$618 Find Cheap Flights from Sydney to Chicago

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Find cheap flights from Sydney to Chicago starting at $618.

Book one-way or return flights from Sydney to Chicago from as little as $618. 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 Sydney to Chicago? Find one-way or return flights that are affordable and fit your itinerary.

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

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

Find cheap airlines flights from Sydney to Chicago

View airlines operating flights from Sydney to Chicago. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Fiji Airways

From $551

United Airlines

From $582

Delta Air Lines

From $626

Virgin Australia

From $671

Air Canada

From $683

LATAM Airlines

From $688

Philippine Airlines

From $705

Vietnam Airlines

From $737

China Southern Airlines

From $748

Air New Zealand

From $752

ANA airlines

Find more flights and airlines

Find cheap flights from Sydney to Chicago by different airports

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

Cheapest
SYD
09:30
45h 7m
2 transfer
MDW
15:37
Kingsford Smith Airport - Midway International Airport
Mon, May 20United Airlines
$600
SYD
10:20
25h 48m
2 transfer
RFD
21:08
Kingsford Smith Airport - Chicago Rockford International Airport
Thu, May 2United Airlines
$788
SYD
16:20
46h 38m
2 transfer
ORD
23:58
Kingsford Smith Airport - O'Hare International Airport
Thu, May 2Jetstar Airways
$1,159
SYD
16:20
46h 38m
2 transfer
ORD
23:58
Kingsford Smith Airport - O'Hare International Airport
Thu, May 2Jetstar Airways
$1,159
Find More Flights

Frequently Asked Questions

When are flight tickets from Sydney (SYD) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Sydney to Chicago 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 Sydney (SYD) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around $1,688.
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25km. It takes about 40 minutes by taxi.
- The distance from Midway International Airport to downtown is about 14km. It takes about 30 minutes by taxi.

How to find a cheap flight from Sydney to Chicago

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 Sydney to Chicago. 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

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