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Cheap Flights from Chicago (CHIA) to Osaka (ITM)

Compare Chicago to Itami Domestic (Osaka) flight deals

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Flight deals from Chicago to Itami Domestic (Osaka)

Looking for a cheap last-minute deal or the best return flight from Chicago to Itami Domestic (Osaka) Airport? If you want to travel next month, return fares start from $1,664. Find the lowest prices on one-way and return tickets right here.
Osaka.$1,417 per passenger.Departing Mon, 7 Sep, returning Mon, 14 Sep.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Mon, 7 Sep, arriving in Itami Domestic (Osaka).Inbound indirect flight with Air Canada, departs from Itami Domestic (Osaka) on Mon, 14 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,417, select.
Osaka.$1,595 per passenger.Departing Sat, 29 Aug, returning Sat, 5 Sep.Return flight with Alaska Airlines and Japan Airlines.Outbound indirect flight with Alaska Airlines, departs from Chicago O'Hare International on Sat, 29 Aug, arriving in Itami Domestic (Osaka).Inbound indirect flight with Japan Airlines, departs from Itami Domestic (Osaka) on Sat, 5 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,595, select.
Osaka.$1,607 per passenger.Departing Tue, 25 Aug, returning Thu, 3 Jun.Return flight with United and ANA (All Nippon Airways).Outbound indirect flight with United, departs from Chicago O'Hare International on Tue, 25 Aug, arriving in Itami Domestic (Osaka).Inbound indirect flight with ANA (All Nippon Airways), departs from Itami Domestic (Osaka) on Thu, 3 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,607, select.
Osaka.$1,664 per passenger.Departing Sun, 9 Aug, returning Wed, 12 Aug.Return flight with ANA (All Nippon Airways).Outbound indirect flight with ANA (All Nippon Airways), departs from Chicago O'Hare International on Sun, 9 Aug, arriving in Itami Domestic (Osaka).Inbound indirect flight with ANA (All Nippon Airways), departs from Itami Domestic (Osaka) on Wed, 12 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,664, select.
Osaka.$1,667 per passenger.Departing Mon, 27 Jul, returning Wed, 5 Aug.Return flight with Japan Airlines.Outbound indirect flight with Japan Airlines, departs from Chicago O'Hare International on Mon, 27 Jul, arriving in Itami Domestic (Osaka).Inbound indirect flight with Japan Airlines, departs from Itami Domestic (Osaka) on Wed, 5 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,667, select.
Osaka.$1,751 per passenger.Departing Wed, 9 Sep, returning Fri, 2 Oct.Return flight with United and ANA (All Nippon Airways).Outbound indirect flight with United, departs from Chicago O'Hare International on Wed, 9 Sep, arriving in Itami Domestic (Osaka).Inbound indirect flight with ANA (All Nippon Airways), departs from Itami Domestic (Osaka) on Fri, 2 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,751, select.
Osaka.$1,937 per passenger.Departing Tue, 5 Jan, returning Tue, 26 Jan.Return flight with Alaska Airlines and ANA (All Nippon Airways).Outbound indirect flight with Alaska Airlines, departs from Chicago O'Hare International on Tue, 5 Jan, arriving in Itami Domestic (Osaka).Inbound indirect flight with ANA (All Nippon Airways), departs from Itami Domestic (Osaka) on Tue, 26 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,937, select.
Osaka.$2,031 per passenger.Departing Mon, 9 Nov, returning Wed, 18 Nov.Return flight with United and ANA (All Nippon Airways).Outbound indirect flight with United, departs from Chicago O'Hare International on Mon, 9 Nov, arriving in Itami Domestic (Osaka).Inbound indirect flight with ANA (All Nippon Airways), departs from Itami Domestic (Osaka) on Wed, 18 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $2,031, select.
Osaka.$2,036 per passenger.Departing Tue, 13 Oct, returning Tue, 27 Oct.Return flight with United and ANA (All Nippon Airways).Outbound indirect flight with United, departs from Chicago O'Hare International on Tue, 13 Oct, arriving in Itami Domestic (Osaka).Inbound indirect flight with ANA (All Nippon Airways), departs from Itami Domestic (Osaka) on Tue, 27 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $2,036, select.
Osaka.$2,036 per passenger.Departing Mon, 7 Dec, returning Wed, 23 Dec.Return flight with United and ANA (All Nippon Airways).Outbound indirect flight with United, departs from Chicago O'Hare International on Mon, 7 Dec, arriving in Itami Domestic (Osaka).Inbound indirect flight with ANA (All Nippon Airways), departs from Itami Domestic (Osaka) on Wed, 23 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $2,036, select.
Osaka.$2,038 per passenger.Departing Wed, 28 Oct, returning Tue, 17 Nov.Return flight with United and ANA (All Nippon Airways).Outbound indirect flight with United, departs from Chicago O'Hare International on Wed, 28 Oct, arriving in Itami Domestic (Osaka).Inbound indirect flight with ANA (All Nippon Airways), departs from Itami Domestic (Osaka) on Tue, 17 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $2,038, select.
Osaka.$2,068 per passenger.Departing Wed, 16 Dec, returning Tue, 26 Jan.Return flight with Air Canada and ANA (All Nippon Airways).Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Wed, 16 Dec, arriving in Itami Domestic (Osaka).Inbound indirect flight with ANA (All Nippon Airways), departs from Itami Domestic (Osaka) on Tue, 26 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $2,068, select.
Osaka.$2,904 per passenger.Departing Wed, 17 Feb, returning Wed, 10 Mar.Return flight with United and ANA (All Nippon Airways).Outbound indirect flight with United, departs from Chicago O'Hare International on Wed, 17 Feb, arriving in Itami Domestic (Osaka).Inbound indirect flight with ANA (All Nippon Airways), departs from Itami Domestic (Osaka) on Wed, 10 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From $2,904, select.
Osaka.$2,983 per passenger.Departing Wed, 10 Mar, returning Sat, 20 Mar.Return flight with United and ANA (All Nippon Airways).Outbound indirect flight with United, departs from Chicago O'Hare International on Wed, 10 Mar, arriving in Itami Domestic (Osaka).Inbound indirect flight with ANA (All Nippon Airways), departs from Itami Domestic (Osaka) on Sat, 20 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From $2,983, select.
Osaka.$2,992 per passenger.Departing Tue, 5 Jan, returning Thu, 20 May.Return flight with United and ANA (All Nippon Airways).Outbound indirect flight with United, departs from Chicago O'Hare International on Tue, 5 Jan, arriving in Itami Domestic (Osaka).Inbound indirect flight with ANA (All Nippon Airways), departs from Itami Domestic (Osaka) on Thu, 20 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $2,992, select.
Osaka.$3,004 per passenger.Departing Mon, 10 May, returning Thu, 20 May.Return flight with United and ANA (All Nippon Airways).Outbound indirect flight with United, departs from Chicago O'Hare International on Mon, 10 May, arriving in Itami Domestic (Osaka).Inbound indirect flight with ANA (All Nippon Airways), departs from Itami Domestic (Osaka) on Thu, 20 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $3,004, select.

