NZ$1,124 Cheap Flights Sydney to Chicago (SYD-ORD)

View NZ$1,124 flight on Fri, 17 Oct. 2025Opens in a new window

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

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Thu., 30 Oct. - Mon., 3 Nov.
SYD
Sydney
ORD
Chicago
NZ$2,224 Return, found 4 days ago
NZ$2,224
Return
found 4 days ago
Select Air Canada flight, departing Thu., 30 Oct. from Sydney to Chicago, returning Mon., 3 Nov., priced at NZ$2,224 found 4 days ago
Air Canada
Thu., 30 Oct. - Mon., 3 Nov.
SYD
Sydney
ORD
Chicago
NZ$2,235 Return, found 4 days ago
NZ$2,235
Return
found 4 days ago
Select Air Canada flight, departing Thu., 30 Oct. from Sydney to Chicago, returning Mon., 3 Nov., priced at NZ$2,235 found 4 days ago
Air Canada
Fri., 17 Oct. - Sun., 19 Oct.
SYD
Sydney
ORD
Chicago
NZ$2,306 Return, found 21 hours ago
NZ$2,306
Return
found 21 hours ago
Select Air Canada flight, departing Fri., 17 Oct. from Sydney to Chicago, returning Sun., 19 Oct., priced at NZ$2,306 found 21 hours ago
Korean Air
Thu., 30 Oct. - Mon., 3 Nov.
SYD
Sydney
ORD
Chicago
NZ$2,313 Return, found 4 days ago
NZ$2,313
Return
found 4 days ago
Select Korean Air flight, departing Thu., 30 Oct. from Sydney to Chicago, returning Mon., 3 Nov., priced at NZ$2,313 found 4 days ago
Air Canada
Fri., 17 Oct. - Sun., 19 Oct.
SYD
Sydney
ORD
Chicago
NZ$2,317 Return, found 21 hours ago
NZ$2,317
Return
found 21 hours ago
Select Air Canada flight, departing Fri., 17 Oct. from Sydney to Chicago, returning Sun., 19 Oct., priced at NZ$2,317 found 21 hours ago
Japan Airlines
Wed., 4 Jun. - Wed., 11 Jun.
SYD
Sydney
ORD
Chicago
NZ$2,318 Return, found 4 days ago
NZ$2,318
Return
found 4 days ago
Select Japan Airlines flight, departing Wed., 4 Jun. from Sydney to Chicago, returning Wed., 11 Jun., priced at NZ$2,318 found 4 days ago
United
Thu., 24 Jul. - Thu., 31 Jul.
SYD
Sydney
ORD
Chicago
NZ$2,324 Return, found 6 days ago
NZ$2,324
Return
found 6 days ago
Select United flight, departing Thu., 24 Jul. from Sydney to Chicago, returning Thu., 31 Jul., priced at NZ$2,324 found 6 days ago
Etihad Airways
Fri., 17 Oct. - Sun., 19 Oct.
SYD
Sydney
ORD
Chicago
NZ$2,337 Return, found 21 hours ago
NZ$2,337
Return
found 21 hours ago
Select Etihad Airways flight, departing Fri., 17 Oct. from Sydney to Chicago, returning Sun., 19 Oct., priced at NZ$2,337 found 21 hours ago
Air Canada
Thu., 30 Oct. - Mon., 3 Nov.
SYD
Sydney
ORD
Chicago
NZ$2,339 Return, found 4 days ago
NZ$2,339
Return
found 4 days ago
Select Air Canada flight, departing Thu., 30 Oct. from Sydney to Chicago, returning Mon., 3 Nov., priced at NZ$2,339 found 4 days ago
Delta
Thu., 24 Jul. - Thu., 31 Jul.
SYD
Sydney
ORD
Chicago
NZ$2,340 Return, found 6 days ago
NZ$2,340
Return
found 6 days ago
Select Delta flight, departing Thu., 24 Jul. from Sydney to Chicago, returning Thu., 31 Jul., priced at NZ$2,340 found 6 days ago

Frequently asked questions

How much is a flight from SYD to ORD?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price quoted for a round-trip flight between Mascot Airport and ORD was NZ$2,224. Great fares don’t last forever, so book yours today. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Sydney Airport to O'Hare Airport?
This varies from airline to airline, as each has its own set of terms and conditions. Head to the Customer Service Portal, where there are easy-to-follow instructions on how to cancel your flight online.
How do I find cheap flights from Mascot Airport to O'Hare Intl. Airport (ORD) 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 SYD to ORD flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from Kingsford Smith Intl. Airport (SYD) to O'Hare Intl. Airport (ORD)?
The distance is around 14 900 kilometres. Travel pillow? Check. Toiletries? Double check. We recommend you pack all the essentials for this long-haul Sydney to Chicago flight.
Which airlines fly direct from Mascot Airport to O'Hare Intl. Airport (ORD)?
Direct flights aren’t available, so you’ll have to make at least one stop between Sydney Airport and ORD. Make the most of the layover time to stretch your legs and freshen up.
Are Sydney Airport to ORD flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Sydney Airport to O’Hare Airport at the last minute could save you some cash. However, it might cost you a whole lot more! If you’d prefer not to take the risk, book well ahead of your departure date. In fact, Expedia has some of the best bargains up to a year in advance. If your preferred carrier hasn’t released tickets yet, check back regularly as deals are updated on Expedia all the time.
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