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CHI - SYD

$1,264 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 3/11. 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
Sat 15/6
Sat 22/6

Search 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
In the last 7 days, travellers have searched 42,566,405 times on KAYAK, and here's why:

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Cheap flight deals from Chicago to Sydney (CHI-SYD)

 
These are the cheapest deals for flights from Chicago to Sydney currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. 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 round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to Sydney.

Recent one-way flight deals from Chicago to Sydney

Only flying one-way? Below are some of the best one-way flight deals from Chicago to Sydney found on KAYAK recently.

Recent last-minute flight deals from Chicago to Sydney

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Chicago to Sydney.

Recent direct flight deals from Chicago to Sydney

The latest deals for direct flights from Chicago to Sydney so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Chicago to Sydney

Find recent round-trip train or bus tickets from Chicago to Sydney.

All round-trip flight deals to Sydney

The cheapest plane tickets to Sydney found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
13:20 - 07:05ORD-SYD
26h 45m1 stop
09:10 - 17:37SYD-ORD
23h 27m1 stop
$1,626American Airlines
Find Deal
Wed, 11 Sep - Mon, 16 Sep
16:50 - 07:05ORD-SYD
23h 15m2 stops
09:10 - 17:21SYD-ORD
23h 11m2 stops
$1,627American Airlines
Find Deal
Tue, 10 Sep - Tue, 17 Sep
07:20 - 08:20ORD-SYD
33h 00m3 stops
11:20 - 08:05SYD-ORD
37h 45m2 stops
$1,724Air Canada
Find Deal
Sun, 27 Oct - Sun, 24 Nov
15:57 - 09:20ORD-SYD
24h 23m1 stop
11:20 - 16:50SYD-ORD
22h 30m2 stops
$1,773Air Canada
Find Deal
Fri, 8 Nov - Tue, 26 Nov
06:05 - 08:45ORD-SYD
35h 40m2 stops
11:50 - 20:50SYD-ORD
24h 00m2 stops
$1,800Air New Zealand
Find Deal
Mon, 12 Aug - Mon, 19 Aug
21:31 - 08:45ORD-SYD
44h 14m2 stops
11:50 - 20:50SYD-ORD
24h 00m2 stops
$1,869Air New Zealand
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Fri, 30 Aug - Mon, 9 Sep
21:15 - 07:20ORD-SYD
43h 05m2 stops
19:35 - 14:21SYD-ORD
33h 46m2 stops
$1,994
Find Deal
Sat, 15 Jun - Sat, 29 Jun
15:40 - 07:20ORD-SYD
24h 40m1 stop
19:35 - 14:21SYD-ORD
33h 46m2 stops
$2,051
Find Deal
Sat, 15 Jun - Sat, 29 Jun
15:44 - 06:55ORD-SYD
24h 11m1 stop
10:20 - 00:50SYD-ORD
29h 30m1 stop
$2,079United Airlines
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Sun, 16 Jun - Wed, 26 Jun
16:15 - 07:00ORD-SYD
23h 45m2 stops
09:30 - 17:10SYD-ORD
22h 40m2 stops
$2,085United Airlines
Find Deal
Tue, 25 Jun - Tue, 20 Aug
22:57 - 19:45ORD-SYD
27h 48m2 stops
$1,264
Find Deal
Sun, 3 Nov
20:08 - 19:45MDW-SYD
32h 37m2 stops
$1,278
Find Deal
Thu, 8 Aug
09:19 - 19:45ORD-SYD
43h 26m2 stops
$1,288
Find Deal
Wed, 12 Jun
17:05 - 20:40ORD-SYD
35h 35m2 stops
$1,353China Southern
Find Deal
Sat, 2 Nov
16:05 - 10:50ORD-SYD
27h 45m1 stop
$1,452Cathay Pacific
Find Deal
Thu, 8 Aug
18:20 - 12:15ORD-SYD
26h 55m2 stops
$1,465
Find Deal
Thu, 8 Aug
17:40 - 06:55ORD-SYD
69h 15m3 stops
$1,521Iberia
Find Deal
Sat, 2 Nov
16:25 - 20:15ORD-SYD
34h 50m1 stop
$1,546ANA
Find Deal
Sun, 3 Nov
15:40 - 07:20ORD-SYD
24h 40m1 stop
$1,614Air Canada
Find Deal
Wed, 12 Jun
17:05 - 08:25ORD-SYD
48h 20m3 stops
$1,994China Southern
Find Deal
Mon, 5 Aug
13:13 - 11:45ORD-SYD
31h 32m3 stops
13:15 - 06:40SYD-ORD
32h 25m3 stops
$2,007
Find Deal
Fri, 17 May - Fri, 24 May
13:13 - 11:45ORD-SYD
31h 32m3 stops
13:15 - 06:00SYD-ORD
31h 45m2 stops
$2,085
Find Deal
Fri, 17 May - Fri, 24 May
19:58 - 07:20ORD-SYD
44h 22m2 stops
09:20 - 17:09SYD-ORD
22h 49m2 stops
$2,773Air Canada
Find Deal
Fri, 17 May - Fri, 24 May
08:45 - 07:20ORD-SYD
31h 35m2 stops
09:20 - 17:09SYD-ORD
22h 49m2 stops
$2,859Air Canada
Find Deal
Sun, 19 May - Sun, 26 May
16:05 - 10:50ORD-SYD
27h 45m1 stop
21:50 - 14:25SYD-ORD
31h 35m1 stop
$2,878Cathay Pacific
Find Deal
Fri, 17 May - Fri, 24 May
15:01 - 07:05ORD-SYD
25h 04m1 stop
09:15 - 17:10SYD-ORD
22h 55m1 stop
$3,127American Airlines
Find Deal
Sun, 19 May - Sun, 26 May
10:35 - 07:05ORD-SYD
29h 30m2 stops
09:15 - 05:24SYD-ORD
35h 09m2 stops
$3,168American Airlines
Find Deal
Mon, 20 May - Tue, 18 Jun
16:05 - 10:35ORD-SYD
27h 30m2 stops
09:30 - 20:10SYD-ORD
25h 40m1 stop
$3,211Air New Zealand
Find Deal
Mon, 20 May - Wed, 19 Jun
17:50 - 08:45ORD-SYD
23h 55m2 stops
11:50 - 21:23SYD-ORD
24h 33m2 stops
$3,262Air New Zealand
Find Deal
Sun, 19 May - Tue, 21 May
16:05 - 10:50ORD-SYD
27h 45m1 stop
21:50 - 14:25SYD-ORD
31h 35m1 stop
$13,966Cathay Pacific
Find Deal
Sat, 18 May - Mon, 20 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 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 Sunday, as we generally find the cheapest rates on that day for this route. On the other hand, Tuesday is the most expensive day to fly from Chicago to Sydney. For your return ticket, we recommend flying on a Tuesday 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 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 February, where tickets cost $1,794 on average. On the other hand, the most expensive months are December and July, where the average cost of tickets is $3,217 and $2,695 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for 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 month.
To get a below average price on the flight from Chicago to Sydney, you should book around 2 days before departure. For the absolute cheapest price, our data suggests you should book 28 days before departure.