Find the cheapest month to fly from Chicago to Itami Domestic (Osaka)

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Itami Domestic (Osaka) flights are currently cheapest in September.
Jul
Find prices
Aug
from $1,664
Sep
from $1,417
Oct
from $2,036
Nov
from $2,031
Dec
from $2,036
Jan
from $1,937
Feb
from $3,044
Mar
from $2,983
Apr
from $3,897
May
from $3,004
Jun
from $3,271

Chicago to Itami Domestic (Osaka): Alternative routes

Compare routes from Chicago to Osaka below. You may find an airport to fly into that's cheaper, faster, or easier than Itami Domestic (Osaka).

Itami Domestic (Osaka)

11km from central Osaka
Closest
from $1,417
Search flights

Kobe

26km from central Osaka
from $1,520
Search flights

Kansai International (Osaka)

38km from central Osaka
Cheapest
from $1,260
Search flights

Chicago to Osaka: Flight information

The things to know before you go.
Cheapest flight found$1,417
Cheapest month to flySeptember

Finding cheap flights from Chicago to Itami Domestic (Osaka): Frequently asked questions

The best price we found for a return flight from Chicago to Itami Domestic (Osaka) is $1,417. 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 Chicago to Itami Domestic (Osaka). But we found flights with one stop from $1,417.
As of July 2026, there are no flights flying from Chicago to Itami Domestic (Osaka).
The cheapest month to fly from Chicago to Itami Domestic (Osaka) is usually September.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Itami Domestic (Osaka) Airport on Monday, 7 September 2026.
No airlines currently offer direct flights between Chicago and Itami Domestic (Osaka) Airport. 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 Itami Domestic (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.

The cheapest airline that flies to Itami Domestic (Osaka) is Air Canada .

Flying from Chicago to Osaka Itami International Airport (ITM): What you need to know

  • Osaka is 15 hours ahead of Chicago. Osaka Itami International Airport is located in Osaka, which follows the UTC+9 timezone.

