CHI - SYD

$721 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 2/5. 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, 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
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Everything you should know

Cheapest return fare
$1,616
Typical prices: $2,105-$1,668
Multiple Airlines
Mon 18/5Mon 25/5
ORD - SYD • 3 stops
Cheapest one-way flight
$721
Typical prices: $1,222-$1,411
Multiple Airlines
Sat 2/5
ORD - SYD • 2 stops
Top airlines
Air Canada
Cheapest • from $1,648 (return)
Qantas Airways
Best reviews • 7.5 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Direct flights
Not available
There are currently no direct flights between Chicago and Sydney. You’ll need at least 1 connection.
Insights
Insights
Insights
Insights
Top stopover airports
Los Angeles (LAX)
Cheapest • Avg $1,428 (return)
San Francisco (SFO)
Shortest trip • 21h 30m (one-way)
Insights
Insights
Insights
Insights
When to book
5 weeks
in advance
Our data shows that travellers who book at least 5 weeks in advance save around 10% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
February
Cheapest • 19% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Sydney!
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 return 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 return flight deals from Chicago to Sydney

Mon, 18 May - Mon, 25 May
Multiple Airlines Logo
08:30 - 12:05
ORD
-
SYD
36h 35m
3 stops
Multiple Airlines Logo
13:15 - 23:13
SYD
-
ORD
48h 58m
3 stops
$1,616Multiple Airlines
Mon, 18 May - Mon, 1 Jun
Multiple Airlines Logo
08:30 - 12:05
ORD
-
SYD
36h 35m
3 stops
Multiple Airlines Logo
13:15 - 06:04
SYD
-
ORD
31h 49m
2 stops
$1,638Multiple Airlines
Sun, 17 May - Sun, 24 May
Multiple Airlines Logo
07:15 - 11:50
ORD
-
SYD
37h 35m
2 stops
Multiple Airlines Logo
13:15 - 05:59
SYD
-
ORD
31h 44m
2 stops
$1,647Multiple Airlines
Sun, 24 May - Sun, 31 May
Air Canada Logo
15:40 - 07:20
ORD
-
SYD
24h 40m
1 stop
Air Canada Logo
09:20 - 14:45
SYD
-
ORD
20h 25m
1 stop
$1,648Air Canada
Sun, 24 May - Sun, 31 May
Air Canada Logo
11:05 - 07:20
ORD
-
SYD
29h 15m
2 stops
Air Canada Logo
09:20 - 14:45
SYD
-
ORD
20h 25m
1 stop
$1,652Air Canada
Sat, 4 Jul - Sun, 26 Jul
Air Canada Logo
15:40 - 07:20
ORD
-
SYD
24h 40m
1 stop
Air Canada Logo
09:20 - 14:41
SYD
-
ORD
20h 21m
1 stop
$1,654Air Canada
Mon, 20 Apr - Thu, 23 Apr
Multiple Airlines Logo
14:00 - 12:05
ORD
-
SYD
31h 05m
2 stops
Multiple Airlines Logo
13:15 - 23:27
SYD
-
ORD
25h 12m
2 stops
$1,655Multiple Airlines
Wed, 5 Aug - Sun, 30 Aug
Delta Logo
12:41 - 06:50
MDW
-
SYD
27h 09m
2 stops
Delta Logo
09:15 - 18:05
SYD
-
MDW
23h 50m
2 stops
$2,327Delta
Tue, 1 Sep - Tue, 22 Sep
Delta Logo
13:05 - 06:50
MDW
-
SYD
26h 45m
2 stops
Delta Logo
09:15 - 18:31
SYD
-
MDW
24h 16m
2 stops
$2,329Delta
Mon, 1 Jun - Mon, 15 Jun
Delta Logo
10:59 - 06:50
MDW
-
SYD
28h 51m
2 stops
Delta Logo
09:15 - 18:18
SYD
-
MDW
24h 03m
2 stops
$2,390Delta
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.

How much is a return flight from Chicago to Sydney?

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

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 February, where tickets cost $1,661 (return) on average. On the other hand, the most expensive months are July and December, where the average cost of round-trip tickets is $2,372 and $2,235 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 5 weeks before departure, which saves you about 10% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Find deals

Good to know

Low seasonSeptember
Cheapest flight$721
Best time to beat the crowds (5% less expensive on average)
Most popular time to fly (8% more expensive on average)
Flight from Chicago O'Hare Airport to Sydney

When to book flights from Chicago to Sydney

Are your dates flexible? Find out the best times to travel from Chicago to Sydney based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Sydney

  • Can I fly directly from Chicago to Sydney?

