CHI - SYD

$358 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 4/6. 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.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Sydney.
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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 round-trip 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 round-trip flight deals from Chicago to Sydney

Recommended round-trip 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
3:17 pm - 6:35 amORD-SYD
24h 18m1 stop
5:45 pm - 11:59 pmSYD-ORD
21h 14m1 stop
$806Qantas Airways
Find Deal
Fri, Apr 18 - Sat, Apr 26
5:45 pm - 7:15 pmORD-SYD
34h 30m1 stop
9:10 am - 11:59 pmSYD-ORD
29h 49m1 stop
Sun, Apr 6 - Sun, Apr 13
10:34 am - 6:35 amORD-SYD
29h 01m2 stops
8:25 pm - 5:10 amSYD-ORD
23h 45m2 stops
$825American Airlines
Find Deal
Tue, Apr 29 - Sun, May 11
5:30 pm - 6:35 amORD-SYD
22h 05m1 stop
5:35 pm - 5:53 amSYD-ORD
27h 18m1 stop
$829American Airlines
Find Deal
Thu, May 1 - Tue, May 6
3:02 pm - 6:35 amMDW-SYD
24h 33m2 stops
9:25 am - 6:00 pmSYD-MDW
23h 35m2 stops
$925Delta
Find Deal
Wed, Apr 30 - Wed, May 7
12:15 pm - 7:45 amORD-SYD
27h 30m2 stops
1:15 pm - 8:58 pmSYD-ORD
23h 43m2 stops
$937Delta
Find Deal
Mon, Mar 10 - Mon, Mar 17
4:40 pm - 8:45 amORD-SYD
25h 05m2 stops
9:55 am - 9:33 pmSYD-ORD
26h 38m2 stops
$1,204Air New Zealand
Find Deal
Wed, Jun 18 - Wed, Jul 9
4:40 pm - 8:45 amORD-SYD
25h 05m2 stops
6:20 pm - 11:04 pmSYD-ORD
43h 44m2 stops
$1,237Air New Zealand
Find Deal
Mon, Jun 2 - Sun, Jun 8
10:40 am - 7:20 amORD-SYD
29h 40m2 stops
9:20 am - 8:14 pmSYD-ORD
25h 54m2 stops
$1,296Air Canada
Find Deal
Tue, Jul 1 - Wed, Jul 16
11:30 am - 7:20 amORD-SYD
28h 50m2 stops
9:20 am - 2:43 pmSYD-ORD
20h 23m1 stop
$1,297Air Canada
Find Deal
Tue, Apr 15 - Tue, Apr 22

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.
If your flying dates are flexible, you should consider flying to Sydney on a Saturday, as we generally find the cheapest rates on that day for this route. On the other hand, Thursday is the most expensive day to fly from Chicago to Sydney. For your return ticket, we recommend flying on a Monday and avoiding Sundays for the best deals.

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 $866 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $1,571 and $1,350 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

$358
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 round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips 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 $358 for a one-way ticket and $806 for a round-trip.

  • Do I need a passport to fly between Chicago and Sydney?

    Yes, you’ll need a passport to travel to Sydney from Chicago.

  • 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.

  • What is the most popular layover when flying to Sydney from Chicago?

    Los Angeles is the most popular layover city among KAYAK users traveling from Chicago to Sydney.

  • Which is the best airline for flights from Chicago to Sydney, ANA or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Sydney are ANA and Delta. With an average price for the route of $851 and an overall rating of 8.4, ANA is the most popular choice. Delta is also a great choice for the route, with an average price of $935 and an overall rating of 8.0.

  • 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 round-trip 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 5 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.
7.9
Air New ZealandOverall score based on 462 reviews
7.4Entertainment
8.5Crew
8.2Boarding
7.2Food
7.9Comfort
Airline reviews

Everything was fine. Wish the wifi was free and included in the ticket price.

10.0 ExcellentAnonymous, Feb 2025ORD - SFO
Read more Air New Zealand reviews

Everything was fine. Wish the wifi was free and included in the ticket price.

