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CHI - SYD

$1,175 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 28/8. 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 29/6
Sat 6/7

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 42,686,544 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
18:35 - 09:00ORD-SYD
21h 25m1 stop
11:15 - 23:37SYD-ORD
29h 22m1 stop
$1,554Qantas Airways
Find Deal
Sun, 3 Nov - Mon, 11 Nov
09:56 - 09:00ORD-SYD
30h 04m1 stop
11:15 - 15:59SYD-ORD
21h 44m1 stop
$1,567Qantas Airways
Find Deal
Sun, 3 Nov - Mon, 11 Nov
15:08 - 09:00ORD-SYD
24h 52m1 stop
11:15 - 15:59SYD-ORD
21h 44m1 stop
$1,635American Airlines
Find Deal
Sun, 3 Nov - Mon, 11 Nov
08:21 - 09:00ORD-SYD
31h 39m2 stops
11:15 - 17:45SYD-ORD
23h 30m2 stops
$1,638American Airlines
Find Deal
Tue, 5 Nov - Wed, 13 Nov
16:50 - 08:45ORD-SYD
24h 55m2 stops
11:50 - 05:33SYD-ORD
32h 43m2 stops
$1,816Air New Zealand
Find Deal
Sun, 1 Sep - Sun, 8 Sep
10:35 - 08:45ORD-SYD
31h 10m2 stops
11:50 - 05:57SYD-ORD
33h 07m2 stops
$1,859Air New Zealand
Find Deal
Wed, 28 Aug - Wed, 4 Sep
11:00 - 09:20ORD-SYD
29h 20m2 stops
11:20 - 17:08SYD-ORD
22h 48m2 stops
$1,875Air Canada
Find Deal
Mon, 4 Nov - Wed, 20 Nov
11:00 - 09:20ORD-SYD
29h 20m3 stops
11:20 - 17:08SYD-ORD
22h 48m2 stops
$1,884Air Canada
Find Deal
Sun, 3 Nov - Mon, 11 Nov
14:30 - 07:00ORD-SYD
25h 30m1 stop
09:30 - 14:35SYD-ORD
20h 05m1 stop
$1,987United Airlines
Find Deal
Tue, 23 Jul - Wed, 14 Aug
10:36 - 07:00ORD-SYD
29h 24m2 stops
10:20 - 23:11SYD-ORD
27h 51m1 stop
$1,992United Airlines
Find Deal
Sun, 30 Jun - Sun, 14 Jul
16:09 - 19:45MDW-SYD
36h 36m2 stops
$1,175
Find Deal
Wed, 28 Aug
19:47 - 20:10ORD-SYD
33h 23m2 stops
$1,197
Find Deal
Wed, 28 Aug
11:25 - 10:45ORD-SYD
30h 20m2 stops
$1,247
Find Deal
Tue, 19 Nov
15:08 - 20:40ORD-SYD
36h 32m2 stops
$1,362China Southern
Find Deal
Wed, 20 Nov
15:08 - 20:40ORD-SYD
36h 32m2 stops
$1,410China Southern
Find Deal
Wed, 13 Nov
16:05 - 08:45ORD-SYD
25h 40m1 stop
$1,501Cathay Pacific
Find Deal
Tue, 6 Aug
16:05 - 08:45ORD-SYD
25h 40m1 stop
$1,536Cathay Pacific
Find Deal
Tue, 6 Aug
08:45 - 07:20ORD-SYD
55h 35m2 stops
$1,631Air Canada
Find Deal
Sun, 9 Jun
14:10 - 10:35ORD-SYD
29h 25m2 stops
$1,747Air New Zealand
Find Deal
Mon, 5 Aug
07:21 - 07:20ORD-SYD
32h 59m3 stops
$2,435Air Canada
Find Deal
Mon, 5 Aug
20:00 - 19:45ORD-SYD
32h 45m2 stops
08:15 - 09:20SYD-ORD
40h 05m1 stop
$2,744
Find Deal
Sun, 2 Jun - Mon, 17 Jun
20:00 - 19:45ORD-SYD
32h 45m2 stops
21:50 - 14:25SYD-ORD
31h 35m1 stop
$2,766
Find Deal
Sun, 2 Jun - Thu, 20 Jun
20:00 - 19:45ORD-SYD
32h 45m2 stops
08:15 - 09:20SYD-ORD
40h 05m1 stop
$2,795
Find Deal
Fri, 31 May - Mon, 17 Jun
20:00 - 19:45ORD-SYD
32h 45m2 stops
21:50 - 14:25SYD-ORD
31h 35m1 stop
$2,811
Find Deal
Fri, 31 May - Mon, 10 Jun
10:05 - 07:05ORD-SYD
30h 00m1 stop
09:15 - 17:10SYD-ORD
22h 55m1 stop
$2,949Qantas Airways
Find Deal
Sun, 2 Jun - Tue, 4 Jun
15:01 - 07:05ORD-SYD
25h 04m1 stop
09:15 - 15:55SYD-ORD
21h 40m1 stop
$2,973Qantas Airways
Find Deal
Sun, 2 Jun - Tue, 18 Jun
19:15 - 06:15ORD-SYD
44h 00m2 stops
14:05 - 12:10SYD-ORD
37h 05m2 stops
$3,107SWISS
Find Deal
Fri, 31 May - Mon, 10 Jun
15:40 - 07:20ORD-SYD
24h 40m1 stop
09:20 - 14:29SYD-ORD
20h 09m1 stop
$3,109Air Canada
Find Deal
Mon, 3 Jun - Fri, 14 Jun
15:40 - 07:20ORD-SYD
24h 40m1 stop
09:20 - 07:58SYD-ORD
37h 38m2 stops
$3,255Air Canada
Find Deal
Mon, 3 Jun - Sun, 16 Jun
14:30 - 10:35ORD-SYD
29h 05m2 stops
11:50 - 23:50SYD-ORD
27h 00m2 stops
$5,794Air New Zealand
Find Deal
Fri, 31 May - Fri, 25 Apr

