CHI - SYD

$460 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 1/26. 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
0 bags

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.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Sydney.
In the last 7 days travelers have searched 46,646,933 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

World’s Best Airfare Search Site for 2024

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 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
1:23 pm - 9:00 amORD-SYD
26h 37m1 stop
11:15 am - 7:35 pmSYD-ORD
25h 20m1 stop
$860Qantas Airways
Find Deal
Mon, Dec 2 - Fri, Dec 6
9:50 am - 9:00 amORD-SYD
30h 10m1 stop
11:15 am - 3:59 pmSYD-ORD
21h 44m1 stop
$862Qantas Airways
Find Deal
Sat, Feb 22 - Fri, Mar 7
6:50 pm - 7:05 amORD-SYD
21h 15m1 stop
9:10 am - 11:28 pmSYD-ORD
29h 18m1 stop
$868Qantas Airways
Find Deal
Sat, May 10 - Sat, May 17
2:14 pm - 7:25 amORD-SYD
24h 11m1 stop
9:25 pm - 5:42 amSYD-ORD
25h 17m1 stop
$893American Airlines
Find Deal
Thu, Feb 6 - Thu, Feb 27
4:20 pm - 7:25 amORD-SYD
22h 05m1 stop
11:50 am - 4:15 pmSYD-ORD
21h 25m2 stops
$898American Airlines
Find Deal
Sat, Mar 1 - Sat, Mar 8
11:35 am - 9:35 amORD-SYD
29h 00m2 stops
11:20 am - 7:55 pmSYD-ORD
25h 35m2 stops
$1,243Air Canada
Find Deal
Tue, Feb 18 - Sun, Feb 23
11:35 am - 8:20 amORD-SYD
28h 45m2 stops
9:20 am - 2:39 pmSYD-ORD
20h 19m1 stop
$1,244Air Canada
Find Deal
Tue, Apr 1 - Wed, Apr 16
8:50 am - 8:45 amORD-SYD
32h 55m2 stops
8:45 am - 9:11 pmSYD-ORD
27h 26m2 stops
$1,271Air New Zealand
Find Deal
Sun, Apr 13 - Tue, Apr 22
10:19 am - 8:35 amMDW-SYD
29h 16m2 stops
11:05 am - 6:14 pmSYD-MDW
24h 09m2 stops
$1,421Delta
Find Deal
Wed, Feb 5 - Wed, Feb 26
10:57 am - 6:50 amMDW-SYD
26h 53m2 stops
11:05 am - 6:14 pmSYD-MDW
24h 09m2 stops
$1,471Delta
Find Deal
Sat, Feb 1 - Mon, Feb 17

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.
When flying from Chicago to Sydney, you should consider leaving on a Tuesday and avoid Fridays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Thursdays and the most expensive ones on Mondays.

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 March, where tickets cost $1,017 on average. On the other hand, the most expensive months are December and January, where the average cost of tickets is $1,773 and $1,523 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 3 days before departure. For the absolute cheapest price, our data suggests you should book 173 days before departure.

Good to know

Low season

August

High season

March

Cheapest flight

$460
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 28% 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 $460 for a one-way ticket and $860 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?

    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.

  • 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 Air New Zealand?

    The two airlines most popular with KAYAK users for flights from Chicago to Sydney are ANA and Air New Zealand. With an average price for the route of $2,089 and an overall rating of 8.4, ANA is the most popular choice. Air New Zealand is also a great choice for the route, with an average price of $1,392 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.
8.0
Air New ZealandOverall score based on 529 reviews
7.4Food
7.6Entertainment
8.0Comfort
8.2Boarding
8.6Crew
Airline reviews

Would have been nice to have decaf coffee as an option, and perhaps a scone

10.0 ExcellentScott, Nov 2024AKL - CHC
Read more Air New Zealand reviews

Would have been nice to have decaf coffee as an option, and perhaps a scone

Overall, a great experience from food and crew. The only setback was that this was the Second flight from Air New Zealand within a week that was an hour late for boarding.

The air New Zealand employees who assisted us with wheelchair aid on Auckland made our transfer from flight to the next seamless. Also were amazing in helping with our luggage and customs in Brisbane.

New Zealand crew were attentive. We were not informed that we needed transit document to pass through New Zealand. A checkin employee helped with this for which we were thankful.

Overall good. We had to transfer to Bradly terminal. We had requested wheelchair assistance. The bus that picked us up had to wait for other passengers. The wait was long. Then, at the Bradly terminal we had to wait an extended period of time for the wheel chair assistance. These delays caused tension at checked in and resulted in arriving at the gate as passengers were boarding.

