CHI - SYD

$580 Find Cheap Flights from Chicago to Sydney

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Sydney departing on 31/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Sydney, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Sydney, as well as popular online travel agencies
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Cheap Flight Deals from Chicago to Sydney (CHI-SYD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from Chicago to Sydney that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent return flight deals from Chicago to Sydney

Recommended return deals departing in the coming months from the most popular airlines that fly from Chicago to Sydney.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
19:20 - 07:05ORD-SYD
20h 45m1 stop
17:45 - 23:59SYD-ORD
21h 14m1 stop
$1,255Qantas Airways
Find Deal
Tue, 15 Apr - Wed, 30 Apr
15:17 - 06:35ORD-SYD
24h 18m1 stop
17:45 - 23:59SYD-ORD
21h 14m1 stop
$1,263Qantas Airways
Find Deal
Fri, 18 Apr - Sat, 26 Apr
09:54 - 07:05ORD-SYD
30h 11m1 stop
17:45 - 23:56SYD-ORD
21h 11m1 stop
$1,268Qantas Airways
Find Deal
Wed, 7 May - Wed, 28 May
17:45 - 19:15ORD-SYD
34h 30m1 stop
09:10 - 16:21SYD-ORD
22h 11m1 stop
$1,286
Find Deal
Sun, 10 Aug - Mon, 18 Aug
18:45 - 06:35ORD-SYD
42h 50m1 stop
17:25 - 23:59SYD-ORD
22h 34m1 stop
$1,291British Airways
Find Deal
Sat, 8 Mar - Sat, 15 Mar
10:34 - 06:35ORD-SYD
29h 01m2 stops
20:25 - 05:10SYD-ORD
23h 45m2 stops
$1,293American Airlines
Find Deal
Tue, 29 Apr - Sun, 11 May
19:40 - 19:15ORD-SYD
32h 35m2 stops
09:10 - 23:57SYD-ORD
29h 47m1 stop
$1,294
Find Deal
Mon, 11 Aug - Mon, 25 Aug
17:30 - 06:35ORD-SYD
22h 05m1 stop
17:35 - 05:53SYD-ORD
27h 18m1 stop
$1,299American Airlines
Find Deal
Thu, 1 May - Tue, 6 May
15:02 - 06:35MDW-SYD
24h 33m2 stops
09:25 - 18:00SYD-MDW
23h 35m2 stops
$1,449Delta
Find Deal
Wed, 30 Apr - Wed, 7 May
11:15 - 06:35ORD-SYD
28h 20m2 stops
09:25 - 16:08SYD-ORD
21h 43m2 stops
$1,468Delta
Find Deal
Tue, 22 Apr - Tue, 6 May

Flights from Chicago to Sydney - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Sydney to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Sydney?

The average price of all round-trip flights from Chicago to Sydney clicked on KAYAK for each day over the last 12 months.
When flying from Chicago to Sydney, you should consider leaving on a Friday and avoid Thursdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Mondays and the most expensive ones on Sundays.

What is the cheapest month to fly from Chicago to Sydney?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Sydney, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to Sydney is August, where tickets cost $1,357 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $2,462 and $2,115 respectively.

How far in advance should I book a flight from Chicago to Sydney?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Sydney, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.
To get a below average price on the flight from Chicago to Sydney, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low season

October

High season

March

Cheapest flight

$580
Best time to beat the crowds but there is an average 10% increase in price.
Most popular time to fly and prices are also 23% lower on average.
Flight from Chicago O'Hare Airport to Sydney

When to book flights from Chicago to Sydney

Are your dates flexible? Find out the best times to travel from Chicago to Sydney based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Sydney

  • Can I fly directly from Chicago to Sydney?

    Unfortunately, there aren’t any airlines with a direct connection from Chicago to Sydney. Your trips will involve at least one layover, with certain airlines even having two layovers scheduled for this trip. The location of the layover will depend on the airline you’re flying with. For instance, Air New Zealand has its layovers scheduled for Auckland while Air India has Delhi. Both American Airlines and United have Los Angeles as the set layover destination for this route.

  • Is public transport available from Sydney Airport (SYD) to downtown Sydney?

    Yes, there is a train that connects the airport to the city center. It is the cheapest option available and also the quickest, taking the best part of fifteen minutes between the airport and downtown. However, it is not as convenient as a taxi especially when you have a lot of luggage as it will drop you off at the Circular Quay in the center of Sydney then you will have to walk to your hotel.

  • What are the benefits of upgrading to first class for this trip?

    For a long flight like this one, you are sure to get maximum value for your money when you upgrade to first class. The seats are much more comfortable, making the trip more bearable, and you can stretch out freely with the extra legroom. In addition, you will be served an amazing selection of meals and drinks to enjoy at various points during the flight. Lastly, you will be able to access the first-class lounges during your layover, where you can freshen up and get some rest while waiting for the second leg of the flight.

  • Do I need a visa to fly from Chicago to Sydney?

