CHI - SYD

$730 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 3/5. 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.
1 adult

KAYAK searches hundreds of travel sites at once for deals on flights to Sydney

 
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

KAYAK's recommended return flight deals from the most popular airlines that fly from Chicago to Sydney.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
15:35 - 07:20ORD-SYD
24h 45m1 stop
09:20 - 07:59SYD-ORD
37h 39m2 stops
$1,644Air Canada
Find Deal
Sun, 11 May - Tue, 27 May
15:35 - 07:20ORD-SYD
24h 45m1 stop
09:20 - 07:59SYD-ORD
37h 39m2 stops
$1,646Air Canada
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Wed, 14 May - Wed, 21 May
18:45 - 11:45ORD-SYD
26h 00m2 stops
13:45 - 20:24SYD-ORD
21h 39m2 stops
$1,903Fiji Airways
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Sat, 10 May - Sat, 17 May
19:03 - 11:45ORD-SYD
25h 42m2 stops
13:15 - 23:34SYD-ORD
25h 19m2 stops
$1,913
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Tue, 5 Aug - Tue, 12 Aug
17:45 - 19:15ORD-SYD
34h 30m1 stop
11:50 - 05:01SYD-ORD
32h 11m2 stops
$1,927ANA
Find Deal
Wed, 27 Aug - Sun, 7 Sep
18:30 - 19:15ORD-SYD
33h 45m2 stops
11:50 - 05:01SYD-ORD
32h 11m2 stops
$1,935ANA
Find Deal
Sat, 23 Aug - Sun, 7 Sep
11:53 - 12:15ORD-SYD
33h 22m2 stops
13:15 - 05:45SYD-ORD
31h 30m2 stops
$1,937
Find Deal
Thu, 10 Apr - Wed, 30 Apr
18:45 - 22:10ORD-SYD
36h 25m2 stops
06:15 - 21:15SYD-ORD
30h 00m2 stops
$1,946Fiji Airways
Find Deal
Tue, 15 Apr - Tue, 29 Apr
15:12 - 07:05ORD-SYD
24h 53m1 stop
09:10 - 15:44SYD-ORD
21h 34m1 stop
$2,148Qantas Airways
Find Deal
Wed, 11 Jun - Mon, 23 Jun
17:51 - 07:05ORD-SYD
22h 14m1 stop
09:10 - 15:44SYD-ORD
21h 34m1 stop
$2,153Qantas Airways
Find Deal
Tue, 10 Jun - Mon, 23 Jun

KAYAK's insights & trends for Chicago to Sydney flights

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 $1,374 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $2,466 and $2,104 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

April

High season

March

Cheapest flight

$730
Best time to beat the crowds (0% less expensive on average)
Most popular time to fly and prices are also 20% 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 $459 for a one-way ticket and $1,034 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?

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

  • Which is the best airline for flights from Chicago to Sydney, Qantas Airways or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Sydney are Qantas Airways and United Airlines. With an average price for the route of $1,513 and an overall rating of 7.5, Qantas Airways is the most popular choice. United Airlines is also a great choice for the route, with an average price of $2,192 and an overall rating of 7.4.

  • 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 3 airlines serving 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.
7.5
Qantas AirwaysOverall score based on 813 reviews
8.1Crew
7.6Boarding
7.4Comfort
7.2Entertainment
6.9Food
Airline reviews

I liked the service, the menu, and the comfort of the seats! Even tho we were seated by the bathrooms, the reclining seats and movie selection was very good, my husband and I didn’t mind at all

10.0 Excellentanna, Mar 2025AKL - SYD
Read more Qantas Airways reviews

I liked the service, the menu, and the comfort of the seats! Even tho we were seated by the bathrooms, the reclining seats and movie selection was very good, my husband and I didn’t mind at all

Very good as always, stand out airline. The passengers whom choose to stuff baggage that otherwise should be checked-in is a real bother but that's not the airlines doing. A real frustration that passengers just don't want to check-in luggage. This is a pet hate unfortunately.

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

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

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.

1. Nowhere to sit at the gate D4 2. No control of lining up in different zones 3. People pushing in during the line up of zones. 4. Certainly not in a dignified manner.

Everything went smoothly. I appreciate the selection of free movies.

I like the friendliness of the crew members. I think the snack could’ve been better instead of a small package of pretzel. I like that they offer me something to drink.

Almost missed boarding, mass line up made me be the last person. Wish the announcement was more loud, didn’t hear what seats or zones were ready. Being last also made finding space for my roller bag. Fortunately the flight attendants made it work!

The TSA agents in Phoenix were incredibly rude and confiscated belongings that we wanted to check. The flight got changed without our knowledge to a worse situation. The whole thing was terrible

Air Canada was great! From the airport at Montreal to boarding to the food on board the plane. The crew was great too! There was a slight issue with some other peoples’ tickets that I overheard about but the crew handled with care immediately to ensure everyone was comfortable and we could takeoff! Great experience with Air Canada

My experience with Air Canada was good. Great customer service… only a few delays and issues with the tunnel to exit the plain. I did not appreciate that we arrived at terminal D and had to go to terminal E to get the bags/ luggage.

PDX staff was great and we arrived on time in YVR.

They announced before boarding that the flight was full and there would be limited space in the overhead bins and you could check in for free. We did and after we boarded the plane found it was not full and there was plenty of space in the overhead bins. I’m not sure why they made this announcement.

Front desk attendant wouldn’t check me in even though there was not a single person in line. Made me use the kiosk. Kiosk had an error (of course) no baggage can be checked at this kiosk please see attendant. Then I had to wait in line for the same front desk attendant waiting for 5 people who ended up coming in front of me while I tried to use a broken and useless kiosk. Finally after checked in, wait 30 min to board all the way to zone 6 and they would deny me even after all the zone 1-5 people already went. Just literally making us wait to board so they stand there doing nothing for 5 minutes. Just ridiculous and awful customer service. Fly with literally anyone else

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

Information on your arrival and departure airports

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