฿28,265 Cheap Flights from Sydney (SYD) to Chicago (ORD)

View ฿28,265 flight on Tue, 5 May 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 ฿28,265 for one-way flights and ฿38,175 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

All Nippon Airways
Tue, 5 May - Tue, 19 May
SYD
Sydney
ORD
Chicago
฿38,175 Return, found 3 days ago
฿38,175
Return
found 3 days ago
Select All Nippon Airways flight, departing Tue, 5 May from Sydney to Chicago, returning Tue, 19 May, priced at ฿38,175 found 3 days ago
All Nippon Airways
Tue, 5 May - Tue, 19 May
SYD
Sydney
ORD
Chicago
฿38,360 Return, found 3 days ago
฿38,360
Return
found 3 days ago
Select All Nippon Airways flight, departing Tue, 5 May from Sydney to Chicago, returning Tue, 19 May, priced at ฿38,360 found 3 days ago
Air Canada
Tue, 21 Oct - Tue, 28 Oct
SYD
Sydney
ORD
Chicago
฿39,580 Return, found 3 days ago
฿39,580
Return
found 3 days ago
Select Air Canada flight, departing Tue, 21 Oct from Sydney to Chicago, returning Tue, 28 Oct, priced at ฿39,580 found 3 days ago
Air Canada
Tue, 21 Oct - Tue, 28 Oct
SYD
Sydney
ORD
Chicago
฿40,250 Return, found 3 days ago
฿40,250
Return
found 3 days ago
Select Air Canada flight, departing Tue, 21 Oct from Sydney to Chicago, returning Tue, 28 Oct, priced at ฿40,250 found 3 days ago
All Nippon Airways
Tue, 5 May - Tue, 19 May
SYD
Sydney
ORD
Chicago
฿43,525 Return, found 3 days ago
฿43,525
Return
found 3 days ago
Select All Nippon Airways flight, departing Tue, 5 May from Sydney to Chicago, returning Tue, 19 May, priced at ฿43,525 found 3 days ago
Air Canada
Mon, 2 Mar - Wed, 18 Mar
SYD
Sydney
ORD
Chicago
฿43,890 Return, found 3 days ago
฿43,890
Return
found 3 days ago
Select Air Canada flight, departing Mon, 2 Mar from Sydney to Chicago, returning Wed, 18 Mar, priced at ฿43,890 found 3 days ago
Air Canada
Mon, 2 Mar - Wed, 18 Mar
SYD
Sydney
ORD
Chicago
฿43,950 Return, found 3 days ago
฿43,950
Return
found 3 days ago
Select Air Canada flight, departing Mon, 2 Mar from Sydney to Chicago, returning Wed, 18 Mar, priced at ฿43,950 found 3 days ago
United
Mon, 2 Mar - Wed, 18 Mar
SYD
Sydney
ORD
Chicago
฿44,350 Return, found 3 days ago
฿44,350
Return
found 3 days ago
Select United flight, departing Mon, 2 Mar from Sydney to Chicago, returning Wed, 18 Mar, priced at ฿44,350 found 3 days ago
Cathay Pacific
Tue, 21 Oct - Tue, 28 Oct
SYD
Sydney
ORD
Chicago
฿46,805 Return, found 3 days ago
฿46,805
Return
found 3 days ago
Select Cathay Pacific flight, departing Tue, 21 Oct from Sydney to Chicago, returning Tue, 28 Oct, priced at ฿46,805 found 3 days ago
American Airlines
Mon, 2 Mar - Wed, 18 Mar
SYD
Sydney
ORD
Chicago
฿47,000 Return, found 3 days ago
฿47,000
Return
found 3 days ago
Select American Airlines flight, departing Mon, 2 Mar from Sydney to Chicago, returning Wed, 18 Mar, priced at ฿47,000 found 3 days ago
Flight from Sydney to Chicago route information
Origin airport
Kingsford Smith Intl.
Destination airport
O'Hare Intl.
Return price
฿38,175
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 ฿28,265 and roundtrip prices from ฿38,175. 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 ฿38,175. 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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