Nothing special short flight - all good - difference between 1 fudge and 2 fudge is obligation and thankfulness

The flight we had booked was cancelled due to bad weather conditions, but we were lucky to arrive at the airport quite early and got a seat on an earlier flight. The flight was mostly nice, but there were some hefty turbulences towards Queenstown. One of the passengers behaved hysterically. It would have been great if the crew had done something to calm her.

Sitting in an aisle seat equals getting hit by food cart and spilled on multiple times Food: gross and minimalistic Crew: frumpy and kurt Sound on multiple entertainment platforms poor Not an earplug problem, system soundboard poor

Major hassle with the weight of carryon luggage Having to repack bags at airport Not an issue in most of world Ridiculous issue considering the 400 pound gentleman sitting behind us

Overall experience was poor. In general crew was polite in speaking but that was all about it. I am vegetarian so I always carry a cup noodle box with me just in case. So I pressed "CALL" button for hot water for my cup noodle on my seat and waited for 10-15 minutes but nobody came. I personally took the box and went all the way to back of the plane. When I requested stewardess to put hot water in my cup noodle she refused as it was a "safety" hazard. I told her that you always serve coffee and tea these are also hot. But she still refused. I went back to my seat and from the seat I ordered hot water and it was brought to me without any problem. I poured THAT hot water in my cup noodle and ate. I was sitting in seat 36A, which was 2nd row in economy class. After eating my noodle I took the box and went 2 rows in the front where there was a kitchen to throw it. Again the stewardess there told me she didn't have a waste bin there and asked me to go back of the plane and throw it there. Tell me if above experiences are 'ok' for your airline??

Everything very good except the sofa couch not as comfortable as expected.

Liked the non-stop option, can always use more leg room!

Wonderful Airlines…our American Airlines could learn from ANZ. From boarding to landing everyone was professional and gracious. Kiwi’s really are the nicest of all people! Thank you

typical long haul economy flight. Food was mediocre, inflight service was average. Offered in flight snacks but in seat ordering didn't work. Entertainment was good.

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.

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

Crazy seating issues. We got seated far apart. Offered middle seats at a premium rate. Why is a middle seat now the expensive seat? Baffling.

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

I liked nothing about this flight nor the incredible lack of service and communication on this flight from the Captain to every staff member. Arrogant, entitled and lacking any kind of basic customer service

Terrible. My brother broke his leg and couldn’t board the flight and air Canada couldn’t do anything about rescheduling his flight. Poor customer service and help all around

Everything should be better, terrible flight and airport service. Delayed for 6 hours, flying around for 1 hr, and keeping us on a plane for another 2,5 -3hrs.

The plane was dirty. It appeared that Air Canada did not know vacuum cleaners had been invented. Second, the overhead bins were about 1/3 or 1/2 the size of "normal" bins. That was a problem. The worst was disembarking in the weather in Montreal. I have cold agglutinin disease. That means my red blood cells clump together and then are destroyed when exposed, even by breathing to cold air. A few seconds of exposure can be dangerous. I am now experiencing extreme fatigue caused by the anemia from that experience. I should have had more assistance descending a narrow ramp and then traversing, even if only a few feet, of icy pavement. The blowing snow penetrated my facial covering and has caused problems.

Good airport. Good entertainment on the big flight. Did not have a good way to prop up or mount my phone/ipad

I booked my flight ni November and was placed on standby? How does this happen. Flight was 1 1/2 hours late departure plane was switched to a smaller plane easy to tell this is a government run company they don’t care about anyone

Boarding was a disaster one person checking in 200 people took 25 min to check in zone 1&2.

Old, noisy plane, bad coffee, delayed. Flight attendant was very nice.

Boarding could be improved, no need to wait after a previous group is completed

We boarded 1.5 hours late. Long wait for the bags when we got to Mexico City. Long wait to get on plane with people mover truck. Friendly staff. They answered all questions as best the could. Such a long, long walk from the plane to customs. Thank you, Michael A. Burris Cambridge, Massachusetts USA

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

Information on your arrival and departure airports

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