S$1,190 Cheap Flights from Sydney to Chicago

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Cheap Flights from Sydney to Chicago (SYD-ORD)

Prices were available within the past 7 days and start at S$1,190 for one-way flights and S$1,250 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

All Nippon Airways
Mon, 16 Sep - Sun, 22 Sep
SYD
Sydney
ORD
Chicago
S$1,250 Return, found 4 days ago
S$1,250
Return
found 4 days ago
Select All Nippon Airways flight, departing Mon, 16 Sep from Sydney to Chicago, returning Sun, 22 Sep, priced at S$1,250 found 4 days ago
All Nippon Airways
Mon, 16 Sep - Sun, 22 Sep
SYD
Sydney
ORD
Chicago
S$1,338 Return, found 4 days ago
S$1,338
Return
found 4 days ago
Select All Nippon Airways flight, departing Mon, 16 Sep from Sydney to Chicago, returning Sun, 22 Sep, priced at S$1,338 found 4 days ago
All Nippon Airways
Mon, 16 Sep - Sun, 22 Sep
SYD
Sydney
ORD
Chicago
S$1,404 Return, found 4 days ago
S$1,404
Return
found 4 days ago
Select All Nippon Airways flight, departing Mon, 16 Sep from Sydney to Chicago, returning Sun, 22 Sep, priced at S$1,404 found 4 days ago
All Nippon Airways
Mon, 16 Sep - Sun, 22 Sep
SYD
Sydney
ORD
Chicago
S$1,550 Return, found 4 days ago
S$1,550
Return
found 4 days ago
Select All Nippon Airways flight, departing Mon, 16 Sep from Sydney to Chicago, returning Sun, 22 Sep, priced at S$1,550 found 4 days ago
Qantas Airways
Mon, 16 Sep - Sun, 22 Sep
SYD
Sydney
ORD
Chicago
S$1,790 Return, found 4 days ago
S$1,790
Return
found 4 days ago
Select Qantas Airways flight, departing Mon, 16 Sep from Sydney to Chicago, returning Sun, 22 Sep, priced at S$1,790 found 4 days ago
Qantas Airways
Mon, 16 Sep - Sun, 22 Sep
SYD
Sydney
ORD
Chicago
S$1,790 Return, found 4 days ago
S$1,790
Return
found 4 days ago
Select Qantas Airways flight, departing Mon, 16 Sep from Sydney to Chicago, returning Sun, 22 Sep, priced at S$1,790 found 4 days ago
American Airlines
Mon, 16 Sep - Sun, 22 Sep
SYD
Sydney
ORD
Chicago
S$1,799 Return, found 4 days ago
S$1,799
Return
found 4 days ago
Select American Airlines flight, departing Mon, 16 Sep from Sydney to Chicago, returning Sun, 22 Sep, priced at S$1,799 found 4 days ago
American Airlines
Mon, 16 Sep - Sun, 22 Sep
SYD
Sydney
ORD
Chicago
S$1,807 Return, found 4 days ago
S$1,807
Return
found 4 days ago
Select American Airlines flight, departing Mon, 16 Sep from Sydney to Chicago, returning Sun, 22 Sep, priced at S$1,807 found 4 days ago
Cathay Pacific
Mon, 16 Sep - Sun, 22 Sep
SYD
Sydney
ORD
Chicago
S$2,186 Return, found 4 days ago
S$2,186
Return
found 4 days ago
Select Cathay Pacific flight, departing Mon, 16 Sep from Sydney to Chicago, returning Sun, 22 Sep, priced at S$2,186 found 4 days ago
Japan Airlines
Mon, 16 Sep - Sun, 22 Sep
SYD
Sydney
ORD
Chicago
S$2,313 Return, found 4 days ago
S$2,313
Return
found 4 days ago
Select Japan Airlines flight, departing Mon, 16 Sep from Sydney to Chicago, returning Sun, 22 Sep, priced at S$2,313 found 4 days ago
Sydney to Chicago route information
Origin airport
Kingsford Smith Intl.
Destination airport
O'Hare Intl.
Return price
S$1,250
Distance
14775 km

Flights from Sydney to Chicago

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

The earliest flight leaves Kingsford Smith Intl. Airport at 07:45 and arrives at O'Hare Intl. Airport at 04:54. The last flight of the day departs Sydney at 22:05 and arrives at Chicago at 20:44.

The flight distance from Sydney to Chicago is about 15746 km, the shortest flight is 19 hours 11 minutes with Virgin Australia.

Expedia lets you search across the largest number of airlines and Chicago 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 Sydney Chicago 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 Sydney to Chicago trip. There’s simply no substitute for great prices suited to your travel needs and backed by excellent customer support.

Combine your Chicago 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 Sydney to Chicago 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 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 S$1,250. 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.
*Available to Expedia members.