RM3,227 Cheap Flights from Sydney (SYD) to Chicago (ORD)

View RM3,227 flight on Mon, 11 Aug 2025Opens in a new window

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

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Cheap Flights from Sydney to Chicago (SYD-ORD)

Prices were available within the past 7 days and start at RM3,227 for one-way flights and RM5,246 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Mon, 11 Aug - Wed, 27 Aug
SYD
Sydney
ORD
Chicago
RM5,246 Return, found 17 hours ago
RM5,246
Return
found 17 hours ago
Select American Airlines flight, departing Mon, 11 Aug from Sydney to Chicago, returning Wed, 27 Aug, priced at RM5,246 found 17 hours ago
American Airlines
Mon, 11 Aug - Wed, 27 Aug
SYD
Sydney
ORD
Chicago
RM5,275 Return, found 17 hours ago
RM5,275
Return
found 17 hours ago
Select American Airlines flight, departing Mon, 11 Aug from Sydney to Chicago, returning Wed, 27 Aug, priced at RM5,275 found 17 hours ago
Air Canada
Mon, 11 Aug - Wed, 27 Aug
SYD
Sydney
ORD
Chicago
RM5,857 Return, found 17 hours ago
RM5,857
Return
found 17 hours ago
Select Air Canada flight, departing Mon, 11 Aug from Sydney to Chicago, returning Wed, 27 Aug, priced at RM5,857 found 17 hours ago
Air Canada
Mon, 11 Aug - Wed, 27 Aug
SYD
Sydney
ORD
Chicago
RM5,886 Return, found 17 hours ago
RM5,886
Return
found 17 hours ago
Select Air Canada flight, departing Mon, 11 Aug from Sydney to Chicago, returning Wed, 27 Aug, priced at RM5,886 found 17 hours ago
Air Canada
Mon, 11 Aug - Wed, 27 Aug
SYD
Sydney
ORD
Chicago
RM6,093 Return, found 17 hours ago
RM6,093
Return
found 17 hours ago
Select Air Canada flight, departing Mon, 11 Aug from Sydney to Chicago, returning Wed, 27 Aug, priced at RM6,093 found 17 hours ago
Air Canada
Mon, 11 Aug - Wed, 27 Aug
SYD
Sydney
ORD
Chicago
RM6,272 Return, found 17 hours ago
RM6,272
Return
found 17 hours ago
Select Air Canada flight, departing Mon, 11 Aug from Sydney to Chicago, returning Wed, 27 Aug, priced at RM6,272 found 17 hours ago
Air Canada
Mon, 11 Aug - Wed, 27 Aug
SYD
Sydney
ORD
Chicago
RM6,301 Return, found 17 hours ago
RM6,301
Return
found 17 hours ago
Select Air Canada flight, departing Mon, 11 Aug from Sydney to Chicago, returning Wed, 27 Aug, priced at RM6,301 found 17 hours ago
American Airlines
Mon, 11 Aug - Wed, 27 Aug
SYD
Sydney
ORD
Chicago
RM6,304 Return, found 17 hours ago
RM6,304
Return
found 17 hours ago
Select American Airlines flight, departing Mon, 11 Aug from Sydney to Chicago, returning Wed, 27 Aug, priced at RM6,304 found 17 hours ago
Air Canada
Mon, 11 Aug - Wed, 27 Aug
SYD
Sydney
ORD
Chicago
RM6,330 Return, found 17 hours ago
RM6,330
Return
found 17 hours ago
Select Air Canada flight, departing Mon, 11 Aug from Sydney to Chicago, returning Wed, 27 Aug, priced at RM6,330 found 17 hours ago
American Airlines
Mon, 11 Aug - Wed, 27 Aug
SYD
Sydney
ORD
Chicago
RM6,333 Return, found 17 hours ago
RM6,333
Return
found 17 hours ago
Select American Airlines flight, departing Mon, 11 Aug from Sydney to Chicago, returning Wed, 27 Aug, priced at RM6,333 found 17 hours ago
Air Canada
Mon, 11 Aug - Wed, 27 Aug
SYD
Sydney
ORD
Chicago
RM6,508 Return, found 17 hours ago
RM6,508
Return
found 17 hours ago
Select Air Canada flight, departing Mon, 11 Aug from Sydney to Chicago, returning Wed, 27 Aug, priced at RM6,508 found 17 hours ago
Air Canada
Mon, 11 Aug - Wed, 27 Aug
SYD
Sydney
ORD
Chicago
RM6,537 Return, found 17 hours ago
RM6,537
