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Cheap Flights from Osaka to Chicago

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Compare 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 Osaka to Chicago

Looking for a cheap last-minute deal or the best return flight from Osaka to Chicago? Find the lowest prices on one-way and return tickets right here.
Chicago.$1,590 per passenger.Departing Tue, 6 May, returning Tue, 13 May.Return flight with Peach and Alaska Airlines.Outbound indirect flight with Peach, departs from Kansai International (Osaka) on Tue, 6 May, arriving in Chicago O'Hare International.Inbound indirect flight with Alaska Airlines, departs from Chicago O'Hare International on Tue, 13 May, arriving in Kansai International (Osaka).Price includes taxes and charges.From $1,590, select.
Chicago.$1,593 per passenger.Departing Mon, 20 Oct, returning Fri, 24 Oct.Return flight with EVA Air.Outbound indirect flight with EVA Air, departs from Kobe on Mon, 20 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with EVA Air, departs from Chicago O'Hare International on Fri, 24 Oct, arriving in Kansai International (Osaka).Price includes taxes and charges.From $1,593, select.
Chicago.$1,611 per passenger.Departing Fri, 29 Aug, returning Mon, 1 Sep.Return flight with EVA Air.Outbound indirect flight with EVA Air, departs from Kobe on Fri, 29 Aug, arriving in Chicago O'Hare International.Inbound indirect flight with EVA Air, departs from Chicago O'Hare International on Mon, 1 Sep, arriving in Kansai International (Osaka).Price includes taxes and charges.From $1,611, select.
Chicago.$1,630 per passenger.Departing Thu, 27 Nov, returning Tue, 2 Dec.Return flight with EVA Air.Outbound indirect flight with EVA Air, departs from Kansai International (Osaka) on Thu, 27 Nov, arriving in Chicago O'Hare International.Inbound indirect flight with EVA Air, departs from Chicago O'Hare International on Tue, 2 Dec, arriving in Kansai International (Osaka).Price includes taxes and charges.From $1,630, select.
Chicago.$1,630 per passenger.Departing Wed, 10 Sep, returning Mon, 15 Sep.Return flight with EVA Air.Outbound indirect flight with EVA Air, departs from Kansai International (Osaka) on Wed, 10 Sep, arriving in Chicago O'Hare International.Inbound indirect flight with EVA Air, departs from Chicago O'Hare International on Mon, 15 Sep, arriving in Kansai International (Osaka).Price includes taxes and charges.From $1,630, select.
Chicago.$1,655 per passenger.Departing Wed, 27 Aug, returning Sat, 30 Aug.Return flight with EVA Air.Outbound indirect flight with EVA Air, departs from Kansai International (Osaka) on Wed, 27 Aug, arriving in Chicago O'Hare International.Inbound indirect flight with EVA Air, departs from Chicago O'Hare International on Sat, 30 Aug, arriving in Kansai International (Osaka).Price includes taxes and charges.From $1,655, select.
Chicago.$1,733 per passenger.Departing Tue, 27 May, returning Mon, 23 Jun.Return flight with Cathay Pacific.Outbound indirect flight with Cathay Pacific, departs from Kansai International (Osaka) on Tue, 27 May, arriving in Chicago O'Hare International.Inbound indirect flight with Cathay Pacific, departs from Chicago O'Hare International on Mon, 23 Jun, arriving in Kansai International (Osaka).Price includes taxes and charges.From $1,733, select.
Chicago.$1,738 per passenger.Departing Thu, 12 Feb, returning Tue, 17 Feb.Return flight with EVA Air and Alaska Airlines.Outbound indirect flight with EVA Air, departs from Kansai International (Osaka) on Thu, 12 Feb, arriving in Chicago O'Hare International.Inbound indirect flight with Alaska Airlines, departs from Chicago O'Hare International on Tue, 17 Feb, arriving in Kansai International (Osaka).Price includes taxes and charges.From $1,738, select.

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.
Apr
from $2,340
May
from $1,590
Jun
from $1,745
Jul
from $1,749
Aug
from $1,655
Sep
from $1,630
Oct
from $1,593
Nov
Find prices
Dec
from $1,752
Jan
from $1,752
Feb
from $1,738
Mar
from $1,741

Alternative Osaka to Chicago routes

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

Osaka to Chicago: Flight information

The things to know before you go.
Cheapest flight found$1,590
Cheapest month to flyMay

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 $1,590. 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 Osaka to Chicago. But we found flights with one or more stops from $1,590.
As of April 2025, there are no flights flying from Osaka to Chicago.
The cheapest month to fly from Osaka to Chicago is usually April 2025.
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 $1,590.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Osaka to Chicago on Tuesday, 6 May 2025.
No airlines currently offer direct flights between Osaka 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.
The cheapest airline that flies to Chicago is Peach .

