CHI - SYD

$502 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 2/23. 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
1 adult, Economy, 0 bags

KAYAK searches 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.
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Everything you should know

Cheapest round-trip
$942
Typical prices: $846-$1,166
Qantas Airways
Tue 2/17Wed 3/4
ORD - SYD • 1 stop
Cheapest one-way
$512
Typical prices: $454-$843
Multiple Airlines
Mon 2/23
ORD - SYD • 3 stops
Video guide: How to find cheap flights to Sydney
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Top airlines
Qantas Airways
Cheapest • from $942 (round-trip)
Fiji Airways
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 16% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
June
Cheapest • 16% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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Flight Deals
Booking Insights
Flight Deals

Cheap Flights 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Sydney

Tue, Feb 17 - Wed, Mar 4
Qantas Airways Logo
2:33 pm - 9:00 am
ORD
-
SYD
25h 27m
1 stop
Qantas Airways Logo
7:05 am - 2:53 pm
SYD
-
ORD
24h 48m
2 stops
$942Qantas Airways
Thu, Feb 5 - Sat, May 16
Qantas Airways Logo
6:40 pm - 2:50 pm
ORD
-
SYD
27h 10m
2 stops
Qantas Airways Logo
9:10 am - 5:46 pm
SYD
-
ORD
23h 36m
1 stop
$953Qantas Airways
Thu, Feb 5 - Sat, Feb 21
Qantas Airways Logo
6:40 pm - 2:50 pm
ORD
-
SYD
27h 10m
2 stops
Qantas Airways Logo
11:20 am - 9:35 pm
SYD
-
ORD
27h 15m
1 stop
$954Qantas Airways
Mon, Feb 9 - Mon, Feb 23
Qantas Airways Logo
6:40 pm - 8:50 pm
ORD
-
SYD
33h 10m
2 stops
Qantas Airways Logo
11:20 am - 5:46 pm
SYD
-
ORD
23h 26m
1 stop
$964Qantas Airways
Mon, Feb 2 - Mon, Feb 9
Qantas Airways Logo
2:15 pm - 9:00 am
ORD
-
SYD
25h 45m
1 stop
Qantas Airways Logo
5:50 pm - 3:57 pm
SYD
-
ORD
39h 07m
2 stops
$965Qantas Airways
Wed, Feb 11 - Thu, Feb 26
Qantas Airways Logo
5:10 pm - 8:50 pm
ORD
-
SYD
34h 40m
2 stops
Qantas Airways Logo
11:20 am - 2:53 pm
SYD
-
ORD
20h 33m
1 stop
$966Qantas Airways
Tue, Apr 28 - Tue, May 19
Multiple Airlines Logo
3:40 pm - 7:20 am
ORD
-
SYD
24h 40m
1 stop
Multiple Airlines Logo
7:00 am - 2:45 pm
SYD
-
ORD
22h 45m
2 stops
$975Multiple Airlines
Mon, Feb 2 - Mon, Feb 9
Delta Logo
12:46 pm - 8:30 am
MDW
-
SYD
26h 44m
2 stops
Delta Logo
2:15 pm - 10:22 pm
SYD
-
MDW
25h 07m
2 stops
$1,386Delta
Mon, Feb 23 - Sun, Mar 8
Delta Logo
12:45 pm - 8:30 am
MDW
-
SYD
26h 45m
2 stops
Delta Logo
10:40 am - 5:40 pm
SYD
-
MDW
24h 00m
2 stops
$1,387Delta
Thu, Feb 5 - Tue, Feb 10
Delta Logo
1:51 pm - 8:30 am
MDW
-
SYD
25h 39m
2 stops
Delta Logo
10:40 am - 5:29 pm
SYD
-
MDW
23h 49m
2 stops
$1,436Delta
Booking Insights

KAYAK's insights & trends for Chicago to Sydney flights

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.

Find cheap flights to Sydney
Find cheap flights to Sydney

Planning a trip from Chicago to Sydney? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.

How much is a round-trip flight from Chicago to Sydney?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Sydney departing in February.

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 June, where tickets cost $865 (return) on average. On the other hand, the most expensive months are December and January, where the average cost of round-trip tickets is $1,549 and $1,364 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 3 weeks before departure, which saves you about 16% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$512
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 15% 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 $512 for a one-way ticket and $942 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?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Chicago and Sydney, with SkyTeam 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 Fiji Airways?

    The two airlines most popular with KAYAK users for flights from Chicago to Sydney are ANA and Fiji Airways. With an average price for the route of $1,237 and an overall rating of 8.4, ANA is the most popular choice. Fiji Airways is also a great choice for the route, with an average price of $1,227 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.

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.

Reviews of the 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
Fiji AirwaysOverall score based on 223 reviews
7.5Entertainment
7.4Food
8.5Crew
8.1Boarding
8.0Comfort
Airline reviews

Ticketing said dinner for the almost 14 hour flight and we were delayed an hour. However, onboard we were only served a sluce if pizza bread and a cookie. Not at all dinner and insufficient for a long international flight. Breakfast was good.

8.0 ExcellentAnonymous, Jan 2026
DFW - NAN
Read more Fiji Airways reviews

Ticketing said dinner for the almost 14 hour flight and we were delayed an hour. However, onboard we were only served a sluce if pizza bread and a cookie. Not at all dinner and insufficient for a long international flight. Breakfast was good.

