S$1,079 Cheap Flights from Chicago to Sydney

View S$1,079 flight on Sun, 14 Sep, 2025Opens in a new window

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

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Cheap Flights from Chicago to Sydney (ORD-SYD)

Prices were available within the past 7 days and start at S$1,079 for one-way flights and S$1,864 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Wed, 15 Oct - Wed, 29 Oct
ORD
Chicago
SYD
Sydney
S$1,864 Return, found 3 days ago
S$1,864
Return
found 3 days ago
Select United flight, departing Wed, 15 Oct from Chicago to Sydney, returning Wed, 29 Oct, priced at S$1,864 found 3 days ago
Delta
Wed, 15 Oct - Wed, 29 Oct
ORD
Chicago
SYD
Sydney
S$1,864 Return, found 3 days ago
S$1,864
Return
found 3 days ago
Select Delta flight, departing Wed, 15 Oct from Chicago to Sydney, returning Wed, 29 Oct, priced at S$1,864 found 3 days ago
Air New Zealand
Wed, 15 Oct - Wed, 29 Oct
ORD
Chicago
SYD
Sydney
S$1,880 Return, found 3 days ago
S$1,880
Return
found 3 days ago
Select Air New Zealand flight, departing Wed, 15 Oct from Chicago to Sydney, returning Wed, 29 Oct, priced at S$1,880 found 3 days ago
American Airlines
Wed, 15 Oct - Wed, 29 Oct
ORD
Chicago
SYD
Sydney
S$1,893 Return, found 3 days ago
S$1,893
Return
found 3 days ago
Select American Airlines flight, departing Wed, 15 Oct from Chicago to Sydney, returning Wed, 29 Oct, priced at S$1,893 found 3 days ago
American Airlines
Wed, 15 Oct - Wed, 29 Oct
ORD
Chicago
SYD
Sydney
S$1,893 Return, found 3 days ago
S$1,893
Return
found 3 days ago
Select American Airlines flight, departing Wed, 15 Oct from Chicago to Sydney, returning Wed, 29 Oct, priced at S$1,893 found 3 days ago
Qantas Airways
Wed, 15 Oct - Wed, 29 Oct
ORD
Chicago
SYD
Sydney
S$1,909 Return, found 3 days ago
S$1,909
Return
found 3 days ago
Select Qantas Airways flight, departing Wed, 15 Oct from Chicago to Sydney, returning Wed, 29 Oct, priced at S$1,909 found 3 days ago
Qantas Airways
Wed, 15 Oct - Wed, 29 Oct
ORD
Chicago
SYD
Sydney
S$1,910 Return, found 3 days ago
S$1,910
Return
found 3 days ago
Select Qantas Airways flight, departing Wed, 15 Oct from Chicago to Sydney, returning Wed, 29 Oct, priced at S$1,910 found 3 days ago
Air Canada
Sun, 12 Oct - Tue, 21 Oct
ORD
Chicago
SYD
Sydney
S$1,959 Return, found 3 days ago
S$1,959
Return
found 3 days ago
Select Air Canada flight, departing Sun, 12 Oct from Chicago to Sydney, returning Tue, 21 Oct, priced at S$1,959 found 3 days ago
Air Canada
Sun, 12 Oct - Tue, 21 Oct
ORD
Chicago
SYD
Sydney
S$1,967 Return, found 3 days ago
S$1,967
Return
found 3 days ago
Select Air Canada flight, departing Sun, 12 Oct from Chicago to Sydney, returning Tue, 21 Oct, priced at S$1,967 found 3 days ago
Air New Zealand
Mon, 6 Oct - Mon, 13 Oct
ORD
Chicago
SYD
Sydney
S$2,009 Return, found 1 day ago
S$2,009
Return
found 1 day ago
Select Air New Zealand flight, departing Mon, 6 Oct from Chicago to Sydney, returning Mon, 13 Oct, priced at S$2,009 found 1 day ago

Find the cheapest month to fly from Chicago (ORD) to Sydney (SYD)

May is typically the cheapest month to fly

From S$1,004 - S$2,104 per traveller.

Graph displaying average flight prices per month

Chicago to Sydney route information
Origin airport
O'Hare Intl.
Destination airport
Kingsford Smith Intl.
Airlines serving
Air Canada, Air New Zealand, All Nippon Airways, American Airlines, British Airways, Cathay Pacific, Delta, Emirates, Qantas Airways, Qatar Airways, United
Return price
S$1,863
Distance
14775 km

Flights from Chicago to Sydney

There are several airlines that operate frequent flights from Chicago (ORD) to Sydney (SYD) including

The earliest flight leaves O'Hare Intl. Airport at 10:10 and arrives at Kingsford Smith Intl. Airport at 05:35. The last flight of the day departs Chicago at 19:52 and arrives at Sydney at 10:25.

The flight distance from Chicago to Sydney is about 16041 km, the shortest flight is 19 hours 53 minutes with United Airlines.

Expedia lets you search across the largest number of airlines and Sydney flights, which means that you’ll be able to find a great flight deal at the perfect travel date and time. Our simple-to-use booking engine makes looking for terrific bargains easy and hassle-free; just enter your travel dates and departure city, and let Expedia do the rest! Adjust your travel dates and explore connecting flights to find an even better deal on your Chicago Sydney flight!

Browse through dozens of options and rest assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Chicago to Sydney trip. There’s simply no substitute for great prices suited to your travel needs and backed by excellent customer support.

Combine your Sydney flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from Chicago to Sydney with Expedia. Use us as your stop travel destination and have the confidence that you’re getting a bargain!

Frequently asked questions

How much is a flight from O'Hare Intl. Airport (ORD) to Sydney Airport?
Round-trip tickets between O'Hare Intl. Airport (ORD) and Kingsford Smith Intl. Airport (SYD) start from S$1,864. This figure is based on fares quoted within the last 7 days on Expedia for flights departing within the next year — book ASAP to avoid missing out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from ORD to SYD?
Most flights can be cancelled online, but every air carrier has a different set of terms and conditions. If you do have to cancel your flight, check out our Customer Service Portal and follow the instructions.
How do I find cheap flights from ORD to Sydney Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for O'Hare Intl. Airport (ORD) to SYD flights, you'll see a "no change fees" filter for you to select.
How far is the flight from O'Hare Intl. Airport (ORD) to SYD?
You'll have 14,900 kilometres to cover on the long-haul Chicago to Sydney route. Dress in comfy clothes and consider taking some noise-cancelling headphones and a sleep mask.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to SYD?
Direct flights aren't available, so you'll have to make at least one stop between O'Hare Intl. Airport (ORD) and Mascot Airport. Use the layover time to stretch your legs and enjoy some personal space.
Are ORD to Sydney Airport flight tickets cheaper when they're purchased at the last minute?
Booking last minute from O'Hare Airport to Kingsford Smith Intl. Airport (SYD) can be hit-or-miss. You might be lucky and score a bargain, but then again, you could miss out entirely! If you'd rather play it safe and start planning your trip early on, Expedia compares flight deals up to 12 months in advance. Just remember that not all airlines list their prices that far in advance. Our suggestion? Check back often as updates are made regularly.

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