    Yes, a visa is one of the mandatory requirements for all US citizens going to Sydney or any other Australian city. As they don’t provide any visas on arrival, you have to apply beforehand by visiting the Embassy or Consulate in advance of your travel dates to ensure that they have been processed by the time you’re flying out. You can also apply for an ETA via an online process, which is much more convenient.

  • What is the cheapest flight from Chicago to Sydney?

    In the last 3 days, the lowest price for a flight from Chicago to Sydney was $370 for a one-way ticket and $801 for a return.

  • Which airports will I be using when flying from Chicago to Sydney?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Sydney Kingsford Smith is the only airport in Sydney. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

  • Which aircraft models fly most regularly from Chicago to Sydney?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Sydney?

    Star Alliance, oneworld, and SkyTeam are the airline alliances operating flights between Chicago and Sydney, with oneworld being the most commonly used for this route.

  • How does KAYAK find such low prices on flights from Chicago to Sydney?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Sydney.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Sydney?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Sydney from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Sydney?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Sydney with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Sydney?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Sydney from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

KAYAK’s top tips for finding a cheap flight from Chicago to Sydney

  • Air New Zealand is a great option to book when flying with the entire family. They have free Wi-Fi available plus seatback on-demand video and free meals, all of which should make it a better experience for the kids.
  • The Blue Line train from downtown Chicago to O’Hare International Airport (ORD) is a good commuter option when you want to avoid the rush hour traffic that is usually quite a menace.
  • United Airlines doesn’t allow passengers to bring carry-on bags to the economy class cabin. However, they do allow one checked bag for free, meaning if you have any bags, you will need to check them before the flight.
  • American Airlines offers travelers the chance to calculate and offset the emissions generated during the flight from Chicago to Sydney through Cool Effect. This is a great way to make your trips more sustainable and keep the carbon footprint low.
  • Chicago Midway is an alternative departure airport to O’Hare. It is closer to downtown Chicago and also less busy, however, there are few flight options from the airport with all of them being served by Delta and including at least two layovers.
See more tips

Top airlines flying from Chicago to Sydney

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Sydney. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Sydney? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
Qantas AirwaysOverall score based on 813 reviews
7.6Boarding
7.4Comfort
6.9Food
8.1Crew
7.1Entertainment
Airline reviews

It’s a two prop flight so I had problems with my ears on re- entering ! But otherwise fine

8.0 ExcellentAnonymous, Feb 2025SYD - BXG
Read more Qantas Airways reviews

It’s a two prop flight so I had problems with my ears on re- entering ! But otherwise fine

I love flying with Qantas. There was no onscreen entertaining on this flight, and only a snack provided (not a meal) but still better than Jetstar or Virgin (in my opinion) so still happy.

The food was terrible. And the flight attendants were very rude. One flight attendant wouldn’t help a passenger lift their carry-on. Another flight attendant wouldn’t give a man an extra blanket. And they walked by not even looking at the passengers to see if they needed a glass of water.

Wheelchair assistance to move through the terminals and to/from the plane door was excellent. No vegan snack on the flight, only something with salami and cheese in it.

I have flown Qantas multiple times in the past it seemed this flight the plane had less seat room or the seats were way less comfortable than before. Everything else was about the same. Thanks

The old Plane had not been cleaned properly in a long time.

I got upgraded from economy to business, and the experience was outstanding

Boarding was over 3 hrs late and we didn’t land until almost 1:30am

I disliked the fact that they forced people to put up their seats during meal service

Headphone jacks worked poorly, seat recline was broken. Planes were rundown.

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

Fight was delayed an hour due to operational issues ,then further delayed due to ground control for a total of about 1.30 hours. Salad was completely frozen and flatware was so cold you could barely handle it. Crew was friendly and professional and the flight was smooth. The aircraft was clean and well-serviced.

The flight attendants in First Class were mediocre at best. They did not take our tray away until we were about to land and only did so when I press the call button. The United person at the United Club was asked to get us our boarding pass since we missed the flight due in Chicago. She argued that we did not have seats on the flight given to us in Moline. Furthermore, she was adamant that we did not have a First Class ticket. After I spent much time with her trying to show we were correct, she reluctantly agreed. She was probably the most incompetent ticketing person I have ever met and I have traveled 3 million miles on United plus many additional miles with other carriers. United has definitely deteriorated in more than on way.

Smooth flight. As always dinner could have been more generous. Breakfast was great.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

We arrived early and finally made it to our gate almost an hour after.

Was a pain having to leave the plane and reboard but glad the plane was fixed

Plane was was better than th YVR to ORD flight but was a fraction of the distance. Fly your better planes on longer distance flights.

Travelling to a place near Sydney?

Book flights to Sydney if you plan to visit one of these locations
Wollongong
Katoomba
Parramatta
Terrigal
Penrith
Manly
Leura
Bondi Beach
Cronulla
Coogee
Randwick
Lithgow
Charlestown
Newport
Swansea
Brooklyn

Everything you need to know for your flight from Chicago to Sydney

Information on your arrival and departure airports

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