Gate agent was fantastic in Auckland. They wanted to charge me for my two bags even though I was gold member with United in Tonga. So I had to pay for an upgrade. The meals on both flights had no vegetarian option. The only one item the salad was not tasty at all. Good thing I had brought my own snacks. The bread was white roll which is so not healthy. I think New Zealand air can definitely improve their food offering.

The entire process was excellent! The economy sits are a bit snug so I'll have to be sure to purchase premier or business class next time but, other than that, food, service, attendants were exceptional. Gate agents and ticket agents too!

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.

same as previous comments. i hate being on a plane that long. no problems w/anything else.

It was very nice. I will try to fly with Qantas whenever I can.

Terrible. 6 hour delay with no explanations and only 15 dollars in food credits. A disaster. I'll just leave it at that.

Much better than I expected for such a long flight.

Flight was cancelled about 1.5 hours before departure. Replacement flight provided scheduled 1 hour later. Late boarding, late departure and arrived Melbourne nearly 2 hours after originally scheduled.

Good - better than other airlines in terms of food and seat comfort.

It’s a very long flight and there are so many people on board. Perhaps a warm washcloth now and then to freshen up

The crew was very helpful to my family, especially when my daughter became sick during the flight. Will fly with them again.

Too many passengers are bringing on too many large items as part of carry on baggage where it should be checked in. This is not the fault of Qantas but the stupid mindset passengers have now about trying to bring anything and everything on as carry on luggage where it should be checked in.

Better than expected, normally I don't use this airline because they are too expensive for me, but if you can afford it, good on you, you won't regret it. Regards.

They need to improve their boarding process. Group 1 and/or paying first class passengers shouldn't be in the middle of boarding process

late departure due to some unspecified issue with ventilating the cabin. They got it running but it was FREEZING for the whole flight. I asked for a blanket but they didn't provide one. They could not turn up the heat. it was quite miserable.

We were delayed because of ground crew, not because the plane wasn’t ready to go. The food was better than usual!

Moody attendants that can barely look up at the passengers. I’m all for people having an off day, but you can tell some Untied Airlines Employees have lost their zeal for their jobs

I still prefer Delta, but Delta doesn’t fly to State College PA.

Flight departed owing to SFO TSA delays as well as incoming flight running late I know these delays are commonplace but when you’re flying long haul international the least that could be done is priority being given to customers in this situation I raced to the gate the plane was still there but NO UNITED AIRLINES STAFF in the surrounding area could seemingly provide effective support This coloured my view of flying with UA The actual flights were good

Everything was fantastic. Modern plane. All the amenities! Although the paid snacks and meals are pure robbery. Like i understand airlines need to make money, but 11$ USD for an overnight oats with some nuts in it and barely any pieces of apple.... Highway robbery

United needs to figure out its Economy PLUS standards; its better than economy but that's not saying much. It seems like United stripped away all the basics for an international flight (such as In Seat entertainment) and repackaged some of them as plus. Would not fly United internationally again.

The flight was bumpy. No Breakfast or coffee was served, not even a bottle of water. The food was okay but odd. Rice with peas instead of couscous with some unknown green thing. United Airlines did not tell me that there was VERY LIMITED HANDICAP SERVICE IN NAPLES. De-plane via 20 aluminum steps. Taken to Van. You must walk into the terminal, find luggage, and then walk out to the rental car pickup spot that is 1 block from the terminal.

Crew did their best but the plane configuration is too tight if you're bigger than an average sardine. Controls for the entertainment system didn't all work. The aircraft hadn't been cleaned in awhile.

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.

Baby cried a lot. Nothing anyone could do about it. Just part of flying.

The flight crew was fantastic! Which the seats had a small TV.

The flight was delayed till next day ! They kept delaying every 30 minutes then after 3 hours they delayed it till next day. We kept waiting in line standing more than an hour to get the hotel and meal vouchers. There was no communication at all. Everything was bad

Smoothe flight. Pilot and crew did a great job. Uncomfortable seat in this jet, felt worn out

seats were way too small. Too short of a flight to offer amenities.

The main problem was delay. The plane was at the gate early and bags were loaded. However, there was no crew for the flight. They were inbound from LGA and had to land and make their way to our gate. It took more than 40 minutes. Then, once the crew arrived and boarded, one of the crew members had to deplane and then a replacement crew member had to be found. It took another 40 minutes or so to get the final crew member. In all, we took off about 2 hours later than our scheduled departure time. Once in the air, the flight was great. Smooth most of the way. The crew was professional and efficient.