  • Arriving two hours before an international flight and one hour ahead of a domestic departure are travel rules to live by. Make sure you're at the airport on time to catch your flight from Chicago to ITM.

  • July is a busy time to fly out. If you're heading away then or around a major holiday like Christmas or Thanksgiving, show up even earlier. Aim for at least two hours ahead for domestic flights and as much as four hours for international journeys.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • You might be able to make your cheap flight from Chicago to ITM even cheaper with a stopover. Just deselect 'Direct flights only' during your search to discover where you could make a quick stop. Tokyo Haneda International Airport (HND) is an option when taking off from Chicago O'Hare International Airport (ORD).

  • Located around 27 kilometres from central Chicago, ORD can be reached in about 30 minutes by car (depending on traffic). The journey on public transport takes roughly 45 minutes.

  • Have an early flight from Chicago to Osaka Itami International Airport? Avoid the last-minute rush to the terminal (and get some bonus sleep) by choosing one of these stays close to Chicago O'Hare International Airport:

  • When it comes to Chicago O'Hare International Airport's on-time performance, 70% of flights complete their journey on time.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • On public transport, you can travel from central Chicago to MDW in around 30 minutes. The airport is roughly 16 kilometres away, and making the trip by car will take approximately 25 minutes.

  • Want to treat yourself to an extra night away before boarding your Chicago to ITM flight? Check in to a hotel near Chicago Midway International Airport before your holiday officially begins. These stays are calling your name:

  • When it comes to flight punctuality, Chicago Midway International Airport has an on-time arrival rate of 76%.

  • The address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • RFD is around 145 kilometres from central Chicago. The drive from the city centre to the airport takes about 1 hour 40 minutes. If you're thinking about taking public transport, expect a journey time of around 2 hours.

  • Relax in bed for a little longer and still make your Chicago to Osaka Itami International Airport flight without having to rush. These accommodation options near Chicago Rockford International Airport make departure day a breeze if you're jetting off early:

  • Flights that leave from RFD arrive at their destination within the expected time frame 71% of the time.

  • The address of Chicago Rockford International Airport is 2 Airport Cir.

About Osaka Itami International Airport (ITM)

Getting from Osaka Itami International Airport (ITM) to central Osaka

  • From Osaka Itami International Airport, central Osaka is around 18 kilometres away. It takes about 30 minutes to get to the city centre by car.

  • Travelling by public transport takes around 35 minutes.

How to find the cheapest flights from Chicago to Osaka Itami International Airport (ITM)

  • The cheapest price we've found for a one-way ticket from Chicago to Osaka Itami International Airport is $639. For a return flight on this route, the best price is $1,417. Depending on when you book and the availability, these fares can change.

  • Booking ahead of time is often the key to scoring a cheap flight from Chicago to ITM. Prices tend to rise as demand increases, so the closer you get to departure, the more you'll likely spend on your ticket.

  • Affordable Chicago to Osaka Itami International Airport tickets are easier to find if your travel dates are flexible. Use the 'Whole month' tool to compare fares across each month and then fly out on the cheapest day.

  • Snapping up a cheap plane ticket from Chicago to ITM couldn't be easier with Price Alerts. Simply set up one of these automatic alerts and we'll get in touch when a lower fare pops up.

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

The best time to fly from Chicago to Osaka Itami International Airport (ITM)

  • December is the quietest month for flights from Chicago to Osaka Itami International Airport (ITM), while January is the busiest. Pick the best time to visit Osaka based on whether you want a lively atmosphere or a more laid-back vibe.

  • The warmest month in Osaka is August, with temperatures ranging between 21ºC (70ºF) and 34ºC (93ºF). Book your Chicago to ITM plane ticket then if this is the type of weather you enjoy.

  • For cooler conditions, look for a cheap ticket from Chicago to Osaka Itami International Airport in January when temperatures are between 0ºC (32ºF) and 10ºC (50ºF).

More about Osaka

Explore more of Japan

  • Nagoya is just one of the many cities in Japan waiting to be explored once you've seen Osaka. Around 137 kilometres away to the east, popular attractions include Nagoya Castle, Ninomaru Garden and Sky Promenade.

  • Around 177 kilometres east of Osaka, Toyohashi is another favourite stop in Japan. Experience major highlights starting with Yoshida Castle, Okunoin and Futagawa Fushimi Inari.

Plan smart, explore more

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Prices shown on this page are estimated lowest prices only. Found in the last 12 days.