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£597 Cheap Flights from Sydney (SYD) to Chicago (ORD)

View £597 flight on Thu, 22 Oct 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 £597 for one-way flights and £890 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Etihad Airways
Mon, 26 Oct - Sun, 1 Nov
SYD
Sydney
ORD
Chicago
£890 Return, found 6 days ago
£890
Return
found 6 days ago
Select Etihad Airways flight, departing Mon, 26 Oct from Sydney to Chicago, returning Sun, 1 Nov, priced at £890 found 6 days ago
Etihad Airways
Thu, 22 Oct - Thu, 29 Oct
SYD
Sydney
ORD
Chicago
£891 Return, found 5 days ago
£891
Return
found 5 days ago
Select Etihad Airways flight, departing Thu, 22 Oct from Sydney to Chicago, returning Thu, 29 Oct, priced at £891 found 5 days ago
Etihad Airways
Mon, 26 Oct - Sun, 1 Nov
SYD
Sydney
ORD
Chicago
£900 Return, found 6 days ago
£900
Return
found 6 days ago
Select Etihad Airways flight, departing Mon, 26 Oct from Sydney to Chicago, returning Sun, 1 Nov, priced at £900 found 6 days ago
Etihad Airways
Thu, 22 Oct - Thu, 29 Oct
SYD
Sydney
ORD
Chicago
£901 Return, found 5 days ago
£901
Return
found 5 days ago
Select Etihad Airways flight, departing Thu, 22 Oct from Sydney to Chicago, returning Thu, 29 Oct, priced at £901 found 5 days ago
Alaska Airlines
Thu, 22 Oct - Thu, 29 Oct
SYD
Sydney
ORD
Chicago
£1,085 Return, found 5 days ago
£1,085
Return
found 5 days ago
Select Alaska Airlines flight, departing Thu, 22 Oct from Sydney to Chicago, returning Thu, 29 Oct, priced at £1,085 found 5 days ago
Cathay Pacific
Tue, 20 Oct - Tue, 3 Nov
SYD
Sydney
ORD
Chicago
£1,136 Return, found 5 hours ago
£1,136
Return
found 5 hours ago
Select Cathay Pacific flight, departing Tue, 20 Oct from Sydney to Chicago, returning Tue, 3 Nov, priced at £1,136 found 5 hours ago
American Airlines
Sun, 25 Apr - Fri, 30 Apr
SYD
Sydney
ORD
Chicago
£1,143 Return, found 6 days ago
£1,143
Return
found 6 days ago
Select American Airlines flight, departing Sun, 25 Apr from Sydney to Chicago, returning Fri, 30 Apr, priced at £1,143 found 6 days ago
Turkish Airlines
Fri, 16 Oct - Sat, 24 Oct
SYD
Sydney
ORD
Chicago
£1,181 Return, found 5 days ago
£1,181
Return
found 5 days ago
Select Turkish Airlines flight, departing Fri, 16 Oct from Sydney to Chicago, returning Sat, 24 Oct, priced at £1,181 found 5 days ago
Qatar Airways
Sun, 1 Nov - Sun, 8 Nov
SYD
Sydney
ORD
Chicago
£1,242 Return, found 5 days ago
£1,242
Return
found 5 days ago
Select Qatar Airways flight, departing Sun, 1 Nov from Sydney to Chicago, returning Sun, 8 Nov, priced at £1,242 found 5 days ago
Philippine Airlines
Sun, 25 Apr - Fri, 30 Apr
SYD
Sydney
ORD
Chicago
£1,257 Return, found 6 days ago
£1,257
Return
found 6 days ago
Select Philippine Airlines flight, departing Sun, 25 Apr from Sydney to Chicago, returning Fri, 30 Apr, priced at £1,257 found 6 days ago

