฿27,630 Cheap Flights from Sydney (SYD) to Chicago (ORD)

View ฿27,630 flight on Tue, 17 Feb 2026Opens 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 ฿27,630 for one-way flights and ฿42,210 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Tue, 17 Feb - Tue, 24 Feb
SYD
Sydney
ORD
Chicago
฿42,210 Return, found 22 hours ago
฿42,210
Return
found 22 hours ago
Select Air Canada flight, departing Tue, 17 Feb from Sydney to Chicago, returning Tue, 24 Feb, priced at ฿42,210 found 22 hours ago
Air Canada
Tue, 17 Feb - Tue, 24 Feb
SYD
Sydney
ORD
Chicago
฿42,630 Return, found 22 hours ago
฿42,630
Return
found 22 hours ago
Select Air Canada flight, departing Tue, 17 Feb from Sydney to Chicago, returning Tue, 24 Feb, priced at ฿42,630 found 22 hours ago
Air Canada
Tue, 17 Feb - Tue, 24 Feb
SYD
Sydney
ORD
Chicago
฿42,840 Return, found 22 hours ago
฿42,840
Return
found 22 hours ago
Select Air Canada flight, departing Tue, 17 Feb from Sydney to Chicago, returning Tue, 24 Feb, priced at ฿42,840 found 22 hours ago
American Airlines
Tue, 17 Feb - Tue, 24 Feb
SYD
Sydney
ORD
Chicago
฿43,240 Return, found 22 hours ago
฿43,240
Return
found 22 hours ago
Select American Airlines flight, departing Tue, 17 Feb from Sydney to Chicago, returning Tue, 24 Feb, priced at ฿43,240 found 22 hours ago
American Airlines
Tue, 17 Feb - Tue, 24 Feb
SYD
Sydney
ORD
Chicago
฿43,460 Return, found 22 hours ago
฿43,460
Return
found 22 hours ago
Select American Airlines flight, departing Tue, 17 Feb from Sydney to Chicago, returning Tue, 24 Feb, priced at ฿43,460 found 22 hours ago
Air Canada
Tue, 17 Feb - Tue, 24 Feb
SYD
Sydney
ORD
Chicago
฿43,560 Return, found 22 hours ago
฿43,560
Return
found 22 hours ago
Select Air Canada flight, departing Tue, 17 Feb from Sydney to Chicago, returning Tue, 24 Feb, priced at ฿43,560 found 22 hours ago
American Airlines
Tue, 17 Feb - Tue, 24 Feb
SYD
Sydney
ORD
Chicago
฿43,680 Return, found 22 hours ago
฿43,680
Return
found 22 hours ago
Select American Airlines flight, departing Tue, 17 Feb from Sydney to Chicago, returning Tue, 24 Feb, priced at ฿43,680 found 22 hours ago
United
Tue, 17 Feb - Tue, 24 Feb
SYD
Sydney
ORD
Chicago
฿43,790 Return, found 22 hours ago
฿43,790
Return
found 22 hours ago
Select United flight, departing Tue, 17 Feb from Sydney to Chicago, returning Tue, 24 Feb, priced at ฿43,790 found 22 hours ago
Qantas Airways
Tue, 17 Feb - Tue, 24 Feb
SYD
Sydney
ORD
Chicago
฿44,495 Return, found 22 hours ago
฿44,495
Return
found 22 hours ago
Select Qantas Airways flight, departing Tue, 17 Feb from Sydney to Chicago, returning Tue, 24 Feb, priced at ฿44,495 found 22 hours ago
Cathay Pacific
Tue, 17 Feb - Tue, 24 Feb
SYD
Sydney
ORD
Chicago
฿46,390 Return, found 22 hours ago
฿46,390
Return
found 22 hours ago
Select Cathay Pacific flight, departing Tue, 17 Feb from Sydney to Chicago, returning Tue, 24 Feb, priced at ฿46,390 found 22 hours ago
Flight from Sydney to Chicago route information
Origin airport
Kingsford Smith Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, All Nippon Airways, American Airlines, Cathay Pacific, Emirates, Etihad Airways, Japan Airlines, Korean Air, Qantas Airways, Qatar Airways, United
Return price
฿42,210
Distance
14775 km

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 ฿27,630 and roundtrip prices from ฿42,210. 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.

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 ฿42,210. 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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