Which airlines provide the cheapest flights from Chicago to Sydney?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to Sydney from Chicago were found on China Southern ($1,353) and Cathay Pacific ($1,452), and the lowest return tickets were found on American Airlines ($1,626) and Air Canada ($1,724).

Good to know

Low season

October

High season

December

Cheapest flight

$1,264
Best time to beat the crowds (15% less expensive on average)
Most popular time to fly (39% more expensive 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 $842 for a one-way ticket and $1,083 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, Air New Zealand or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Sydney are Air New Zealand and United Airlines. With an average price for the route of $2,719 and an overall rating of 8.2, Air New Zealand is the most popular choice. United Airlines is also a great choice for the route, with an average price of $3,612 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

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.
8.2
Air New ZealandOverall score based on 627 reviews
8.8Crew
8.1Comfort
7.6Food
8.4Boarding
7.9Entertainment
Airline reviews

Can you please process refund. Mum died and dad went to Pakistan to bury her after cancelling flight.

2.0 MediocreAnonymous, May 2024AKL - YVR
Read more about Air New Zealand reviews

Can you please process refund. Mum died and dad went to Pakistan to bury her after cancelling flight.

Short flight so no entertainment, turbulence so no food service - overall flight as expected

All was good, the only thing was it didn't run on time.

Overall excellent but the Captain kept the seat belt sign on for far too long, especially at the beginning and end of the flight. It was 2 hours after take-off before the crew were able to start the service (on an 11 hour night flight, reducing our sleeping time) and the seat belt sign on went on during breakfast (90 mins before landing) and was not turned off again until we landed. This made for an uncomfortable journey of trying to limit fluid intake because it was unclear when the toilets would be available for use.

The staff and crew on board were excellent. Business class however, was very weird. I thought we would have individual pods, but the way it was set up was unexpected. Not very private and If you wanted to lay down, you had to have an entire bed made up for you by the crew, rather than how Delta one works where you could just lie down whenever you feel like it. It was a 16 hour flight. I chose not to have my bed made, and that turned out to be a good idea because everybody who had their bed made had to wait for the crew to roll up their mattresses. So strange!

Food was not good. We asked for Muslim food and it was weird tasteless type of boiled veges.

Crew were pleasant, happy to be there and were a joy to be around. Entire operation was professional, well thought out and ran like a Swiss clock.

