes available on flights from Chicago to Osaka. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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