US$575️ Cheap Flights from Chicago to Osaka (2024)

App

Help

USD

Search Bookings

Flights from Chicago to Osaka

Hotels in Osaka

Worldwide Coverage

Flights to over 5,000 cities

One-stop Service Guarantee

Price guaranteed upon confirmed payment, booking guaranteed once tickets issued

Secure Payment

Convenient & reliable booking and payment system

Find cheap one-way flights from Chicago to Osaka starting at US$575.

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to book flights from Chicago to Osaka?

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Cheapest airlines flights from Chicago to Osaka

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Frontier Airlines

From US$532

Spirit Airlines

From US$549

American Airlines

From US$575

United Airlines

From US$608

Cathay Pacific

From US$629

WestJet

From US$637

Sun Country Airlines

From US$654

Alaska Airlines

From US$704

EVA Air

From US$716

Japan Airlines

From US$722

ANA airlines

Find more flights and airlines

Find cheap flights from Chicago to Osaka by different airports

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to Osaka.

Cheapest
MDW
22:59
29h 56m
2 transfer
KIX
18:55
Midway International Airport - Kansai International Airport
Sat, Apr 27Frontier Airlines
US$532
ORD
18:27
34h 28m
2 transfer
KIX
18:55
O'Hare International Airport - Kansai International Airport
Fri, Apr 26Frontier Airlines
US$544
ORD
21:32
32h 18m
2 transfer
ITM
19:50
O'Hare International Airport - Osaka International Airport
Mon, May 6United Airlines
US$667
ORD
21:32
32h 18m
2 transfer
ITM
19:50
O'Hare International Airport - Osaka International Airport
Mon, May 6United Airlines
US$667
Find More Flights

Frequently Asked Questions

When are flight tickets from Chicago (CHI) to Osaka (OSA) the cheapest?
Airlines adjust prices for flights from Chicago to Osaka based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much do flights from Chicago (CHI) to Osaka (OSA) cost?
According to Trip.com's data, the lowest price is around $2,019.
What is the transportation method from the main airport to downtown in Osaka?
- The distance from Kansai International Airport to downtown is about 37km. It takes about 50 minutes by taxi.
- The distance from Kobe Airport to downtown is about 25km. It takes about 40 minutes by taxi.
- The distance from Osaka International Airport to downtown is about 12km. It takes about 30 minutes by taxi.

How to find a cheap flight from Chicago to Osaka

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Osaka. Book your flights at the right time and save more.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

Check airline and travel agency websites for latest flight deals

Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

Save up to £10 per person when booking your flights on Trip.com