Cheap Flights from Chicago to Osaka Starting at $529

Helping travelers to find the best flight offers

Cheapest flights from Chicago to Osaka

Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Chicago to Osaka. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.

Cheapest one way flight

$529

Hawaiian Airlines
Hawaiian Airlines
2 transfers
1d 10h 55m
11/12/2025

The cheapest one-way flight from Chicago to Osaka departs on 11/12/2025, is operated by Hawaiian Airlines and costs $529

Cheapest round trip flight

$999

Cathay Pacific
Cathay Pacific
1 transfer
2d 9h 30m
09/11/2025

The cheapest roundtrip flight from Chicago to Osaka departs on 09/11/2025, is operated by Cathay Pacific and costs $999

The fastest flight

1d 10h 55m

Fastest flight from Chicago to Osaka takes 1d 10h 55m

Direct flights

No direct flights

There are no direct flights on this route.

Distance

10432km

Timezone difference

15h

The distance between Chicago and Osaka is 10432km (6468 miles). The time difference between Chicago and Osaka is 15h .

See also:

Cheap flights to Japan

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Direct flights airfares to Osaka

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Cheapest air tickets to Chicago

Airfare from Chicago to Osaka by month

We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Chicago to Osaka

  • Avg Price

Airlines operating on route

Below you will find a list of airlines operating flights on the Chicago — Osaka route and the starting prices for flights of each specific airline on it.

Hawaiian Airlines
Hawaiian Airlines

Starting at $529

Frontier Airlines
Frontier Airlines

Starting at $708

Direct Flights from Chicago to Osaka

A direct flight is the most convenient and comfortable way to fly from Chicago to Osaka, despite the fact that sometimes flights with transfers can cost significantly less.

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There appear to be no direct flights from Chicago to Osaka at this time.... Well, or something went wrong on our side and we couldn't find anything

Schedule of direct flights from Chicago to Osaka

A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Chicago to Osaka:

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Unable to find information about the schedule of direct flights from

Chicago airports overview

ORD
O'Hare International Airport
Alaska Airlines
Spirit Airlines
Airlines flying to this airport
$442
Starting at
$631
on average

Osaka airports overview

KIX
Kansai International Airport
Alaska Airlines
Spirit Airlines
Airlines flying to this airport
$442
Starting at
$631
on average

Frequently asked questions (FAQ)

Answers to questions about the route that travelers are most interested in.

How much is the cheapest flight ticket from Chicago to Osaka?

The cheapest flight ticket from Chicago to Osaka according to data for the last 48 hours costs $529

When is the best time to buy air tickets on the route Chicago — Osaka?

Often the best time to buy tickets from Chicago to Osaka is 2 months before departure.

How long does it take to fly from Chicago to Osaka?

The fastest flights from Chicago to Osaka start from 10 hours 55 minutes in the air.

Which airline can fly direct from Chicago to Osaka?

The following airlines operate direct flights on the route Chicago — Osaka:

Special offers and sales on air tickets from Chicago to Osaka

We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.

Alternative routes

Appleton ➜ Osaka•Kalamazoo ➜ Osaka•Champaign ➜ Osaka•Fort Wayne ➜ Osaka•Indianapolis ➜ Osaka•Lansing ➜ Osaka•Milwaukee ➜ Osaka•Muskegon ➜ Osaka•South Bend ➜ Osaka•Chicago ➜ Shizuoka•Chicago ➜ Kochi•Chicago ➜ Komatsu•Chicago ➜ Nagoya•Chicago ➜ Okayama•Chicago ➜ Takamatsu•Chicago ➜ Tokushima•Chicago ➜ Tottori•Chicago ➜ Yonago