We have had an absolutely horrific experience so far getting home from Australia on a $18,000 + flight we booked with you. The flight did not deplane in Dallas because there was no available gate or staircase. We sat in the plane for 3 hours waiting to deplane. As a result we missed our connecting flight to New York. American Airlines put us up in a hotel several miles away. We waited 45 minutes for a shuttle and The shuttle driver was horribly rude and unhelpful. They offered us $70 vouchers for food but actually there was no food left when we arrived minus some chicken nuggets and corn dogs. It was awful. Horrible way to end a vacation. There has to be accountability here.

A bit cramped in economy and the people in front wouldn’t put their seats up during meal service, crew did not help with that and I felt they could have done more about it.

The airline is ok, but it needs to improve it schedules.

Again, Fijian hospitality was genuine, very comfortable, only improvement would be the entertainment. Why Do they only have 5 episodes of TV shows and from like season three...

Fiji Airways was amazing, will definately be lfying them again. The "Fijian hospitality" is not a catch phrase, it is genuine. the only things that could be improved is the entertainment. Not a great choice of movies, and the TV shows only have about 5 or so episodes, and often of a random season.

They will look to squeeze every penny they can out of you!! Pick your seat$$...bring luggage$$$$... if they could charge you for the air on the plane they would!!

.very good and as I needed wheelchair assistance all staff excellent.. only suggestion is get rid of those plastic chairs hard to ride in and staff have trouble compared to others. Everything else very good experience. Will use Fiji Air again.

In-flight entertainment options could use a refresh, Consider a tie-up with Spotify for more current music and with IMDB or other service for newer selections/movie ratings.

See previous comments. Didn’t take this flight because my other flight was so delayed. Ending up on two other flights as a result and was more than a day late.

Flight was canceled. I was not alerted. It was only kayak that alerted me

Flight was 2.5 hours late leaving. We spent 50 minutes of that sitting on the plane with no explanation. They did reduce the time in the air so we arrived a little less late which was something. The cheese and crackers were okay but the wine was terrible.

Couldn't access entertainment on app as said in an email

Excellent as always, I won't fly to Australia, and back to the US on any other airline. The flight crew is always top notch, and have a way to make one feel extra special. Thank you for your service, I would rate Qantas Airways a 10+.

After already paying for excess luggage prior to flight, i was advised AT check in that i had to pay $816 or forfeit my flight! The lady at the counter was SO rude and had already started offboarding me when i said i would pay it after asking her three times for the exact amount! Have lodged a formal complaint yet heard nothing. Will not ever travel via Qantas again

A few more inches of legroom is all i ask

One of the best Qantas business flights I've had. Quality product

Business class points redemption - good value for points paid, dubious value if out of your own pocket, domestic class business product okay for this length of flight. The flight left and arrived on time, crew were good, aircraft was a bit old and tired, but still miles ahead of their competitors in Virgin and Jetstar.

Airline running better than post Covid, proper boarding process now implemented, some aircraft feeling a bit old and tired, crew fine, online experience better.

Five hour flight instead of four hours due to westerly headwinds which wasn’t the fault of Qantas !

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

Food should be changed in menu Many muslims travels in this airlime they need to add one Halal meal

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Not United Airlines' fault. It's ORL airport's fault.

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

I liked the snacks and the flight attendants were friendly.

The movies offered were great. Staff were very pleasant and very efficient.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

We were upgraded to First Class and it was a great flight

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

The plane was delayed substantially due to a mechanical problem, that being said, the airline was very fair with providing a meal coupon for us. I would rather arrive late on a mechanically sound plane than the alternative. The food served in the plane was just awful, however and I recommend a new catering company.

Short flight. Everything was fine except the flight was delayed twice for a total of an hour.

There labor disputes cancelled my flight less than 24 hours before my boarding time but there customer service/website was easy enough to navigate and they rebooked me for no upcharge.

Very bad, flight was cancelled due to strike and staff was unable to rebook us

Flight was delayed by 1.5hrs. Once inside, people had their small handbags on the storage. The crew (male guy) was not helpful in making some space in the storage. Instead, he asked few bags to be checked-in and it was not a great experience. No attempt to help but just followed the things with a straight face. People had their literally small bags and he wouldnt not move from one storage to another even if there was space and would not let us do i as well. Once flight was on, they ran out of Orange juice, really running out of orange juice when the temp were 32.degrees outside. didnt made the sense. Onasking for a extra snack, he made a face as if he was giving me out of his pocket. if the flight was delayed, there could have an attempt to provide something extra incase people did asked.

Abandoned me in hallway in a wheelchair… which I asked for because I sprained my back. After waiting in the hallway, I decided to walk the rest of the way since someone respecting me up.. My experience with the united was totally the opposite. Wheelchair access, propped swift and save me a lot of grief. Air Canada totally disorganized.

Terrible confusion btw air Canada and United. Wasn’t able to change ticket because I had purchased on kayak. Rethinking booking tickets on this site, and will try to avoid United and aircanada going forward.

Conflicting information provided about baggage allowance. One screen said I had a carry on and another said I didnt.

I think overall both Air Canada and Air New Zealand did a good job the their flights. It is nice to have movies, music, podcasts etc to watch for the long flights. Just wish the seats were wider and had a foot rest to change my leg positions during the trips.

Miserable staff as it was a late/delayed flight and crew wasn’t in the best spirits. Completely understood as neither was most of the passengers. Still unacceptable l.

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

Information on your arrival and departure airports