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CHI - SYD

Find cheap flights from Chicago to Sydney from $773

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 24/7. 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
Mon 27/5
Mon 3/6

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 43,623,357 times on KAYAK, and here's why:

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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.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
19:27 - 22:10ORD-SYD
35h 43m2 stops
13:15 - 09:24SYD-ORD
35h 09m3 stops
$1,584
Find Deal
Wed, 8 May - Tue, 14 May
19:27 - 22:10ORD-SYD
35h 43m2 stops
13:15 - 06:00SYD-ORD
31h 45m2 stops
$1,599
Find Deal
Wed, 8 May - Tue, 14 May
12:45 - 08:45ORD-SYD
29h 00m2 stops
09:55 - 23:05SYD-ORD
28h 10m2 stops
$1,827Air New Zealand
Find Deal
Mon, 19 Aug - Mon, 26 Aug
18:15 - 08:45ORD-SYD
23h 30m2 stops
09:55 - 20:50SYD-ORD
25h 55m2 stops
$1,856Air New Zealand
Find Deal
Tue, 10 Sep - Tue, 17 Sep
16:05 - 09:45ORD-SYD
25h 40m1 stop
22:20 - 13:00SYD-ORD
31h 40m1 stop
$1,991Cathay Pacific
Find Deal
Tue, 22 Oct - Wed, 20 Nov
16:05 - 08:45ORD-SYD
25h 40m1 stop
22:20 - 14:25SYD-ORD
32h 05m1 stop
$1,992Cathay Pacific
Find Deal
Fri, 27 Sep - Fri, 18 Oct
10:55 - 08:20ORD-SYD
29h 25m2 stops
11:20 - 16:50SYD-ORD
22h 30m2 stops
$2,144Air Canada
Find Deal
Wed, 23 Oct - Wed, 20 Nov
10:55 - 08:20ORD-SYD
29h 25m2 stops
10:20 - 21:27SYD-ORD
27h 07m2 stops
$2,210Air Canada
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Thu, 24 Oct - Tue, 29 Oct
19:36 - 07:55ORD-SYD
20h 19m1 stop
11:50 - 14:50SYD-ORD
20h 00m1 stop
$2,412United Airlines
Find Deal
Wed, 23 Oct - Sun, 17 Nov
15:55 - 08:00ORD-SYD
24h 05m2 stops
11:20 - 16:59SYD-ORD
21h 39m2 stops
$2,418United Airlines
Find Deal
Wed, 9 Oct - Wed, 23 Oct

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 Wednesday, 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 October, where tickets cost $2,135 on average. On the other hand, the most expensive months are December and July, where the average cost of tickets is $3,611 and $3,139 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 14 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 Cathay Pacific ($1,550) and Singapore Airlines ($1,576), and the lowest return tickets were found on Air New Zealand ($1,827) and Cathay Pacific ($1,991).

Good to know

Low season

April

High season

March

Cheapest flight

$773
Best time to beat the crowds (8% less expensive on average)
Most popular time to fly and prices are also 3% 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 $505 for a one-way ticket and $1,035 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 Star Alliance 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 $2,772 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 $3,682 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 647 reviews
7.9entertainment
8.1comfort
8.8crew
7.7food
8.4boarding
Airline reviews

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

8.0 ExcellentMichelle, Apr 2024NPL - AKL
Read more about Air New Zealand reviews

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.

There was a snafu with confirming seats at check which left us in limbo for the second leg of our trip. I believe the ANZ app is not well integrated with the systems at the terminal resulting in this disconcerting error.

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.

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Got automatically assigned a middle seat, unless I fork out extra money for seat assigment.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The crew was friendly, the seats are too small. Air travel is barely tolerable anymore.

Food was icecold or frozen including breakfast. Hopeless service. Rude crew.

The flight was very uncomfortable and there was no snacks served for the 13 hours international flight. In addition, the flight was delayed 3 hours

Due to a strike taking place with the airline, it negatively impacted my flight in multiple ways. My flight was delayed over 2 hours and the food served was mediocre at best.