Frequently asked questions

How much does a flight from Sydney, NSW (SYD-Kingsford Smith Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost?
You can find one-way and return flights from SYD to ORD with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when SYD to ORD ticket fares go up or down.
What is the cheapest month to fly from Sydney, NSW (SYD-Kingsford Smith Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The cheapest months to fly from SYD to ORD are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Sydney, NSW (SYD) to Chicago, IL (ORD)?
Enter SYD to ORD and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Sydney, NSW (SYD-Kingsford Smith Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Air India is one of the cheapest airlines offering connecting return flights from Sydney, NSW (SYD-Kingsford Smith Intl.) to Chicago, IL (ORD-O'Hare Intl.), with prices starting from around £1649 for flights that can be booked for departure within the next year. These flights typically include a layover in Delhi (DEL-Indira Gandhi Intl.). Prices are per adult, for economy/coach class. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.
How do I find cheap flights from Sydney, NSW (SYD-Kingsford Smith Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Sydney, NSW (SYD-Kingsford Smith Intl.) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Sydney, NSW (SYD-Kingsford Smith Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Sydney, NSW (SYD-Kingsford Smith Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
There are around 57 connecting flights per day from Sydney, NSW (SYD-Kingsford Smith Intl.) to Chicago, IL (ORD-O'Hare Intl.). Some common connection points include Vancouver Intl. (YVR), Los Angeles Intl. (LAX), and Auckland Intl. (AKL).
What is the earliest flight from Sydney, NSW (SYD) to Chicago, IL (ORD)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from Sydney, NSW (SYD) to Chicago, IL (ORD). To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Sydney, NSW (SYD-Kingsford Smith Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll typically find the most flights from Sydney, NSW (SYD-Kingsford Smith Intl.) to Chicago, IL (ORD-O'Hare Intl.) on a Monday, with around 29 flights available. This gives you a good selection for your travel plans. Major airlines on this route include Qantas Airways, United, and Air New Zealand. Looking at the week, Monday offers notably more flight options compared to other days, with about 29 flights, while Wednesday has fewer, around 9 flights.
What are the most popular departure times for flights from Sydney, NSW (SYD-Kingsford Smith Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Sydney, NSW (SYD-Kingsford Smith Intl.) to Chicago, IL (ORD-O'Hare Intl.) are in the morning, from 9am to 12pm. Many major carriers, including United, American Airlines and Delta, offer flights during this window. Many travellers prefer this because it allows for an early start to their journey.
How long does it take to fly from Sydney, NSW (SYD-Kingsford Smith Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Flights from SYD to ORD with one stop typically take around 22 hours 30 minutes, covering approximately 14,864 kilometers. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Sydney, NSW (SYD-Kingsford Smith Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You can fly business class or first class between SYD and ORD.Airlines that offer business class service on this route include:

  • Qatar Airways
  • Korean Air
  • Air New Zealand
  • Turkish Airlines
  • Etihad Airways
  • Alaska Airlines
  • Asiana Airlines
  • Air India
  • Air Canada
  • Cathay Pacific
  • Air Japan Company
  • Emirates
  • Japan Airlines
  • All Nippon Airways
  • Qantas Airways
  • United
  • American Airlines

First class cabins are available on:

  • Emirates
  • Japan Airlines
  • Qantas Airways
  • American Airlines

How do I earn miles on a Sydney, NSW (SYD) to Chicago, IL (ORD) flight with Expedia?
It's easy to earn miles on a Sydney, NSW (SYD) to Chicago, IL (ORD) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
Is it cheaper to buy a plane ticket from Sydney, NSW (SYD) to Chicago, IL (ORD) at the last minute?
Typically, booking a last minute flight from Sydney, NSW (SYD) to Chicago, IL (ORD) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Sydney, NSW (SYD) to Chicago, IL (ORD) flight and hotel package?
Securing a Sydney, NSW (SYD) to Chicago, IL (ORD) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Sydney, NSW (SYD-Kingsford Smith Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Sydney, NSW (SYD-Kingsford Smith Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Kingsford Smith Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, All Nippon Airways, British Airways, Cathay Pacific, Emirates, Etihad Airways, Japan Airlines, JetBlue Airways, Korean Air, Qantas Airways, Qatar Airways, Turkish Airlines
Return price
£889
Distance
14775 km

Book with confidence

Compare flights from Sydney to Chicago easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Sydney to Chicago. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to O'Hare Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Kingsford Smith Intl. to O'Hare Intl..  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Kingsford Smith Intl. (SYD) to O'Hare Intl. (ORD)

The easiest way to view the best deals on flights from Sydney to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Kingsford Smith Intl. to O'Hare Intl. start at just £890 and range up to £1,257.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Sydney and Chicago
  • booking your flight during October, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Sydney to Chicago flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Kingsford Smith Intl. to O'Hare Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Compare flights from Sydney to Chicago easily and book with confidence

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