S$988 Cheap Flights from Chicago to Sydney

View S$988 flight on Mon, 21 Sept, 2026Opens 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$988 for one-way flights and S$2,053 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Wed, 3 Jun - Wed, 17 Jun
ORD
Chicago
SYD
Sydney
S$2,053 Return, found 6 days ago
S$2,053
Return
found 6 days ago
Select United flight, departing Wed, 3 Jun from Chicago to Sydney, returning Wed, 17 Jun, priced at S$2,053 found 6 days ago
Delta
Wed, 3 Jun - Wed, 17 Jun
ORD
Chicago
SYD
Sydney
S$2,053 Return, found 6 days ago
S$2,053
Return
found 6 days ago
Select Delta flight, departing Wed, 3 Jun from Chicago to Sydney, returning Wed, 17 Jun, priced at S$2,053 found 6 days ago
Delta
Wed, 3 Jun - Wed, 17 Jun
ORD
Chicago
SYD
Sydney
S$2,108 Return, found 6 days ago
S$2,108
Return
found 6 days ago
Select Delta flight, departing Wed, 3 Jun from Chicago to Sydney, returning Wed, 17 Jun, priced at S$2,108 found 6 days ago
Air Canada
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
SYD
Sydney
S$2,147 Return, found 1 day ago
S$2,147
Return
found 1 day ago
Select Air Canada flight, departing Wed, 27 May from Chicago to Sydney, returning Wed, 3 Jun, priced at S$2,147 found 1 day ago
Delta
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
SYD
Sydney
S$2,149 Return, found 1 day ago
S$2,149
Return
found 1 day ago
Select Delta flight, departing Wed, 27 May from Chicago to Sydney, returning Wed, 3 Jun, priced at S$2,149 found 1 day ago
Air New Zealand
Wed, 3 Jun - Wed, 17 Jun
ORD
Chicago
SYD
Sydney
S$2,171 Return, found 6 days ago
S$2,171
Return
found 6 days ago
Select Air New Zealand flight, departing Wed, 3 Jun from Chicago to Sydney, returning Wed, 17 Jun, priced at S$2,171 found 6 days ago
United
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
SYD
Sydney
S$2,229 Return, found 1 day ago
S$2,229
Return
found 1 day ago
Select United flight, departing Wed, 27 May from Chicago to Sydney, returning Wed, 3 Jun, priced at S$2,229 found 1 day ago
American Airlines
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
SYD
Sydney
S$2,232 Return, found 1 day ago
S$2,232
Return
found 1 day ago
Select American Airlines flight, departing Wed, 27 May from Chicago to Sydney, returning Wed, 3 Jun, priced at S$2,232 found 1 day ago
Air Canada
Wed, 3 Jun - Wed, 17 Jun
ORD
Chicago
SYD
Sydney
S$2,236 Return, found 6 days ago
S$2,236
Return
found 6 days ago
Select Air Canada flight, departing Wed, 3 Jun from Chicago to Sydney, returning Wed, 17 Jun, priced at S$2,236 found 6 days ago
American Airlines
Wed, 3 Jun - Wed, 17 Jun
ORD
Chicago
SYD
Sydney
S$2,248 Return, found 6 days ago
S$2,248
Return
found 6 days ago
Select American Airlines flight, departing Wed, 3 Jun from Chicago to Sydney, returning Wed, 17 Jun, priced at S$2,248 found 6 days ago

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

November is typically the cheapest month to fly

From S$1,432 - S$2,006 per traveller.

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$2,053. 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.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Kingsford Smith Intl.
Return price
S$2,053
Distance
14775 km

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