Flying from Osaka to Chicago: what you need to know

  • Osaka's main base, Kansai International Airport (KIX), is where plenty of awesome adventures begin. Explore your departure options from here for your flight from Osaka to Chicago.

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

  • Chicago's timezone is UTC-5, making Chicago 14 hours behind Osaka.

  • For a relaxed travel experience, arrive at the airport two hours ahead of international flights and one hour before domestic departures. This leaves you with plenty of time to board your Osaka to Chicago flight.

  • During popular months such as June, it's best to get to the airport even earlier. Arrive two hours before domestic departures and four hours ahead for an international flight when you fly during a peak period in general.

How to find the cheapest flights from Osaka to Chicago

  • Booking early is often the key to locking in a cheap Osaka to Chicago flight. Fares tend to rise as demand increases, so the closer you get to departure, the more you'll likely spend on your ticket.

  • The 'Whole month' tool will show you the cheapest plane tickets from Osaka to Chicago across the entire month. It's a great way to find a bargain if your travel plans aren't set in stone.

  • Cut down on the time spent looking for cheap flights from Osaka to Chicago by setting up a Price Alert. You'll get an email or push notification on the app when a lower fare pops up.

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

Flying from Osaka

Kansai International Airport (KIX)

  • Consider adding a stopover to potentially save money on your Osaka to Chicago flight. Simply deselect 'Direct flights only' when searching for departures from Kansai International Airport. Take a pause at one of these popular options:

    • San Francisco International Airport (SFO)

    • Los Angeles International Airport (LAX)

    • Haneda Airport (HND)

  • To get to KIX from central Osaka, it takes around 45 minutes if you're going by car. It's roughly 40 kilometres from the airport to the city centre.

  • Want a relaxed start to your journey? 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 have you covered:

  • 67.95% of flights leaving from Kansai International Airport reach their destination on time.

  • KIX's address is 1 Senshukukokita, Izumisano.

Arriving in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) is approximately 26 kilometres from the centre of Chicago. If you're catching a cab or a ride-share, the drive takes roughly 35 minutes.

  • If you're travelling by public transport, expect a journey time of around 55 minutes.

  • Consider booking a hotel near ORD if you're coming in on a late flight from Osaka to Chicago. Settle into one of these accommodation options and skip the long transfer:

  • Begin your adventure by picking up an O'Hare International Airport rental car. Grab your wheels from Routes Car Rentals, Dollar or Budget to explore Chicago and beyond.

  • To secure the lowest price, book your vehicle from O'Hare International Airport around four weeks ahead of your Osaka to Chicago flight.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Central Chicago is located around 14 kilometres from Chicago Midway International Airport (MDW). After your flight from Osaka to Chicago has touched down and you've navigated your way to arrivals, expect a drive of around 20 minutes.

  • The trip will take about 45 minutes on public transport.

  • You'll find some great places ready to welcome you near MDW. Settle in and get cosy after your Osaka to Chicago flight at any of these perfectly located options:

  • The fastest way to get to where you're going is with a Chicago Midway International Airport rental car. Pick up a set of wheels from Dollar, Hertz or Budget and make a speedy getaway.

  • Snap up a deal by reserving your ride from MDW four weeks ahead of time. You can also expect to have a wider selection of vehicles.

  • Chicago Midway International Airport can be found at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Make your way to the city centre after your flight from Osaka to Chicago has arrived. Central Chicago is about 129 kilometres from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to reach by cab or ride-share.

  • If you're travelling on public transport, expect a journey of about 4 hours 15 minutes.

  • Put yourself in the driver's seat of the next leg of your trip with a Chicago Rockford International Airport rental car. Budget, Alamo and National make getting on the road smooth sailing.

  • If you'd like a certain model or make, booking early gives you a better shot at getting exactly what you want. Reserve your ride from RFD a couple of weeks ahead of your flight from Osaka to Chicago.

  • Chicago Rockford International Airport's official address is 2 Airport Cir.

Best time to go to Chicago

  • January is the quietest month for flights from Osaka to Chicago, while August is the busiest. Pick the ideal time to go to Chicago based on whether you want a bustling atmosphere or a more laid-back vibe.

  • Before locking in your Osaka to Chicago tickets, consider what kind of weather works for you. July is the warmest month in Chicago, with temperatures ranging from 15ºC (59ºF) to 29ºC (84ºF).

  • If you'd rather travel in cooler conditions, look for a cheap flight from Osaka to Chicago in January when temperatures average between -12ºC (10ºF) and 3ºC (37ºF).

More about Chicago

Explore more of United States

  • You've done Chicago, now it's time to explore more of United States. Journey about 451 kilometres south-east to Columbus to check off its popular sights. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, your itinerary will be busy.

  • Around 257 kilometres south-east of Chicago, Indianapolis is another favourite stop in United States. Start your sightseeing at The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

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.