CHI - SYD

$613 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 4/4. 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
Travellers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 20% or moreCompare multiple travel sites with one search.

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

Free to useThere are no hidden charges or fees.

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

Everything you should know

Cheapest return fare
$1,360
Typical prices: $1,166-$1,827
Qantas Airways
Sat 7/3Sat 14/3
ORD - SYD • 2 stops
Cheapest one-way flight
$613
Typical prices: $1,268-$1,272
Multiple Airlines
Sat 4/4
ORD - SYD • 2 stops
Top airlines
Qantas Airways
Cheapest • from $1,360 (return)
Qantas Airways
Best reviews • 7.5 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
October
Cheapest • 25% price drop
March
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

Sat, 7 Mar - Sat, 14 Mar
Qantas Airways Logo
16:49 - 09:10
ORD
-
SYD
47h 21m
2 stops
Qantas Airways Logo
11:20 - 14:53
SYD
-
ORD
19h 33m
1 stop
$1,360Qantas Airways
Wed, 25 Mar - Tue, 7 Apr
Qantas Airways Logo
13:14 - 20:50
ORD
-
SYD
39h 36m
2 stops
Qantas Airways Logo
21:25 - 05:45
SYD
-
ORD
23h 20m
1 stop
$1,372Qantas Airways
Wed, 25 Mar - Wed, 15 Apr
Qantas Airways Logo
14:58 - 20:50
ORD
-
SYD
37h 52m
2 stops
Qantas Airways Logo
09:10 - 14:16
SYD
-
ORD
20h 06m
1 stop
$1,381Qantas Airways
Wed, 25 Mar - Tue, 7 Apr
Qantas Airways Logo
13:14 - 20:50
ORD
-
SYD
39h 36m
2 stops
Qantas Airways Logo
09:10 - 23:59
SYD
-
ORD
29h 49m
1 stop
$1,383Qantas Airways
Wed, 25 Mar - Mon, 6 Apr
Qantas Airways Logo
18:49 - 20:50
ORD
-
SYD
34h 01m
2 stops
Qantas Airways Logo
17:50 - 17:14
SYD
-
ORD
38h 24m
1 stop
$1,386Qantas Airways
Thu, 21 May - Sun, 31 May
Multiple Airlines Logo
12:44 - 11:50
ORD
-
SYD
32h 06m
2 stops
Multiple Airlines Logo
13:15 - 05:23
SYD
-
ORD
31h 08m
2 stops
$1,391Multiple Airlines
Wed, 25 Mar - Tue, 7 Apr
Qantas Airways Logo
14:58 - 20:50
ORD
-
SYD
37h 52m
2 stops
Qantas Airways Logo
09:10 - 14:16
SYD
-
ORD
20h 06m
1 stop
$1,431Qantas Airways
Wed, 4 Mar - Wed, 15 Apr
Delta Logo
12:45 - 08:30
MDW
-
SYD
26h 45m
2 stops
Delta Logo
09:15 - 17:58
SYD
-
MDW
23h 43m
2 stops
$2,088Delta
Wed, 5 Aug - Sun, 30 Aug
Delta Logo
13:05 - 06:50
MDW
-
SYD
26h 45m
2 stops
Delta Logo
09:15 - 18:31
SYD
-
MDW
24h 16m
2 stops
$2,089Delta
Mon, 30 Mar - Sat, 18 Apr
Delta Logo
12:47 - 07:50
MDW
-
SYD
27h 03m
2 stops
Delta Logo
09:15 - 18:36
SYD
-
MDW
24h 21m
2 stops
$2,159Delta
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 March.

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 October, where tickets cost $1,367 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $2,188 and $2,076 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$613
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly and prices are also 6% 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 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 $613 for a one-way ticket and $1,360 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 992 reviews
8.1Crew
7.2Entertainment
7.0Food
7.7Boarding
7.5Comfort
Airline reviews

Qantas is always subpar beyond comfy chairs for a domestic flight

6.0 GoodStorm, Feb 2026
BNE - DRW
Read more Qantas Airways reviews

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.

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

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

Information on your arrival and departure airports