CHI - SYD

$402 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 2/2. 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

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Sydney.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Sydney.
In the last 7 days travelers have searched 41,299,237 times on KAYAK, and here is 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.

Recent round-trip flight deals from Chicago to Sydney

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to Sydney.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
3:16 pm - 9:00 amORD-SYD
25h 44m1 stop
11:15 am - 11:59 pmSYD-ORD
28h 44m1 stop
$812Qantas Airways
Find Deal
Sun, Mar 9 - Mon, Mar 17
7:13 pm - 9:00 amORD-SYD
21h 47m1 stop
11:15 am - 3:55 pmSYD-ORD
20h 40m1 stop
$816Qantas Airways
Find Deal
Mon, Mar 10 - Wed, Mar 19
11:50 am - 6:35 amORD-SYD
27h 45m1 stop
10:25 am - 6:10 pmSYD-ORD
22h 45m1 stop
$844American Airlines
Find Deal
Sun, Apr 13 - Sun, Apr 20
8:20 am - 6:10 amORD-SYD
29h 50m1 stop
9:30 pm - 6:03 amSYD-ORD
23h 33m1 stop
$852American Airlines
Find Deal
Thu, Apr 3 - Sun, Apr 20
7:15 am - 7:15 pmORD-SYD
45h 00m2 stops
8:55 pm - 4:59 amSYD-ORD
47h 04m2 stops
$979ANA
Find Deal
Sat, May 10 - Sat, May 17
7:15 am - 7:15 pmORD-SYD
45h 00m2 stops
8:55 pm - 4:59 amSYD-ORD
47h 04m2 stops
$987ANA
Find Deal
Sat, May 10 - Sat, May 17
11:35 am - 9:35 amORD-SYD
29h 00m2 stops
11:20 am - 2:39 pmSYD-ORD
20h 19m1 stop
$1,241Air Canada
Find Deal
Tue, Feb 18 - Sun, Mar 2
2:05 pm - 9:35 amORD-SYD
26h 30m2 stops
11:20 am - 7:55 pmSYD-ORD
25h 35m2 stops
$1,243Air Canada
Find Deal
Sun, Feb 2 - Sun, Feb 9
9:33 am - 6:50 amMDW-SYD
28h 17m2 stops
11:05 am - 6:11 pmSYD-MDW
24h 06m2 stops
$1,419Delta
Find Deal
Sun, Feb 9 - Mon, Feb 24
1:26 pm - 8:35 amMDW-SYD
26h 09m2 stops
11:05 am - 6:11 pmSYD-MDW
24h 06m2 stops
$1,469Delta
Find Deal
Thu, Feb 20 - Wed, Mar 5

Flights from Chicago to Sydney - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Sydney to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Sydney?

The average price of all round-trip flights from Chicago to Sydney clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Sydney on a Saturday, as we generally find the cheapest rates on that day for this route. On the other hand, Thursday is the most expensive day to fly from Chicago to Sydney. For your return ticket, we recommend flying on a Monday and avoiding Sundays for the best deals.

What is the cheapest month to fly from Chicago to Sydney?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Sydney, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to Sydney is March, where tickets cost $966 (return) on average. On the other hand, the most expensive months are December and May, where the average cost of round-trip tickets is $1,612 and $1,485 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Sydney, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.
To get a below average price on the flight from Chicago to Sydney, you should book around 10 weeks before departure. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Good to know

Low season

October

High season

March

Cheapest flight

$402
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly and prices are also 29% 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 $402 for a one-way ticket and $812 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 oneworld being the most commonly used for this route.

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

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

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

    The two airlines most popular with KAYAK users for flights from Chicago to Sydney are ANA and Delta. With an average price for the route of $2,081 and an overall rating of 8.4, ANA is the most popular choice. Delta is also a great choice for the route, with an average price of $935 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Chicago to Sydney?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Sydney.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Sydney?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Sydney from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Sydney?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Sydney with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Sydney?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Sydney from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

KAYAK’s top tips for finding a cheap flight from Chicago to Sydney

  • Air New Zealand is a great option to book when flying with the entire family. They have free Wi-Fi available plus seatback on-demand video and free meals, all of which should make it a better experience for the kids.
  • The Blue Line train from downtown Chicago to O’Hare International Airport (ORD) is a good commuter option when you want to avoid the rush hour traffic that is usually quite a menace.
  • United Airlines doesn’t allow passengers to bring carry-on bags to the economy class cabin. However, they do allow one checked bag for free, meaning if you have any bags, you will need to check them before the flight.
  • American Airlines offers travelers the chance to calculate and offset the emissions generated during the flight from Chicago to Sydney through Cool Effect. This is a great way to make your trips more sustainable and keep the carbon footprint low.
  • Chicago Midway is an alternative departure airport to O’Hare. It is closer to downtown Chicago and also less busy, however, there are few flight options from the airport with all of them being served by Delta and including at least two layovers.
See more tips

Top 5 airlines serving from Chicago to Sydney

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Sydney. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Sydney? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
Air New ZealandOverall score based on 496 reviews
7.5Entertainment
8.2Boarding
8.6Crew
8.0Comfort
7.3Food
Airline reviews

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

8.0 ExcellentAnonymous, Dec 2024AKL - IAH
Read more Air New Zealand reviews

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

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

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

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!

Headphone jacks worked poorly, seat recline was broken. Planes were rundown.

