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C$563 Cheap Flights from Chicago (CHIA) to Osaka (OSAA)

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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 C$1,856. Find the lowest prices on one-way and return tickets right here.
Osaka.C$563 per passenger.Departing Tue., Aug. 25.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Tue., Aug. 25, arriving in Kansai International (Osaka).Price includes taxes and charges.From C$563, select.
Osaka.C$563 per passenger.Departing Tue., Sep. 1.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Tue., Sep. 1, arriving in Kansai International (Osaka).Price includes taxes and charges.From C$563, select.
Osaka.C$622 per passenger.Departing Thu., Jul. 23.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Thu., Jul. 23, arriving in Kansai International (Osaka).Price includes taxes and charges.From C$622, select.
Osaka.C$635 per passenger.Departing Thu., Oct. 22.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Thu., Oct. 22, arriving in Kansai International (Osaka).Price includes taxes and charges.From C$635, select.
Osaka.C$904 per passenger.Departing Sat., May 23.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Chicago O'Hare International on Sat., May 23, arriving in Kansai International (Osaka).Price includes taxes and charges.From C$904, select.
Osaka.C$909 per passenger.Departing Sat., Nov. 21.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sat., Nov. 21, arriving in Kansai International (Osaka).Price includes taxes and charges.From C$909, select.
Osaka.C$911 per passenger.Departing Fri., Dec. 4.One-way flight with Alaska Airlines.Outbound indirect flight with Alaska Airlines, departs from Chicago O'Hare International on Fri., Dec. 4, arriving in Kansai International (Osaka).Price includes taxes and charges.From C$911, select.
Osaka.C$931 per passenger.Departing Sun., Feb. 14.One-way flight with Alaska Airlines.Outbound indirect flight with Alaska Airlines, departs from Chicago O'Hare International on Sun., Feb. 14, arriving in Kansai International (Osaka).Price includes taxes and charges.From C$931, select.
Osaka.C$931 per passenger.Departing Mon., Mar. 1.One-way flight with Alaska Airlines.Outbound indirect flight with Alaska Airlines, departs from Chicago O'Hare International on Mon., Mar. 1, arriving in Kansai International (Osaka).Price includes taxes and charges.From C$931, select.
Osaka.C$994 per passenger.Departing Fri., Jun. 5.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Chicago O'Hare International on Fri., Jun. 5, arriving in Kansai International (Osaka).Price includes taxes and charges.From C$994, select.
Osaka.C$1,013 per passenger.Departing Tue., Apr. 13.One-way flight with EVA Air.Outbound indirect flight with EVA Air, departs from Chicago O'Hare International on Tue., Apr. 13, arriving in Kansai International (Osaka).Price includes taxes and charges.From C$1,013, select.
Osaka.C$1,038 per passenger.Departing Sun., Jan. 3.One-way flight with Turkish Airlines.Outbound indirect flight with Turkish Airlines, departs from Chicago O'Hare International on Sun., Jan. 3, arriving in Kansai International (Osaka).Price includes taxes and charges.From C$1,038, 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 August.
May
from C$904
Jun.
from C$994
Jul.
from C$622
Aug.
from C$563
Sep.
from C$563
Oct.
from C$635
Nov.
from C$909
Dec.
from C$911
Jan.
from C$1,038
Feb.
from C$931
Mar.
from C$931
Apr.
from C$1,013

Which airlines fly 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 C$596
Search flights

Kobe

26km from central Osaka
from C$954
Search flights

Kansai International (Osaka)

38km from central Osaka
Cheapest
from C$563
Search flights

Chicago to Osaka: Flight information

The things to know before you go.
Cheapest flight foundC$563
Cheapest month to flyAugust
Average flight time13 hrs, 35 mins
Most popular airlineEVA Air
Average flights per week2

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 C$1,226. 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.
13 hours and 35 minutes is the average flight time from Chicago to Osaka.
EVA Air flies direct from Chicago to Osaka.
As of May 2026, there are 2 flights per week flying from Chicago to Osaka.
The cheapest month to fly from Chicago to Osaka is usually September.
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 C$1,226.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Osaka on Tuesday, September 1, 2026.
Yes – the average flight time is 13 hours and 35 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 May, the average temperature is usually around 17°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 Frontier Airlines .

Flying from Chicago to Osaka: what you need to know

  • Get your vacation planning started by considering where you'll board your flight from Chicago to Osaka. O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the two main airports in Chicago.

  • Kansai International Airport (KIX) is the major hub where you can touch down in Osaka.