Republic was fine but Air Canada was terrible in the airport. They issues me a boarding pass that I placed in my wallet and then when I showed up at the airport they had taken the bar code away from the ticket because they changed the flight number even though the flight stayed the same time. This caused me to be unable to go through security and I had to go to Air Canada for help and they were horrible and almost caused me to miss my flight. Luckily I managed to get it figured out on my own phone, not the kiosks, or the agent I asked for help or the long line I was standing in!!

Flight was fine. Arrived on time. More room in the seats would be nice, but not something that is likely to happen.

Unfortunately your planes need maintenance. I am surprised your bathroom in business class was not working in 8 hour flight. Coffee machine was broken. Seat adjustment panel was bad. I will stay away from Air Canada in future travel.

I was in Business Class row 7 on a 787-9. Both times I didn't get my choice of food. Otherwise, excellent!

Problem with operation of on board entertainment computer. Failed about 1 /2 hour into the flight. Rebooting failed to restore.

Putting carryone size suitcase into the overhead luggage storage on a the small CR900 plane was cumbersome and its assignment to a far far gate w/o the moveable ramps at YYZ arrivals really stunk.

This flight was a lot more comfortable with more room than the Air Canada Rouge!!! We will never go rouge again! A yes to this one!!! It was so nice to have inflight entertainment! Also the carts came around twice for drinks or a snack!! Great experience all around!

AC flight attendants aren't overly friendly. Otherwise flight was fine.

Newark to Montreal was really good. The return flight was not so good with a substitute carrier was not as good. I was impressed by the AC staff all along the way. Their in flight stack was superior.

I’m handicapped and the staff and crew were so kind and helped me board and made sure I was fine during the flight.

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.
1/26Sun
1 stopQantas Airways
42h 00mORD-SYD
$460
4/30Wed
1 stopAmerican Airlines
29h 40mORD-SYD
$463
3/4Tue
1 stopANA
34h 50mORD-SYD
$646
3/4Tue
2 stopsANA
33h 05mORD-SYD
$659
4/30Wed
3 stopsAir Canada
31h 17mORD-SYD
$786
1/26Sun
2 stopsDelta
31h 50mMDW-SYD
$814
1/23Thu
1 stopUnited Airlines
23h 58mORD-SYD
$875
1/23Thu
2 stopsDelta
32h 15mORD-SYD
$879
2/6Thu
3 stopsAir Canada
33h 15mORD-SYD
$884
1/24Fri
1 stopUnited Airlines
40h 55mORD-SYD
$890

Search by stops

Search by airline

Search by price

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.
11/23Sat
multi-stopQantas Airways
23h 00mORD-SYD
11/25Mon
multi-stopQantas Airways
23h 05mSYD-ORD
$860
11/24Sun
multi-stop
21h 25mORD-SYD
11/26Tue
multi-stop
23h 05mSYD-ORD
$952
11/23Sat
multi-stopAmerican Airlines
29h 45mORD-SYD
12/9Mon
multi-stopAmerican Airlines
23h 34mSYD-ORD
$1,395
11/25Mon
multi-stopAmerican Airlines
25h 50mORD-SYD
12/1Sun
multi-stopAmerican Airlines
22h 35mSYD-ORD
$1,418
11/26Tue
multi-stopAir Canada
33h 15mORD-SYD
12/13Fri
multi-stopAir Canada
25h 12mSYD-ORD
$1,563
11/26Tue
multi-stopAir Canada
33h 15mORD-SYD
12/13Fri
multi-stopAir Canada
25h 12mSYD-ORD
$1,569
11/26Tue
multi-stopDelta
26h 52mMDW-SYD
12/13Fri
multi-stopDelta
24h 27mSYD-MDW
$1,771
11/24Sun
multi-stopAir New Zealand
27h 25mORD-SYD
12/1Sun
multi-stopAir New Zealand
31h 17mSYD-ORD
$1,925
11/23Sat
multi-stopAir New Zealand
27h 25mORD-SYD
11/25Mon
multi-stopAir New Zealand
23h 28mSYD-ORD
$2,110
11/23Sat
multi-stopDelta
25h 18mMDW-SYD
12/9Mon
multi-stopDelta
28h 01mSYD-MDW
$3,361

Search by stops

Search by airline

Search by price

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.