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Cheap flight tickets from Chicago to Osaka

Compare Chicago to Osaka flight deals

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

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Flight deals from Chicago to Osaka

Looking for a cheap last-minute deal or the best return flight from Chicago to Osaka? If you want to travel next month, return fares start from RM4,424. Find the lowest prices on one-way and return tickets right here.
Osaka.RM3,550 per passenger.Departing Sat, 2 May, returning Sat, 9 May.Return flight with Spirit Airlines and Jetstar Japan.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Sat, 2 May, arriving in Kansai International (Osaka).Inbound indirect flight with Jetstar Japan, departs from Kansai International (Osaka) on Sat, 9 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM3,550, select.
Osaka.RM3,816 per passenger.Departing Fri, 31 Jul, returning Mon, 24 Aug.Return flight with Frontier Airlines and ANA (All Nippon Airways).Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Fri, 31 Jul, arriving in Kansai International (Osaka).Inbound indirect flight with ANA (All Nippon Airways), departs from Itami Domestic (Osaka) on Mon, 24 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM3,816, select.
Osaka.RM3,903 per passenger.Departing Sat, 1 Aug, returning Mon, 24 Aug.Return flight with Spirit Airlines and ANA (All Nippon Airways).Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Sat, 1 Aug, arriving in Kansai International (Osaka).Inbound indirect flight with ANA (All Nippon Airways), departs from Itami Domestic (Osaka) on Mon, 24 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM3,903, select.
Osaka.RM4,040 per passenger.Departing Wed, 9 Sep, returning Wed, 16 Sep.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Wed, 9 Sep, arriving in Kansai International (Osaka).Inbound indirect flight with Air Canada, departs from Kansai International (Osaka) on Wed, 16 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM4,040, select.
Osaka.RM4,053 per passenger.Departing Sun, 15 Nov, returning Tue, 24 Nov.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sun, 15 Nov, arriving in Kansai International (Osaka).Inbound indirect flight with Air Canada, departs from Kansai International (Osaka) on Tue, 24 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM4,053, select.
Osaka.RM4,203 per passenger.Departing Sun, 7 Feb, returning Sat, 20 Feb.Return flight with Turkish Airlines.Outbound indirect flight with Turkish Airlines, departs from Chicago O'Hare International on Sun, 7 Feb, arriving in Kansai International (Osaka).Inbound indirect flight with Turkish Airlines, departs from Kansai International (Osaka) on Sat, 20 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM4,203, select.
Osaka.RM4,230 per passenger.Departing Thu, 29 Oct, returning Thu, 12 Nov.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Thu, 29 Oct, arriving in Kansai International (Osaka).Inbound indirect flight with Air Canada, departs from Kansai International (Osaka) on Thu, 12 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM4,230, select.
Osaka.RM4,331 per passenger.Departing Fri, 1 May, returning Sat, 13 Jun.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Fri, 1 May, arriving in Kansai International (Osaka).Inbound indirect flight with Delta, departs from Kansai International (Osaka) on Sat, 13 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM4,331, select.
Osaka.RM4,402 per passenger.Departing Wed, 21 Oct, returning Sun, 25 Oct.Return flight with EVA Air.Outbound indirect flight with EVA Air, departs from Chicago O'Hare International on Wed, 21 Oct, arriving in Kansai International (Osaka).Inbound indirect flight with EVA Air, departs from Kansai International (Osaka) on Sun, 25 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM4,402, select.
Osaka.RM4,407 per passenger.Departing Tue, 28 Apr, returning Fri, 8 May.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Tue, 28 Apr, arriving in Kansai International (Osaka).Inbound indirect flight with United, departs from Kansai International (Osaka) on Fri, 8 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM4,407, select.
Osaka.RM4,424 per passenger.Departing Tue, 21 Apr, returning Tue, 28 Apr.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Tue, 21 Apr, arriving in Kansai International (Osaka).Inbound indirect flight with Air Canada, departs from Kansai International (Osaka) on Tue, 28 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM4,424, select.
Osaka.RM4,891 per passenger.Departing Wed, 19 Aug, returning Wed, 2 Sep.Return flight with Alaska Airlines and EVA Air.Outbound indirect flight with Alaska Airlines, departs from Chicago O'Hare International on Wed, 19 Aug, arriving in Kansai International (Osaka).Inbound indirect flight with EVA Air, departs from Kansai International (Osaka) on Wed, 2 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM4,891, select.
Osaka.RM4,953 per passenger.Departing Fri, 13 Nov, returning Tue, 1 Dec.Return flight with United and ANA (All Nippon Airways).Outbound indirect flight with United, departs from Chicago O'Hare International on Fri, 13 Nov, arriving in Kansai International (Osaka).Inbound indirect flight with ANA (All Nippon Airways), departs from Itami Domestic (Osaka) on Tue, 1 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM4,953, select.
Osaka.RM5,212 per passenger.Departing Fri, 1 Jan, returning Sun, 31 Jan.Return flight with Japan Airlines.Outbound indirect flight with Japan Airlines, departs from Chicago O'Hare International on Fri, 1 Jan, arriving in Itami Domestic (Osaka).Inbound indirect flight with Japan Airlines, departs from Itami Domestic (Osaka) on Sun, 31 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM5,212, select.
Osaka.RM5,239 per passenger.Departing Fri, 1 May, returning Mon, 1 Feb.Return flight with EVA Air.Outbound indirect flight with EVA Air, departs from Chicago O'Hare International on Fri, 1 May, arriving in Kansai International (Osaka).Inbound indirect flight with EVA Air, departs from Kansai International (Osaka) on Mon, 1 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM5,239, select.
Osaka.RM5,257 per passenger.Departing Mon, 28 Dec, returning Mon, 11 Jan.Return flight with United and ANA (All Nippon Airways).Outbound indirect flight with United, departs from Chicago O'Hare International on Mon, 28 Dec, arriving in Kansai International (Osaka).Inbound indirect flight with ANA (All Nippon Airways), departs from Kansai International (Osaka) on Mon, 11 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM5,257, select.

