฿28,380 Cheap Flights from Sydney (SYD) to Chicago (ORD)

View ฿28,380 flight on Mon, 3 Nov 2025Opens in a new window

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

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

Prices were available within the past 7 days and start at ฿28,380 for one-way flights and ฿39,155 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Mon, 3 Nov - Mon, 17 Nov
SYD
Sydney
ORD
Chicago
฿39,155 Return, found 6 days ago
฿39,155
Return
found 6 days ago
Select Air Canada flight, departing Mon, 3 Nov from Sydney to Chicago, returning Mon, 17 Nov, priced at ฿39,155 found 6 days ago
Air Canada
Mon, 3 Nov - Mon, 17 Nov
SYD
Sydney
ORD
Chicago
฿41,405 Return, found 6 days ago
฿41,405
Return
found 6 days ago
Select Air Canada flight, departing Mon, 3 Nov from Sydney to Chicago, returning Mon, 17 Nov, priced at ฿41,405 found 6 days ago
Air Canada
Mon, 3 Nov - Mon, 17 Nov
SYD
Sydney
ORD
Chicago
฿42,075 Return, found 6 days ago
฿42,075
Return
found 6 days ago
Select Air Canada flight, departing Mon, 3 Nov from Sydney to Chicago, returning Mon, 17 Nov, priced at ฿42,075 found 6 days ago
Air Canada
Mon, 3 Nov - Mon, 17 Nov
SYD
Sydney
ORD
Chicago
฿42,290 Return, found 6 days ago
฿42,290
Return
found 6 days ago
Select Air Canada flight, departing Mon, 3 Nov from Sydney to Chicago, returning Mon, 17 Nov, priced at ฿42,290 found 6 days ago
American Airlines
Mon, 3 Nov - Mon, 17 Nov
SYD
Sydney
ORD
Chicago
฿42,635 Return, found 6 days ago
฿42,635
Return
found 6 days ago
Select American Airlines flight, departing Mon, 3 Nov from Sydney to Chicago, returning Mon, 17 Nov, priced at ฿42,635 found 6 days ago
American Airlines
Mon, 3 Nov - Mon, 17 Nov
SYD
Sydney
ORD
Chicago
฿42,690 Return, found 6 days ago
฿42,690
Return
found 6 days ago
Select American Airlines flight, departing Mon, 3 Nov from Sydney to Chicago, returning Mon, 17 Nov, priced at ฿42,690 found 6 days ago
American Airlines
Mon, 3 Nov - Mon, 17 Nov
SYD
Sydney
ORD
Chicago
฿42,820 Return, found 6 days ago
฿42,820
Return
found 6 days ago
Select American Airlines flight, departing Mon, 3 Nov from Sydney to Chicago, returning Mon, 17 Nov, priced at ฿42,820 found 6 days ago
American Airlines
Mon, 3 Nov - Mon, 17 Nov
SYD
Sydney
ORD
Chicago
฿42,860 Return, found 6 days ago
฿42,860
Return
found 6 days ago
Select American Airlines flight, departing Mon, 3 Nov from Sydney to Chicago, returning Mon, 17 Nov, priced at ฿42,860 found 6 days ago
American Airlines
Mon, 3 Nov - Mon, 17 Nov
SYD
Sydney
ORD
Chicago
฿42,915 Return, found 6 days ago
฿42,915
Return
found 6 days ago
Select American Airlines flight, departing Mon, 3 Nov from Sydney to Chicago, returning Mon, 17 Nov, priced at ฿42,915 found 6 days ago
American Airlines
Mon, 3 Nov - Mon, 17 Nov
SYD
Sydney
ORD
Chicago
฿43,045 Return, found 6 days ago
฿43,045
Return
found 6 days ago
Select American Airlines flight, departing Mon, 3 Nov from Sydney to Chicago, returning Mon, 17 Nov, priced at ฿43,045 found 6 days ago
Air Canada
Mon, 3 Nov - Mon, 17 Nov
SYD
Sydney
ORD
Chicago
฿43,135 Return, found 6 days ago
฿43,135
Return
found 6 days ago
Select Air Canada flight, departing Mon, 3 Nov from Sydney to Chicago, returning Mon, 17 Nov, priced at ฿43,135 found 6 days ago
American Airlines
Mon, 3 Nov - Mon, 17 Nov
SYD
Sydney
ORD
Chicago
฿43,140 Return, found 6 days ago
฿43,140
Return
found 6 days ago
Select American Airlines flight, departing Mon, 3 Nov from Sydney to Chicago, returning Mon, 17 Nov, priced at ฿43,140 found 6 days ago
Air Canada
Mon, 3 Nov - Mon, 17 Nov
SYD
Sydney
ORD
Chicago
฿44,865 Return, found 6 days ago
฿44,865
Return
found 6 days ago
Select Air Canada flight, departing Mon, 3 Nov from Sydney to Chicago, returning Mon, 17 Nov, priced at ฿44,865 found 6 days ago
Cathay Pacific
Mon, 3 Nov - Mon, 17 Nov
SYD
Sydney
ORD
Chicago
฿46,745 Return, found 6 days ago
฿46,745
Return
found 6 days ago
Select Cathay Pacific flight, departing Mon, 3 Nov from Sydney to Chicago, returning Mon, 17 Nov, priced at ฿46,745 found 6 days ago
United
Mon, 3 Nov - Mon, 17 Nov
SYD
Sydney
ORD
Chicago
฿53,705 Return, found 6 days ago
฿53,705
Return
found 6 days ago
Select United flight, departing Mon, 3 Nov from Sydney to Chicago, returning Mon, 17 Nov, priced at ฿53,705 found 6 days ago
Qantas Airways
Mon, 3 Nov - Mon, 17 Nov
SYD
Sydney
ORD
Chicago
฿55,275 Return, found 6 days ago
฿55,275
Return
found 6 days ago
Select Qantas Airways flight, departing Mon, 3 Nov from Sydney to Chicago, returning Mon, 17 Nov, priced at ฿55,275 found 6 days ago
All Nippon Airways
Mon, 3 Nov - Mon, 17 Nov
SYD
Sydney
ORD
Chicago
฿57,970 Return, found 6 days ago
฿57,970
Return
found 6 days ago
Select All Nippon Airways flight, departing Mon, 3 Nov from Sydney to Chicago, returning Mon, 17 Nov, priced at ฿57,970 found 6 days ago
Qatar Airways
Mon, 3 Nov - Mon, 17 Nov
SYD
Sydney
ORD
Chicago
฿73,765 Return, found 6 days ago
฿73,765
Return
found 6 days ago
Select Qatar Airways flight, departing Mon, 3 Nov from Sydney to Chicago, returning Mon, 17 Nov, priced at ฿73,765 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 ฿39,155. 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.

Travel information

Origin airport
Kingsford Smith Intl.
Destination airport
O'Hare Intl.
Return price
฿39,155
Distance
14775 km

Book with confidence

Perfect flights from Sydney to Chicago

Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Sydney to Chicago. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
 
Picture yourself strolling through the streets of , surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
 
Our flexible Kingsford Smith Intl. to O'Hare Intl. ticket options cater to your travel preferences, with incredible one-way fares from ฿28,380 and roundtrip prices from ฿39,155. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
 
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at O'Hare Intl. and explore and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
 
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your to travel arrangements today and embark on the journey of a lifetime in Chicago.
Perfect flights from Sydney to Chicago

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