$333 Cheap Flights from Chicago (ORD) to Sydney (YQY)

View $333 flight on Tue, Aug 26, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Sydney, NS (YQY)

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • one key icon

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Cheap Flights from Chicago to Sydney (ORD-YQY)

Prices were available within the past 7 days and start at $333 for one-way flights and $558 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Wed, Sep 3 - Wed, Sep 10
ORD
Chicago
YQY
Sydney
$558 Roundtrip, found 4 days ago
$558
Roundtrip
found 4 days ago
Select Air Canada flight, departing Wed, Sep 3 from Chicago to Sydney, returning Wed, Sep 10, priced at $558 found 4 days ago
Air Canada
Fri, Sep 12 - Mon, Sep 22
ORD
Chicago
YQY
Sydney
$572 Roundtrip, found 4 days ago
$572
Roundtrip
found 4 days ago
Select Air Canada flight, departing Fri, Sep 12 from Chicago to Sydney, returning Mon, Sep 22, priced at $572 found 4 days ago
Air Canada
Mon, Oct 27 - Tue, Nov 11
ORD
Chicago
YQY
Sydney
$576 Roundtrip, found 4 days ago
$576
Roundtrip
found 4 days ago
Select Air Canada flight, departing Mon, Oct 27 from Chicago to Sydney, returning Tue, Nov 11, priced at $576 found 4 days ago
Air Canada
Fri, Sep 12 - Wed, Sep 24
ORD
Chicago
YQY
Sydney
$578 Roundtrip, found 4 days ago
$578
Roundtrip
found 4 days ago
Select Air Canada flight, departing Fri, Sep 12 from Chicago to Sydney, returning Wed, Sep 24, priced at $578 found 4 days ago
Air Canada
Wed, Sep 17 - Wed, Sep 24
ORD
Chicago
YQY
Sydney
$585 Roundtrip, found 4 days ago
$585
Roundtrip
found 4 days ago
Select Air Canada flight, departing Wed, Sep 17 from Chicago to Sydney, returning Wed, Sep 24, priced at $585 found 4 days ago
Air Canada
Wed, Sep 3 - Wed, Sep 10
ORD
Chicago
YQY
Sydney
$589 Roundtrip, found 4 days ago
$589
Roundtrip
found 4 days ago
Select Air Canada flight, departing Wed, Sep 3 from Chicago to Sydney, returning Wed, Sep 10, priced at $589 found 4 days ago
Air Canada
Sun, Nov 2 - Mon, Nov 17
ORD
Chicago
YQY
Sydney
$592 Roundtrip, found 4 days ago
$592
Roundtrip
found 4 days ago
Select Air Canada flight, departing Sun, Nov 2 from Chicago to Sydney, returning Mon, Nov 17, priced at $592 found 4 days ago
Air Canada
Sun, Aug 31 - Wed, Sep 10
ORD
Chicago
YQY
Sydney
$595 Roundtrip, found 4 days ago
$595
Roundtrip
found 4 days ago
Select Air Canada flight, departing Sun, Aug 31 from Chicago to Sydney, returning Wed, Sep 10, priced at $595 found 4 days ago
Air Canada
Mon, Oct 27 - Mon, Nov 17
ORD
Chicago
YQY
Sydney
$596 Roundtrip, found 4 days ago
$596
Roundtrip
found 4 days ago
Select Air Canada flight, departing Mon, Oct 27 from Chicago to Sydney, returning Mon, Nov 17, priced at $596 found 4 days ago
Air Canada
Sun, Oct 26 - Tue, Nov 4
ORD
Chicago
YQY
Sydney
$598 Roundtrip, found 4 days ago
$598
Roundtrip
found 4 days ago
Select Air Canada flight, departing Sun, Oct 26 from Chicago to Sydney, returning Tue, Nov 4, priced at $598 found 4 days ago

Alternative airports near Sydney

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Sydney, NS YQY. Cheapest and Closest option available. Average driving time to city center is 13 minutes. Flights from $800
YQY
Sydney, NS
CheapestClosest
Average driving time to city center13 min
Flights from $800
Flights from Chicago (ORD) to Sydney (YQY)
Origin airport
O'Hare Intl.
Destination airport
Sydney
Airlines serving
Air Canada
Roundtrip price
$558
Distance
1405 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 September. 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 $333 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 Sydney Airport (YQY) cost?
Discover the latest flight deals from ORD to YQY 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 YQY?
The cheapest flights from ORD to YQY 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 YQY?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from ORD to YQY. 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 Sydney Airport (YQY)?
There are no daily nonstop flights available from O'Hare Intl. Airport (ORD) to Sydney Airport (YQY). But you can choose flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be soaring above the clouds before you know it.
What day of the week has the most flights from ORD to YQY?
Usually you'll find the largest variety of flight choices on a Friday. Tuesdays are often the quietest.* However, this can change based on the airline, season and other factors.*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 Sydney Airport (YQY)?
To avoid potential delays on the O'Hare Intl. Airport (ORD) to Sydney Airport (YQY) route, fly before 3 PM. Later departures have a 22% higher chance of cancellation.**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 Sydney Airport (YQY) last-minute?
Booking your flight from ORD to YQY right before your trip is generally more expensive. But if there's some wiggle room with your departure dates and times, you could grab a cheap last-minute fare.
Is it cheaper to book an ORD to YQY flight and hotel package?
Opting for an ORD to YQY flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Sydney Airport (YQY)?
If you reserved your ORD to YQY flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal if you'd like more information.

Explore a world of travel with Expedia

*Available to One Key members.