C$577 Cheap Flights from Osaka to Chicago

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Flight deals from Osaka to Chicago

Looking for a cheap last-minute deal or the best round-trip flight from Osaka to Chicago? Find the lowest prices on one-way and round-trip tickets right here.

Find the cheapest month to fly from Osaka to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Osaka to Chicago flights are currently cheapest in May.

Direct flights from Osaka to Chicago

Osaka to Chicago: Flight information

The things to know before you go.
Cheapest flight foundC$577
Cheapest month to flyMay
Average flight time12 hrs
Most popular airlineChina Airlines
Average flights per week4

Finding cheap flights from 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 return flight from Osaka to Chicago is C$1,304. 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.
12 hours is the average flight time from Osaka to Chicago.
China Airlines flies direct from Osaka to Chicago.
As of February 2026, there are 4 flights per week flying from Osaka to Chicago.
The cheapest month to fly from Osaka to Chicago is usually October.
If you're flying from Osaka, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from C$1,304.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Osaka to Chicago on Friday, October 16, 2026.
Yes – the average flight time is 12 hours.
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 February, the average temperature is usually around -2°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.
The cheapest airline that flies to Chicago is EVA Air .

Travelling from Osaka to Chicago: what you need to know

  • Planning your trip starts with working out where you'll leave from in Osaka. Kansai International Airport (KIX) is the city's main base, so check out your options for booking a flight from Osaka to Chicago taking off from here.

  • Hop off your plane in Chicago at O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW).

  • To ensure you catch your flight from Osaka to Chicago, allow plenty of time to check in and drop off your luggage. Turning up two hours ahead of international departures and one hour before domestic flights is the standard rule.

  • Delays at security and check-in are more likely if you're jetting off during high season, so give yourself some extra wiggle room. A good rule of thumb for peak times? Arrive up to four hours ahead for international flights and two hours for domestic departures.

  • You will need an ETA for United States if you have a passport from Japan and are visiting for tourism purposes. Visa and travel documentation requirements can be subject to change. So before you book your cheap flights from Osaka to Chicago, check with your airline and your destination country's local consulate or embassy for the latest updates.

Flying from Osaka

Kansai International Airport (KIX)

  • Stopovers are the perfect opportunity to break up your trip — and possibly even explore a different city. When searching for flights from Osaka to Chicago leaving from Kansai International Airport, deselect the 'Direct flights only' box to see where you can stop along the way. Here are some options to consider:

    • Los Angeles International Airport (LAX)

    • San Francisco International Airport (SFO)

    • Vancouver International Airport (YVR)

  • Central Osaka to KIX is around 48 kilometres. Depending on traffic, it'll take you about 44 minutes to reach there if you're driving, catching a cab or ride-sharing.

  • After a stress-free start to your travels? Stay near Kansai International Airport. Whether you have an early flight from Osaka to Chicago or just don't want to be rushed, these hotels are just the thing:

Arriving in Chicago

O'Hare International Airport (ORD)

Chicago Midway International Airport (MDW)

How to find the cheapest flights from Osaka to Chicago

  • The lowest price we've seen for a one-way ticket from Osaka to Chicago is C$577. For a return flight on this route, the best price is C$1,304. Depending on the availability when you book, these fares may change.

  • It's a good idea to book as early as possible if you're hoping to get cheap flights from Osaka to Chicago. That's because flight prices are based on demand, which tends to increase closer to the date of departure.

  • The 'Whole month' tool shows you the cheapest tickets from Osaka to Chicago across the month. It's a great way to find a bargain if your travel dates are flexible.

  • Sign into your online account or use the app to set up a Price Alert. We'll let you know straight away if there's a better deal on this route. It doesn't take long, and it'll save you from checking for cheap flights from Osaka to Chicago every day.

  • Use filters to tailor your flights from Osaka to Chicago. Simply select your ideal departure and arrival times, number of stops and airlines. Alternatively, sort your results by 'Cheapest' to get the best deals.

Best time to go to Chicago

  • February is the quietest month for flights from Osaka to Chicago, while August is the most popular. Choose the best time to visit Chicago based on whether you prefer a laid-back vibe or a more bustling atmosphere.

  • Before booking a flight from Osaka to Chicago, consider the type of weather you prefer. July is the warmest month in Chicago, with the temperature ranging from 15ºC to 29ºC.

  • January sees average temperatures of between -12ºC and 3ºC. Search for cheap flights from Osaka to Chicago around that time if you want to travel when it's cooler.

More about Chicago

  • When it comes to searching for somewhere to rest your head, you'll find the top stays in Chicago right here. Browse these options as soon as you've booked your flight from Osaka to Chicago:

  • Millennium Park and Art Institute of Chicago are just two of the top attractions to add to your Chicago to-do list. Keep the momentum going by heading to LandShark Beer Garden at Navy Pier.

Complete your Chicago trip with a car rental

  • Finding you a cheap flight from Osaka to Chicago isn't the only trick up our sleeve. Check out our car rentals in Chicago and travel at your own pace. We find deals from trusted car rental providers and put them all in one place. Instantly compare rates and then book with no fees.

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