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 Saturdays 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 $1,804 on average. On the other hand, the most expensive months are December and July, where the average cost of tickets is $3,236 and $2,670 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 ($1,362) and Cathay Pacific ($1,501), and the lowest return tickets were found on Qantas Airways ($1,554) and American Airlines ($1,635).

Good to know

Low season

October

High season

December

Cheapest flight

$1,175
Best time to beat the crowds (13% less expensive on average)
Most popular time to fly (39% more expensive on average)
Flight from Chicago Midway 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 $778 for a one-way ticket and $1,029 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 $2,735 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 $3,633 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 610 reviews
7.6Food
7.9Entertainment
8.4Boarding
8.1Comfort
8.7Crew
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.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

Standard flight experience, but there is only power at the seat to row 20 on the aircraft, on my initial check in it did not say that was the case

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!

Unable to initiate refund/reschedule the ticket #worst experience #lost 900$

Flight was delayed for almost 3 hours. Communication of gate change was poor. Email and screen said one gate and it was a different gate from that. Gate changed first to 64 B and then to 64 C. Originally it was 68B. 64C was not communicated properly!

This was a red eye return, so I doubt there would be anyway to make it better. Other than adding beds.

Direct nonstop flight was great. Flight was delayed and the crew announced a 2h delay on the sound system. 30 min or so later I hear my name on the sound system for immediate board. Several other passangers were late too. Reason: The crew incorrectly announced a 2h delay when in reality they meant a new boarding time at 2pm.

Plenty of room in the exit row. Sat on the plane an hour before taking off.☹️ Landed late and had to wait for gate availability.

Flight was on time early arrival better entertainment good staff.everything was excellent

Delayed leaving. On arrival we were taken to the airstrip and had to get off onto an over crowed bus, not all that passengers fit. Drove around the airport for 20 + minutes. Taken off the bus told to go upstairs 3 flights then all the passengers had to walk a mile or more , those of us old there was no one to direct us to were to go. I asked several people with no answers. Once I got to baggage claim my bags were not on the right bag claim. Once again asked for help and finally someone found my bags on a different carasel. Very frustrating.

Excellent host on board. Not so friendly check-in staff. Older plane with no food or entertainment due to short flight. Friendly captain and crew.

I don’t think there was entertainment? No mention of it. It was a good flight. Only complaint was my seat cushion was not attached and kept slipping.

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

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.
28/8Wed
2 stops
36h 36mMDW-SYD
$1,175
28/8Wed
2 stops
33h 23mORD-SYD
$1,197
19/11Tue
2 stops
30h 20mORD-SYD
$1,247
20/11Wed
2 stopsChina Southern
36h 32mORD-SYD
$1,362
13/11Wed
2 stopsChina Southern
36h 32mORD-SYD
$1,410
6/8Tue
1 stopCathay Pacific
25h 40mORD-SYD
$1,501
6/8Tue
1 stopCathay Pacific
25h 40mORD-SYD
$1,536
9/6Sun
2 stopsAir Canada
55h 35mORD-SYD
$1,631
5/8Mon
2 stopsAir New Zealand
29h 25mORD-SYD
$1,747
5/8Mon
3 stopsAir Canada
32h 59mORD-SYD
$2,435

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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.
2/6Sun
multi-stop
32h 45mORD-SYD
17/6Mon
multi-stop
40h 05mSYD-ORD
$2,744
2/6Sun
multi-stop
32h 45mORD-SYD
20/6Thu
multi-stop
31h 35mSYD-ORD
$2,766
31/5Fri
multi-stop
32h 45mORD-SYD
17/6Mon
multi-stop
40h 05mSYD-ORD
$2,795
31/5Fri
multi-stop
32h 45mORD-SYD
10/6Mon
multi-stop
31h 35mSYD-ORD
$2,811
2/6Sun
multi-stopQantas Airways
30h 00mORD-SYD
4/6Tue
multi-stopQantas Airways
22h 55mSYD-ORD
$2,949
2/6Sun
multi-stopQantas Airways
25h 04mORD-SYD
18/6Tue
multi-stopQantas Airways
21h 40mSYD-ORD
$2,973
31/5Fri
multi-stopSWISS
44h 00mORD-SYD
10/6Mon
multi-stopSWISS
37h 05mSYD-ORD
$3,107
3/6Mon
multi-stopAir Canada
24h 40mORD-SYD
14/6Fri
multi-stopAir Canada
20h 09mSYD-ORD
$3,109
3/6Mon
multi-stopAir Canada
24h 40mORD-SYD
16/6Sun
multi-stopAir Canada
37h 38mSYD-ORD
$3,255
31/5Fri
multi-stopAir New Zealand
29h 05mORD-SYD
25/4Fri
multi-stopAir New Zealand
27h 00mSYD-ORD
$5,794

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Flights to Sydney

Destination:

Sydney (SYD)Australia

Return flight deals:

Sydney - Chicago

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