S$ 845 Cheap Flights from Chicago to Osaka (CHI-OSA)

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Cheap Flights from Chicago to Osaka

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Cheap Flights from Chicago to Osaka starting at S$ 845

Book one-way or return flights from Chicago to Osaka from as little as S$ 845. Choose from the popular airlines below and book your flight today!

One way
Round-trip

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

Searching for the best last minute flight from Chicago to Osaka? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Chicago to Osaka. Stay updated on price trends and snag the best deals for your upcoming trip.

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

Cheapest Airlines flying from Chicago to Osaka

View airlines operating 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 S$ 752

Spirit Airlines

From S$ 763

American Airlines

From S$ 832

Sun Country Airlines

From S$ 857

Westjet

From S$ 865

United Airlines

From S$ 873

Eva Air

From S$ 928

Jetblue Airways

From S$ 955

Japan Airlines

From S$ 973

Cathay Pacific

From S$ 1,025

ANA airlines

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Alternative Routes from Chicago to Osaka

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to Osaka.

Cheapest
MDW
22:59
29h 56m
2 transfer
KIX
18:55
Midway International Airport - Kansai International Airport
Tue, May 14Frontier Airlines
S$ 752
ORD
22:57
28h 38m
2 transfer
ITM
17:35
O'Hare International Airport - Osaka International Airport
Tue, May 14Spirit Airlines
S$ 763
ORD
18:26
34h 29m
1 transfer
KIX
18:55
O'Hare International Airport - Kansai International Airport
Sat, Jul 20American Airlines
S$ 845
ORD
18:26
34h 29m
1 transfer
KIX
18:55
O'Hare International Airport - Kansai International Airport
Sat, Jul 20American Airlines
S$ 845
Find More Flights

Frequently Asked Questions

When to buy flight tickets from Chicago (CHI) to Osaka (OSA) the cheapest?
Airlines adjust prices for flights from Chicago to Osaka based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much is a flight from Chicago (CHI) to Osaka (OSA) cost?
According to Trip.com's data, the lowest price is around S$ 2,868.
What is the transportation method from the main airport to downtown in Osaka?
- The distance from Kansai International Airport to downtown is about 37km, by taxi about 50 minutes.
- The distance from Kobe Airport to downtown is about 25km, by taxi about 40 minutes.
- The distance from Osaka International Airport to downtown is about 12km, by taxi about 30 minutes.
What's the most popular airline for direct flights from Chicago (CHI) to Osaka (OSA)?
Ana operates 1 direct flights from Chicago (CHI) to Osaka (OSA).
How many airports in Osaka?
There are 3 airports near Osaka: Kansai International Airport, Osaka International Airport and Kobe Airport.

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