Find the cheapest month to fly from Chicago to Osaka

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Osaka flights are currently cheapest in May.
Mar
from RM11,495
Apr
from RM4,424
May
from RM3,550
Jun
from RM5,530
Jul
from RM5,963
Aug
from RM3,903
Sep
from RM4,040
Oct
from RM4,402
Nov
from RM4,053
Dec
Find prices
Jan
from RM5,212
Feb
from RM4,203

Direct flights from Chicago to Osaka

Alternative Chicago to Osaka routes

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

Itami Domestic (Osaka)

11km from central Osaka
Closest
from RM3,834
Search flights

Kobe

26km from central Osaka
from RM4,785
Search flights

Kansai International (Osaka)

38km from central Osaka
Cheapest
from RM3,550
Search flights

Chicago to Osaka: Flight information

The things to know before you go.
Cheapest flight foundRM3,550
Cheapest month to flyMay
Average flight time14 hrs, 13 mins
Most popular airlineChina Airlines
Average flights per week8

Check out these Osaka hotels

Ready to plan your stay? Other travellers rate these Osaka hotels for cleanliness, service and location.
KONJAKUSO Osaka Dotonbori "YORIAI" Penthouse Stay
2.88 km from city centre
RM4,433
Per night
The Osaka Station Hotel, Autograph Collection
1.05 km from city centre
RM2,938
Per night
Sakura Villa Osaka / Vacation Stay 6637
3.92 km from city centre
RM668
Per night
KONJAKUSO Osaka Dotonbori "YORIAI" Penthouse Stay
2.88 km from city centre
RM4,433
Per night
The Osaka Station Hotel, Autograph Collection
1.05 km from city centre
RM2,938
Per night
Sakura Villa Osaka / Vacation Stay 6637
3.92 km from city centre
RM668
Per night
Explore top-rated hotels