Return
found 17 hours ago
Select Air Canada flight, departing Mon, 11 Aug from Sydney to Chicago, returning Wed, 27 Aug, priced at RM6,537 found 17 hours ago
American Airlines
Mon, 11 Aug - Wed, 27 Aug
SYD
Sydney
ORD
Chicago
RM6,559 Return, found 17 hours ago
RM6,559
Return
found 17 hours ago
Select American Airlines flight, departing Mon, 11 Aug from Sydney to Chicago, returning Wed, 27 Aug, priced at RM6,559 found 17 hours ago
United
Mon, 11 Aug - Wed, 27 Aug
SYD
Sydney
ORD
Chicago
RM6,827 Return, found 17 hours ago
RM6,827
Return
found 17 hours ago
Select United flight, departing Mon, 11 Aug from Sydney to Chicago, returning Wed, 27 Aug, priced at RM6,827 found 17 hours ago
Qantas Airways
Mon, 11 Aug - Wed, 27 Aug
SYD
Sydney
ORD
Chicago
RM6,962 Return, found 17 hours ago
RM6,962
Return
found 17 hours ago
Select Qantas Airways flight, departing Mon, 11 Aug from Sydney to Chicago, returning Wed, 27 Aug, priced at RM6,962 found 17 hours ago
All Nippon Airways
Mon, 11 Aug - Wed, 27 Aug
SYD
Sydney
ORD
Chicago
RM8,146 Return, found 17 hours ago
RM8,146
Return
found 17 hours ago
Select All Nippon Airways flight, departing Mon, 11 Aug from Sydney to Chicago, returning Wed, 27 Aug, priced at RM8,146 found 17 hours ago
Cathay Pacific
Mon, 11 Aug - Wed, 27 Aug
SYD
Sydney
ORD
Chicago
RM9,051 Return, found 17 hours ago
RM9,051
Return
found 17 hours ago
Select Cathay Pacific flight, departing Mon, 11 Aug from Sydney to Chicago, returning Wed, 27 Aug, priced at RM9,051 found 17 hours ago
Korean Air
Mon, 11 Aug - Wed, 27 Aug
SYD
Sydney
ORD
Chicago
RM9,067 Return, found 17 hours ago
RM9,067
Return
found 17 hours ago
Select Korean Air flight, departing Mon, 11 Aug from Sydney to Chicago, returning Wed, 27 Aug, priced at RM9,067 found 17 hours ago
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, Etihad Airways, Korean Air, Qantas Airways, Qatar Airways, United
Return price
RM5,246
Distance
14775 km

Perfect flights from Sydney to Chicago

Your Journey from Sydney to Chicago

Start your unforgettable journey with Expedia. Our broad selection of flights from Sydney to Chicago caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including American Airlines, Air Canada, United, Qantas Airways, All Nippon Airways, Cathay Pacific, Korean Air. Our selection of flights from Kingsford Smith Intl. to O'Hare Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Sydney to Chicago Flights

Experience the joy of finding cheap flights from Kingsford Smith Intl. to O'Hare Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from RM3,227 and roundtrip prices from RM5,246*.
 

Pre-Flight Essentials

Ensure a smooth journey from Sydney to Chicago with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Chicago

Picture yourself stepping off the plane in Chicago and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Sydney to Chicago Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Sydney to Chicago.
 

Beyond the Flight – Exploring Chicago

With Expedia, your adventure extends beyond the flight. Explore Chicago at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Sydney to Chicago with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Sydney to Chicago with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

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 RM5,246. 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.

Explore a world of travel with Expedia

*Available to Expedia members.