Delayed and missed connection, was not re-booked like other travelers so ended up being stuck for several hours due to no one handling my booking.

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.

We arrived early and finally made it to our gate almost an hour after.

Was a pain having to leave the plane and reboard but glad the plane was fixed

Plane was was better than th YVR to ORD flight but was a fraction of the distance. Fly your better planes on longer distance flights.

Nothing wrong with the flight itself. But due to 2+ hrs waiting in immigration and the additional security checkup in O’hare, I nearly missed the flight.

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

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

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

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

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

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

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

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

Lots of announcements that no wheeled carry on bags were allowed on the flight, yet the overhead bins were totally full and made it uncomfortable trying to get through and significantly held up departure. Why were they allowed on when they said that they weren't? Trash only came by soon after service and I wasn't ready to dispose of it. I had to first hold on to it and after flagging and attendant was told to stuff it in the seat back! I have never run into the need to walk outside in northern winter weather at an international airport and wasn't dressed to do so in the cold pouring rain! I'm not thinking that I'll be back unless I hear things have changed.

My first flight left so late we knew I would miss my connection. Rather than redirecting me then, they made me take a flight to Montreal, then Toronto (there was a flight leaving for Toronto when I was in NYC, no need for me to also go to montreal). Then they gave me a food voucher that did not work (4 places would not accept it). At least they gave me a hotel automatically, even though it was a cheap crappy one. I'm still not home, and it's been over 24 hours. I'm exhausted.

Liked the size of seats. Not much food offered given length of flight.

The boarding was at a dual gate hallway and there was only one spoken explanation about which way to turn to board the correct plane. It wasn't marked visually at the split in the gate. The phone charger did not work at my seat. The temperature was quite chilly throughout the flight and the recorded announcements were extremely loud for a small plane.

The Air Canada staff at the gate in Newark were fantastic and so very helpful!!!

Flight was delayed 1.5 hours as crew was stuck in traffic...that is absurd that the airline would be transfering a crew by car through NYC during rush hour. I missed my shuttle bus and got stuck in Vancouver for the night. Airline did not offer a voucher

I booked these flights for our group of 4 people several months in advance. On the departing flight, I checked in 24 hours before flight and was able to select the seats that we liked. On the return flight, I had no internet access until about 12 hours before flight, when I tried to check in, we were scattered all over the plane in middle seats which is absolutely ridiculous. I book all 4 ticket in 1 booking MONTHS in advance, the preassigned seats should be together, NOT scattered in 4 different rows in middle seats.

Very unfriendly crew, Air Canada should hire staff that are willing to do their job and be friendly to others. Unmannered flight attendants.

It was absolutely awful in every week. A mechanical failure led to a 6 hour delay, cancellation and rerouting.

On the short flight it was fine . The flight was smooth and crew pleasant .

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.
2/2Sun
1 stopQantas Airways
31h 20mORD-SYD
$402
2/2Sun
1 stopQantas Airways
31h 20mORD-SYD
$406
1/30Thu
1 stopAmerican Airlines
23h 05mORD-SYD
$419
2/3Mon
2 stopsAmerican Airlines
24h 35mORD-SYD
$457
4/28Mon
2 stopsAir Canada
33h 00mORD-SYD
$711
6/5Thu
2 stopsAir Canada
29h 40mORD-SYD
$770
1/21Tue
1 stopUnited Airlines
27h 10mORD-SYD
$907
2/3Mon
2 stopsDelta
28h 38mMDW-SYD
$912
2/1Sat
2 stopsDelta
31h 50mMDW-SYD
$968
1/23Thu
1 stopUnited Airlines
27h 10mORD-SYD
$972

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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.
12/24Tue
multi-stopQantas Airways
20h 42mORD-SYD
12/29Sun
multi-stopQantas Airways
21h 47mSYD-ORD
$833
12/24Tue
multi-stopQantas Airways
20h 42mORD-SYD
12/30Mon
multi-stopQantas Airways
21h 47mSYD-ORD
$838
12/24Tue
multi-stopAmerican Airlines
20h 42mORD-SYD
12/30Mon
multi-stopAmerican Airlines
21h 48mSYD-ORD
$889
12/23Mon
multi-stopAmerican Airlines
23h 27mORD-SYD
12/29Sun
multi-stopAmerican Airlines
22h 37mSYD-ORD
$1,132
12/24Tue
multi-stopAir Canada
26h 30mORD-SYD
12/29Sun
multi-stopAir Canada
25h 12mSYD-ORD
$1,522
12/23Mon
multi-stopAir Canada
44h 10mORD-SYD
12/29Sun
multi-stopAir Canada
39h 50mSYD-ORD
$1,532
12/24Tue
multi-stopUnited Airlines
27h 25mORD-SYD
1/10Fri
multi-stopUnited Airlines
24h 04mSYD-ORD
$1,756
12/24Tue
multi-stopUnited Airlines
32h 00mORD-SYD
1/10Fri
multi-stopUnited Airlines
22h 10mSYD-ORD
$1,760
12/24Tue
multi-stopAir New Zealand
23h 55mORD-SYD
12/31Tue
multi-stopAir New Zealand
25h 40mSYD-ORD
$2,296
12/24Tue
multi-stopAir New Zealand
43h 08mORD-SYD
1/11Sat
multi-stopAir New Zealand
40h 40mSYD-ORD
$2,643

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

Information on your arrival and departure airports

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