Finding cheap flights from Chicago to Osaka: Frequently asked questions

There are 3 airports in Osaka: Itami Domestic (Osaka), Kobe and Kansai International (Osaka).
The best price we found for a return flight from Chicago to Osaka is RM3,550. 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.
14 hours and 13 minutes is the average flight time from Chicago to Osaka.
China Airlines and EVA Air fly direct from Chicago to Osaka.
As of March 2026, there are 2 flights per week flying from Chicago to Osaka.
The cheapest month to fly from Chicago to Osaka is usually May.
If you're flying from Chicago, the cheapest airport near Osaka is Kansai International (Osaka) – which is 38.0 km away from the centre of Osaka. We've found flights into this airport from RM3,550.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Osaka on Saturday, 2 May 2026.
Yes – the average flight time is 14 hours and 13 minutes.
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 Osaka 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 Osaka is around 40 days in advance, so don’t leave your flight to the last minute.
In March, the average temperature is usually around 7°C. August is typically the warmest month in Osaka, when it usually averages around 30°C. You can expect the least rain in December. The coldest month is January, with temperatures averaging 0°C. The rainiest month is June.
The cheapest airline that flies to Osaka is Spirit Airlines .

Travelling from Chicago to Osaka: what you need to know

  • Chicago has a couple of airports where you can start your adventure. Check out your options for reserving a flight from Chicago to Osaka flying out of O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW).

  • When it comes to working out where to arrive in Osaka, Kansai International Airport (KIX) and Kobe Airport (UKB) are the primary gateways.

  • Osaka is 14 hours ahead of Chicago and follows the UTC+9 timezone.

  • To ensure you get on your Chicago to Osaka flight, allow plenty of time to navigate the airport and find your gate. Turning up two hours before international departures and an hour before domestic flights is the general travel rule.

  • During popular months like August, it's a good idea to get to the airport even earlier. Arrive two hours before a domestic departure and four hours ahead for international flights whenever you're flying during a peak period in general.

How to find the cheapest flights from Chicago to Osaka

  • Booking in advance is often the key to finding a cheap Chicago to Osaka flight. Fares tend to rise as demand increases, so the nearer your departure date, the more expensive your ticket may be.

  • The 'Whole month' search tool shows you the cheapest plane tickets from Chicago to Osaka across each month. It's an easy way to snap up a bargain if your trip dates aren't set in stone.

  • Snapping up a cheap flight from Chicago to Osaka is a piece of cake with Price Alerts. Simply create one of these automatic alerts and we'll get in touch when there's a better deal.

  • Tailor your trip using filters. Pick your ideal departure and arrival times, total journey duration and airlines. You can also sort your results by 'Fastest,' 'Cheapest' or 'Best' Chicago to Osaka flights.

Flying from Chicago

O'Hare International Airport (ORD)

  • We make it a cinch to find a Chicago to Osaka flight with a stopover. To see all the options departing from O'Hare International Airport, deselect 'Direct flights only.' Then, simply select a flight offering a stop long enough to tour the city of your choice. Popular stopovers include:

    • Shanghai Pudong International Airport (PVG)

    • Haneda Airport (HND)

    • San Francisco International Airport (SFO)

  • Located around 26 kilometres from the centre of Chicago, ORD can be reached in about 35 minutes by car (depending on traffic). The journey on public transport will take roughly 55 minutes.

  • After a relaxed start to your trip? Stay near O'Hare International Airport. Whether you have an early flight from Chicago to Osaka or just don't like being rushed, these hotels are just the thing:

  • 74.85% of flights taking off from O'Hare International Airport arrive at their destination on schedule.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Break up your Chicago to Osaka flight with a stop at Los Angeles International Airport (LAX). A main stopover between Chicago Midway International Airport and Osaka, it's a good opportunity to unwind before your onward flight.