    Unfortunately, there aren’t any airlines with a direct connection from Chicago to Sydney. Your trips will involve at least one layover, with certain airlines even having two layovers scheduled for this trip. The location of the layover will depend on the airline you’re flying with. For instance, Air New Zealand has its layovers scheduled for Auckland while Air India has Delhi. Both American Airlines and United have Los Angeles as the set layover destination for this route.

  • Is public transport available from Sydney Airport (SYD) to downtown Sydney?

    Yes, there is a train that connects the airport to the city center. It is the cheapest option available and also the quickest, taking the best part of fifteen minutes between the airport and downtown. However, it is not as convenient as a taxi especially when you have a lot of luggage as it will drop you off at the Circular Quay in the center of Sydney then you will have to walk to your hotel.

  • What are the benefits of upgrading to first class for this trip?

    For a long flight like this one, you are sure to get maximum value for your money when you upgrade to first class. The seats are much more comfortable, making the trip more bearable, and you can stretch out freely with the extra legroom. In addition, you will be served an amazing selection of meals and drinks to enjoy at various points during the flight. Lastly, you will be able to access the first-class lounges during your layover, where you can freshen up and get some rest while waiting for the second leg of the flight.

  • Do I need a visa to fly from Chicago to Sydney?

    Yes, a visa is one of the mandatory requirements for all US citizens going to Sydney or any other Australian city. As they don’t provide any visas on arrival, you have to apply beforehand by visiting the Embassy or Consulate in advance of your travel dates to ensure that they have been processed by the time you’re flying out. You can also apply for an ETA via an online process, which is much more convenient.

  • What is the cheapest flight from Chicago to Sydney?

    In the last 3 days, the lowest price for a flight from Chicago to Sydney was $721 for a one-way ticket and $1,616 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 is the only airline alliance operating flights between Chicago and Sydney.

  • 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.

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 airline flying 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.
7.5
Qantas AirwaysOverall score based on 1017 reviews
7.7Boarding
8.1Crew
7.2Entertainment
7.4Comfort
7.0Food
Airline reviews

I couldn't hear all of the announcements. It was nice when they put them on the screen.

10.0 ExcellentAnonymous, Mar 2026
DFW - SYD
Read more Qantas Airways reviews

I couldn't hear all of the announcements. It was nice when they put them on the screen.

This was the worst flight I’ve been on. Getting on the plane where is was 30 degrees outside was hotter on board cabin must’ve been 33 degrees. This is a health hazard. They cannot be doing this to save on fuel. People could die from this!!. Fans and a/c was, off entertainment was off. Poor excuse given. Crew made the excuse that the system didn’t have enough power. They basically were operating on one engine to save on jet fuel till 3 hours later on cruising altitude and they then started the second engine. And finally the cabin was cooled. On a 7hour red eye flight this made it so uncomfortable and impossible to sleep.

My experience was great overall. Tanya was particularly friendly and helpful the entire trip. I was very pleased with her customer service skills. The plane was an older aircraft but the entire way was comfortable with barely any turbulence at all. Qantas should speed up its fleet renovation. Totally recommend using this airline.

Qantas is always subpar beyond comfy chairs for a domestic flight

I liked boarding the plane. The staff were rude, the food was appalling and the chairs the most uncomfortable I have ever experienced

an hour late, then had to disembark on back stairs and take 4 flights up to get to main airport. No warning, and difficulty for those with canes and poor knees.

Well my expórtenle with Qantas it wasn’t that good KLM from Bs Aires was delay Santiago Chile Qantas QF 028 was still in the airport but the crew didn’t opened the door for me soo I lost my fly And I stuck in the airport 13 hrs waiting for next fly by Latam Arline My question is can I have my money back for business class

It was ok, the additional baggage charges were a bit excessive given winter is a time for skiing. To have to pay $600 extra for skis was tantamount to robbery. Airlines should consider sporting goods as baggage. Likewise, they should consider increasing the number of bags allowed on international flights to known ski destinations.

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.

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

Information on your arrival and departure airports

Sydney (SYD)