  • For a smooth journey, turn up at the airport two hours ahead of international flights and an hour before domestic departures. This will give you enough time to board your flight from Chicago to Osaka.

  • You can expect longer queues in popular months like August and other peak seasons. Arriving up to four hours ahead of an international flight and two hours for domestic departures will help ensure a smooth travel experience.

  • You can travel to Japan for tourism purposes without a visa if you hold a passport from United States. But before booking your cheap flight from Chicago to Osaka, make sure you're up to date with the latest guidelines. Visa rules can change, and you may require some travel documents if your trip is for work or other reasons.

Flying from Chicago

O'Hare International Airport (ORD)

  • Consider adding a stopover to potentially save money on your flight from Chicago to Osaka. Just deselect 'Direct flights only' when browsing departures from O'Hare International Airport. Break up the journey at one of these popular options:

    • Haneda Airport (HND)

    • San Francisco International Airport (SFO)

    • Shanghai Pudong International Airport (PVG)

  • Travelling from central Chicago to ORD takes approximately 54 minutes by public transport. If you ride-share, drive or grab a cab, you'll cover the 40 kilometres in 35 minutes or so, depending on traffic.

  • Want a stress-free start to your trip? Stay near O'Hare International Airport. Whether you're taking an early flight from Chicago to Osaka or want to avoid feeling rushed, these hotels are perfect:

Chicago Midway International Airport (MDW)

  • Visit friends or family or just take some time to unwind with a stopover. If you'd like to break up your flight from Chicago to Osaka, check out these options when departing from O'Hare International Airport:

    • Haneda Airport (HND)

    • San Francisco International Airport (SFO)

    • Shanghai Pudong International Airport (PVG)

  • MDW is around 19 kilometres from central Chicago. It'll take you 21 minutes or so to get to the airport driving from the city centre. Public transport takes roughly 46 minutes.

  • Get a head start on your vacation with an additional night away from home. Before catching your flight from Chicago to Osaka, unwind in one of these hotels close to Chicago Midway International Airport:

Arriving in Osaka

Kansai International Airport (KIX)

Itami Airport (ITM)

  • Central Osaka is around 16 kilometres from Itami Airport (ITM). After your flight from Chicago to Osaka has touched down and you've made your way out of the airport, the drive should be around 18 minutes.

  • Hang up the 'Do not disturb' sign and rest at a hotel near ITM. Here are a few options where you can check in after your flight from Chicago to Osaka:

How to find the cheapest flights from Chicago to Osaka

  • Currently, C$563 is the lowest price we've seen for a one-way ticket from Chicago to Osaka. The cheapest price for a return flight is C$1,226. Remember fares can change due to availability at the time of booking.

  • Don't leave everything to the last minute. You're more likely to get cheap flights from Chicago to Osaka if you book in advance. Airlines often offer some fantastic early bird rates.

  • Getting cheap flights from Chicago to Osaka is easier if you can be flexible with your trip dates. Use the 'Whole month' tool to see the best prices across every month and score a great deal.

  • Sign into your online account or use the app to create a Price Alert. You'll get notified right away if there's a cheaper deal on this route. It doesn't take long, and it'll save you time checking for cheap flights from Chicago to Osaka every day.

  • Use filters to tailor your flights from Chicago to Osaka. Pick your preferred departure and arrival times, airlines and number of stops. Or sort your results by 'Cheapest' to find the best deals.

Best time to go to Osaka

  • April is the quietest month for flights from Chicago to Osaka, while June is the busiest. Work out the best time to go to Osaka based on whether you like a laid-back vibe or a lively atmosphere.

  • Lock in your flight from Chicago to Osaka for August if you want to visit the city during its warmest month. Expect temperatures in Osaka to range from 21ºC to 34ºC.

  • Search for cheap flights from Chicago to Osaka in January if you want to travel in cooler conditions. Temperatures are at their lowest around then, ranging between 0ºC and 10ºC on average.

More about Osaka

  • Start your Osaka trip off on the right foot by choosing the perfect place to stay. As soon as you've booked your flight from Chicago to Osaka, explore our range of accommodation options including:

  • Osaka Castle and Dotonbori are just two of the major attractions to add to your Osaka itinerary. Keep the adventure rolling by checking out Universal Studios Japan.

Complete your Osaka trip with a car rental

  • Browse our range of car rentals once you've found your hotel and cheap flight from Chicago to Osaka. Whether you're searching for a compact ride, roomy sedan or something with all the extras, you can compare companies in one go to find the perfect deal.

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.