Couldn’t request a vegan meal somehow but I noticed other people getting them

United flight from SFO to PDX was cancelled. I will ask for a refund. Had to book on Alaska

The recline on the seat in front of me came back so that I was staring at the top of the man’s head in front of me the whole trip. He refused to bring his seat back up twice every time he was instructed to do so and only relented when he had a tray of good in front of him. And then right back in my lap!!! Horrible man!! I complained to the staff multiple times, but no one would address the issue. Otherwise, it would have been a perfect flight.

Energetic crew - flight full of swiftied going to Taylor's opening show in Paris! Long lines for bathroom made out kind of suck though

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

Aircraft has better leg room than any of United's larger planes. We had requested mobility assistance for this and related flights. United's response to all was superb.

They canceled the flight on us very close to the flight date .

It took 66 hours to get from Seattle to Tel Aviv. As a minor, I was left for more than 12 hours in Toronto and Frankfurt without hotel and food vouchers. It took 5 layovers. It was insane and not okay

It was delayed but got us to YYZ. I had great copassengers.

Flew SEA-CA, then CA-NRT. First flight was short but very uncomfortable, dirty, and had very small overhead storage space. The seats and fans were not cleaned and had visible dirt on them. Second flight was perfect.

My second flight ended up being through United and it was fine. Again, just frustrating that it was so late.

My experience was pretty frustrating because the first leg of my flight on United (though booked through Air Canada) was delayed causing me to miss my connecting flight on Air Canada. This could have been an easy solve as there was a direct flight later that morning via Air Canada that they easily could have put me on which would have only gotten me to my destination 2 1/2 hours later but because United and Air Canada don’t seem to have good communication they gave me the run around both telling me to talk with the other which I did three times to no avail. I ended up taking the delayed flight and getting on a new connecting flight which ended up getting me to my destination 6 hours later and I missed the event I was planning to go to this evening.

Everything went smoothly and as expected. We were on time and one flight arrived early.

First time flying Air Canada and the trip was very pleasant! They did a great job getting us out of Toronto and into Rome (early!) For an international flight it was very enjoyable.

This is not a Business Class equipped airplane and even the crew apologize before take over BUT BUT Air Canada charged full business class fare

All was good, except our baggage was lost for most of a day. We are thankful that it was found quickly and delivered to our hotel. Rouge was fine outside of that problem.

Book cheap flights from Chicago to Sydney

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Sydney found on KAYAK in the last 72 hours.
3/11Sun
2 stops
27h 48mORD-SYD
$1,264
8/8Thu
2 stops
32h 37mMDW-SYD
$1,278
12/6Wed
2 stops
43h 26mORD-SYD
$1,288
2/11Sat
2 stopsChina Southern
35h 35mORD-SYD
$1,353
8/8Thu
1 stopCathay Pacific
27h 45mORD-SYD
$1,452
8/8Thu
2 stops
26h 55mORD-SYD
$1,465
2/11Sat
3 stopsIberia
69h 15mORD-SYD
$1,521
3/11Sun
1 stopANA
34h 50mORD-SYD
$1,546
12/6Wed
1 stopAir Canada
24h 40mORD-SYD
$1,614
5/8Mon
3 stopsChina Southern
48h 20mORD-SYD
$1,994

Search by stops

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Last minute flights from Chicago to Sydney

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Sydney that are departing in the next 10 days.
17/5Fri
multi-stop
31h 32mORD-SYD
24/5Fri
multi-stop
32h 25mSYD-ORD
$2,007
17/5Fri
multi-stop
31h 32mORD-SYD
24/5Fri
multi-stop
31h 45mSYD-ORD
$2,085
17/5Fri
multi-stopAir Canada
44h 22mORD-SYD
24/5Fri
multi-stopAir Canada
22h 49mSYD-ORD
$2,773
19/5Sun
multi-stopAir Canada
31h 35mORD-SYD
26/5Sun
multi-stopAir Canada
22h 49mSYD-ORD
$2,859
17/5Fri
multi-stopCathay Pacific
27h 45mORD-SYD
24/5Fri
multi-stopCathay Pacific
31h 35mSYD-ORD
$2,878
19/5Sun
multi-stopAmerican Airlines
25h 04mORD-SYD
26/5Sun
multi-stopAmerican Airlines
22h 55mSYD-ORD
$3,127
20/5Mon
multi-stopAmerican Airlines
29h 30mORD-SYD
18/6Tue
multi-stopAmerican Airlines
35h 09mSYD-ORD
$3,168
20/5Mon
multi-stopAir New Zealand
27h 30mORD-SYD
19/6Wed
multi-stopAir New Zealand
25h 40mSYD-ORD
$3,211
19/5Sun
multi-stopAir New Zealand
23h 55mORD-SYD
21/5Tue
multi-stopAir New Zealand
24h 33mSYD-ORD
$3,262
18/5Sat
multi-stopCathay Pacific
27h 45mORD-SYD
20/5Mon
multi-stopCathay Pacific
31h 35mSYD-ORD
$13,966

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Flights to Sydney

Destination:

Sydney (SYD)Australia

Return flight deals:

Sydney - Chicago

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