$598 Cheap Flights from Chicago (ORD) to Sydney (SYD)

View $598 flight on Sun, Nov 30, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Sydney Airport (SYD)

Find available prices by choosing your travel dates.

Cheap Flights from Chicago to Sydney (ORD-SYD)

Prices were available within the past 7 days and start at $598 for one-way flights and $1,236 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

All Nippon Airways
Sun, Aug 24 - Sat, Aug 30
ORD
Chicago
SYD
Sydney
$1,236 Roundtrip, just found
$1,236
Roundtrip
just found
Select All Nippon Airways flight, departing Sun, Aug 24 from Chicago to Sydney, returning Sat, Aug 30, priced at $1,236 just found
Fiji Airways
Tue, Oct 21 - Sat, Oct 25
ORD
Chicago
SYD
Sydney
$1,256 Roundtrip, found 6 days ago
$1,256
Roundtrip
found 6 days ago
Select Fiji Airways flight, departing Tue, Oct 21 from Chicago to Sydney, returning Sat, Oct 25, priced at $1,256 found 6 days ago
Air New Zealand
Sun, Nov 23 - Mon, Dec 8
ORD
Chicago
SYD
Sydney
$1,350 Roundtrip, just found
$1,350
Roundtrip
just found
Select Air New Zealand flight, departing Sun, Nov 23 from Chicago to Sydney, returning Mon, Dec 8, priced at $1,350 just found
American Airlines
Mon, Oct 20 - Mon, Oct 27
ORD
Chicago
SYD
Sydney
$1,423 Roundtrip, found 6 days ago
$1,423
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Oct 20 from Chicago to Sydney, returning Mon, Oct 27, priced at $1,423 found 6 days ago
Qantas Airways
Tue, Oct 28 - Wed, Nov 12
ORD
Chicago
SYD
Sydney
$1,442 Roundtrip, just found
$1,442
Roundtrip
just found
Select Qantas Airways flight, departing Tue, Oct 28 from Chicago to Sydney, returning Wed, Nov 12, priced at $1,442 just found
United
Mon, Dec 1 - Tue, Dec 16
ORD
Chicago
SYD
Sydney
$1,457 Roundtrip, just found
$1,457
Roundtrip
just found
Select United flight, departing Mon, Dec 1 from Chicago to Sydney, returning Tue, Dec 16, priced at $1,457 just found
Delta
Tue, Nov 25 - Wed, Dec 10
ORD
Chicago
SYD
Sydney
$1,471 Roundtrip, just found
$1,471
Roundtrip
just found
Select Delta flight, departing Tue, Nov 25 from Chicago to Sydney, returning Wed, Dec 10, priced at $1,471 just found
Turkish Airlines
Mon, Dec 1 - Tue, Dec 16
ORD
Chicago
SYD
Sydney
$1,493 Roundtrip, just found
$1,493
Roundtrip
just found
Select Turkish Airlines flight, departing Mon, Dec 1 from Chicago to Sydney, returning Tue, Dec 16, priced at $1,493 just found
Air Canada
Mon, Dec 1 - Tue, Dec 16
ORD
Chicago
SYD
Sydney
$1,498 Roundtrip, just found
$1,498
Roundtrip
just found
Select Air Canada flight, departing Mon, Dec 1 from Chicago to Sydney, returning Tue, Dec 16, priced at $1,498 just found
Cathay Pacific
Mon, Oct 20 - Mon, Oct 27
ORD
Chicago
SYD
Sydney
$1,499 Roundtrip, found 6 days ago
$1,499
Roundtrip
found 6 days ago
Select Cathay Pacific flight, departing Mon, Oct 20 from Chicago to Sydney, returning Mon, Oct 27, priced at $1,499 found 6 days ago
Flights from Chicago (ORD) to Sydney (SYD)
Origin airport
O'Hare Intl.
Destination airport
Kingsford Smith Intl.
Airlines serving
Air Canada, Air India, Air New Zealand, Air Tahiti Nui, All Nippon Airways, American Airlines, Asiana Airlines, British Airways, Cathay Pacific, Delta, Emirates, Etihad Airways, Fiji Airways, Japan Airlines, JetBlue Airways, Korean Air, Qantas Airways, Qatar Airways, Turkish Airlines, United
Roundtrip price
$1,236
Distance
9234 mi

Chicago to Sydney Flights

The cheapest times to fly from Chicago to Sydney

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Sydney are during the month of August. You can find some of the cheapest flights from Chicago to Sydney with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Chicago to Sydney

Sunday is one of the best days to book for cheap flights from Chicago to Sydney: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Chicago to Sydney

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Sydney in 2025. You can also book with separate airlines for your outbound and return journeys, from $598 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Sydney flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Sydney airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Kingsford Smith Intl. Airport (SYD) cost?
Discover the latest flight deals from ORD to SYD by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from ORD to SYD?
The cheapest flights from ORD to SYD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from ORD to SYD?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from ORD to SYD. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from O'Hare Intl. Airport (ORD) to Kingsford Smith Intl. Airport (SYD)?
You’ll need to hop on a flight with a layover if you’re traveling from O’Hare Intl. Airport (ORD) to Kingsford Smith Intl. Airport (SYD). There are no daily direct flights on this route. However, just filter your search to include one or more stops to find the best option for your trip.
What day of the week has the most flights from ORD to SYD?
You’ll generally find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Kingsford Smith Intl. Airport (SYD)?
To arrive at Kingsford Smith Intl. Airport (SYD) on time, opt for a flight that takes off from O’Hare Intl. Airport (ORD) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Kingsford Smith Intl. Airport (SYD) last-minute?
Holding off until just before your trip to book your flight from ORD to SYD often results in higher prices. While you may find some last-minute deals, there’s no guarantee. Keep your travel schedule open for the best chance of snagging a bargain.
Is it cheaper to book an ORD to SYD flight and hotel package?
Compared with arranging hotels and flights separately, booking an ORD to SYD flight and hotel package with Expedia could result in significant savings. Better yet, having it all in one place will take the hassle out of planning your trip. Simply secure your flights and choose from our extensive range of stays, then tailor your trip with extras like car rentals and activities.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Kingsford Smith Intl. Airport (SYD)?
Typically, it’s possible to cancel or reschedule your ORD to SYD flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Refer to your airline’s policies in your itinerary to see what changes are possible and if any costs are involved. You’ll also find further details on our Customer Service portal.

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*Available to One Key members.