Terrible experience! All flights delayed, staff had no idea of what they were doing, and at the end luggage lost for 2 days!

Cabin crew were great. Seats are criminal for tall people

Flight was delayed 1.5 hrs due to problem with a previous flight to mine; I was informed appropriately via Text & Email, however, website did not keep up with messages sent by nearly an hour. When checking-in warm & friendly reception at check-in desk until female Air Canada Rep noticed my flight number and instantly pivoted to a condescending & sarcastic comments about getting my bag checked in since I’m running so late; then tone instantly changed again few minutes later when she muttered, “Oh, they’ve delayed it” another sign systems & worse front line staff, not fully informed or simply not reading their flight status updates. Flight crew were very friendly & did a great job trying to make up lost time due to the delay.

It was great, love the experience and will definitely recommend 👌. Communication was great

My flight was great! Gate attendants and crew were great… pleasant and in good spirits. Flight delayed several hours and we were well informed of the status while on plane. Thank you!

The fact that I got to Toronto alive and well and safe is a huge plus. I thank the captain and crew for a safe flight The comfort of the aircraft leaves much to be desired. Human beings should not have to be that cramped and squashed on a flight that we pay a lot for and even have to pay for lousy food choices The cabin crew were pleasant and helpful Kudos to them as the flight was packed to capacity and there was a lot of work for them in a short space of time All in all a good experience, but too cramped

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.
24/7Wed
2 stops
41h 05mORD-SYD
$773
25/7Thu
2 stops
41h 05mORD-SYD
$889
26/7Fri
2 stops
41h 05mORD-SYD
$943
1/8Thu
1 stopCathay Pacific
25h 40mORD-SYD
$1,550
25/7Thu
1 stopCathay Pacific
27h 45mORD-SYD
$1,555
8/5Wed
1 stopAir Canada
24h 40mORD-SYD
$1,665
13/5Mon
1 stopAir Canada
24h 40mORD-SYD
$1,677
16/6Sun
2 stopsAir New Zealand
28h 35mORD-SYD
$1,708
27/7Sat
2 stopsUnited Airlines
27h 05mORD-SYD
$1,821
24/7Wed
1 stopUnited Airlines
31h 15mORD-SYD
$3,939

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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.
30/4Tue
multi-stopCathay Pacific
47h 10mORD-SYD
13/5Mon
multi-stopCathay Pacific
39h 20mSYD-ORD
$2,037
30/4Tue
multi-stopCathay Pacific
27h 45mORD-SYD
11/5Sat
multi-stopCathay Pacific
43h 20mSYD-ORD
$2,075
30/4Tue
multi-stop
26h 58mORD-SYD
13/5Mon
multi-stop
30h 50mSYD-ORD
$2,572
30/4Tue
multi-stop
27h 45mORD-SYD
14/5Tue
multi-stop
37h 57mSYD-ORD
$2,611
1/5Wed
multi-stopQatar Airways
30h 30mORD-SYD
3/5Fri
multi-stopQatar Airways
56h 35mSYD-ORD
$3,096
30/4Tue
multi-stopAir Canada
29h 20mORD-SYD
11/5Sat
multi-stopAir Canada
37h 41mSYD-ORD
$3,414
30/4Tue
multi-stopAir New Zealand
21h 40mORD-SYD
2/5Thu
multi-stopAir New Zealand
28h 06mSYD-ORD
$3,440
30/4Tue
multi-stopAir New Zealand
25h 45mORD-SYD
2/5Thu
multi-stopAir New Zealand
28h 06mSYD-ORD
$3,592
30/4Tue
multi-stopAir Canada
46h 15mORD-SYD
11/5Sat
multi-stopAir Canada
37h 41mSYD-ORD
$3,668
1/5Wed
multi-stopQatar Airways
30h 30mORD-SYD
8/5Wed
multi-stopQatar Airways
33h 40mSYD-ORD
$3,778

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Flights to Sydney

Destination:

Sydney (SYD)Australia

Return flight deals:

Sydney - Chicago

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