  • You can get to MDW from the centre of Chicago in about 20 minutes by car (depending on traffic). The journey on public transport takes roughly 45 minutes to travel the 14 kilometres or so.

  • Kick off your holiday early with an extra night away from home. Before catching your flight from Chicago to Osaka, take it easy in one of these hotels near Chicago Midway International Airport:

  • When it comes to keeping flights on track, Chicago Midway International Airport has an on-time arrival performance of 78%.

  • You'll find MDW at 5700 South Cicero.

Arriving in Osaka

Kansai International Airport (KIX)

  • Kansai International Airport (KIX) is approximately 40 kilometres from the centre of Osaka. If you're catching a cab or a ride-share, the drive takes around 45 minutes.

  • The last thing you want is a long journey to your hotel if you're landing late on a flight from Chicago to Osaka. Check in to one of these accommodation options near KIX instead:

  • Follow your own route with a Kansai International Airport rental car. Book your wheels from BEST KANSAI CAR RENTAL, BE KOBE or TravelCar and chase adventure across Osaka and beyond.

  • Reserve your vehicle from Kansai International Airport at least a few weeks before your departure date to secure the best deal. If you're travelling during a peak period, it's a good idea to book your Chicago to Osaka flight even earlier.

  • The street address for KIX is 1 Senshukukokita, Izumisano.

Itami Airport (ITM)

  • Itami Airport (ITM) is roughly 13 kilometres from the centre of Osaka. Once you've disembarked your flight from Chicago to Osaka, it takes approximately 20 minutes to get to the heart of the city in a ride-share or cab.

  • You'll find some great places to lay your head close to UKB. Tuck yourself in after your Chicago to Osaka flight at one of these well-located options:

  • The quickest way to reach your destination is with an Itami Airport rental car. Collect your wheels from Europcar, Times or Rakuten and set off in the blink of an eye.

  • Typically, the sooner you book, the bigger the savings and variety of vehicles. Lock in your ride from ITM once you know your travel dates.

  • You can find Itami Airport at 3丁目555 Nishimachi, Hotarugaike, Toyonaka.

Kobe Airport (UKB)

  • Travel to the centre after your flight from Chicago to Osaka has arrived. Central Osaka is about 26 kilometres from Kobe Airport (UKB) and takes roughly 45 minutes to reach by car.

  • Begin your trip without worrying about how to get to where you're going with a Kobe Airport rental car. You can book your wheels with reliable companies here like Europcar, Times and Rakuten.

  • Booking at least a few weeks in advance of your flight from Chicago to Osaka is a good move. Along with more affordable prices, you'll likely have a better variety of makes and models to choose from at UKB.

  • Kobe Airport can be found at 1 Kobekuko, Chuo Ward.

Best time to go to Osaka

  • It's time to work out your travel dates for your flight from Chicago to Osaka. June is the busiest month to visit Osaka. If you like a more peaceful vibe, go in April.

  • When booking your Chicago to Osaka tickets, consider the weather you're most comfortable in. August is the warmest month in Osaka, with temperatures ranging from 21ºC (70ºF) to 34ºC (93ºF).

  • If you want cooler conditions, look for a cheap flight from Chicago to Osaka in January when temperatures average between 0ºC (32ºF) and 10ºC (50ºF).

More about Osaka

Explore more of Japan

  • You've visited Osaka, now it's time to discover other parts of Japan. Travel about 386 kilometres east to Yokohama to check off its top sights. From Teishoin to Seya Christian Church and Banfukuji, you've got a jam-packed schedule ahead.

  • If you're interested in discovering another corner of Japan, consider Nagoya, about 137 kilometres north-east of Osaka. Nagoya Castle, Atsuta Shrine and Osu Kannon Temple are among its highlights.

Plan the rest of your trip from Chicago to Osaka

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