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Cheap flights from Chicago to Sydney from $665

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SYD
5 Mar — 12 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Chicago to Sydney

Enter your travel dates to find the best prices.

Cheapest flights from Chicago to Sydney
Explore the most affordable flight options available from Chicago to Sydney. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 3 February 2026.

Wed 15/406:00
ORD
-
SYD
1 stop34h 30m
Multiple Airlines
Mon 4/513:15
SYD
-
ORD
2 stops31h 35m
Multiple Airlines
Deal found 2/2$1,355
Mon 2/218:40
ORD
-
SYD
1 stop21h 20m
Qantas Airways
Wed 11/207:05
SYD
-
ORD
2 stops25h 52m
Qantas Airways
Deal found 2/2$1,360
Tue 7/419:45
ORD
-
SYD
1 stop44h 45m
Multiple Airlines
Tue 14/413:15
SYD
-
ORD
2 stops31h 35m
Multiple Airlines
Deal found 2/2$1,370
Thu 16/421:20
ORD
-
SYD
1 stop43h 10m
Multiple Airlines
Thu 7/513:15
SYD
-
ORD
2 stops31h 35m
Multiple Airlines
Deal found 2/2$1,371
Thu 5/218:40
ORD
-
SYD
2 stops27h 10m
Qantas Airways
Sat 21/211:20
SYD
-
ORD
1 stop29h 35m
Qantas Airways
Deal found 1/2$1,376
Thu 16/421:20
ORD
-
SYD
1 stop43h 10m
Multiple Airlines
Wed 6/513:10
SYD
-
ORD
2 stops31h 40m
Multiple Airlines
Deal found 2/2$1,378
Tue 7/419:45
ORD
-
SYD
1 stop44h 45m
Multiple Airlines
Sat 25/413:15
SYD
-
ORD
2 stops31h 35m
Multiple Airlines
Deal found 1/2$1,380
Sat 28/216:49
ORD
-
SYD
2 stops45h 46m
Qantas Airways
Sat 7/311:20
SYD
-
ORD
1 stop29h 35m
Qantas Airways
Deal found 31/1$1,388
Tue 7/419:45
ORD
-
SYD
1 stop44h 45m
Multiple Airlines
Tue 28/413:15
SYD
-
ORD
2 stops31h 35m
Multiple Airlines
Deal found 1/2$1,397
Mon 9/316:49
ORD
-
SYD
2 stops36h 01m
Qantas Airways
Mon 13/417:50
SYD
-
ORD
1 stop20h 59m
Qantas Airways
Deal found 2/2$1,400
Wed 15/406:00
ORD
-
SYD
1 stop34h 30m
Multiple Airlines
Mon 20/413:15
SYD
-
ORD
2 stops31h 35m
Multiple Airlines
Deal found 2/2$1,403
Wed 11/211:56
ORD
-
SYD
2 stops39h 54m
Qantas Airways
Fri 27/211:20
SYD
-
ORD
1 stop20h 33m
Qantas Airways
Deal found 1/2$1,404

Find flight deals from Chicago to Sydney

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Sydney (SYD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 3 February 2026.

Round-trip from

$1,355

One-way from

$665

Popular in

December

Cheapest in

June

Average price

$1,409
15/4-4/5
  • 15/4-4/5
  • 3 total stops
  • 66h 05m total
  • Chicago to Sydney
Search Deals
7/3
  • 7/3
  • 2 total stops
  • 47h 56m total
  • Chicago to Sydney
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($475 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($98 potential savings vs. average return price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Chicago to Sydney that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 647,157 searches. Data last updated 3 February 2026.
Use the filters below to find and compare flights from Chicago to Sydney that are best for you.

Fly from

Chicago

Fly to

Sydney

Route

Depart

Return

Price

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 20/4

06:00-07:30

1 stop34h 30m

Sydney Kingsford Smith

Wed 6/5

13:10-05:50

2 stops31h 40m

$1,378

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 15/4

06:00-07:30

1 stop34h 30m

Sydney Kingsford Smith

Tue 5/5

17:50-05:50

1 stop27h 00m

$1,727

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 23/2

11:31-09:20

2 stops28h 49m

Sydney Kingsford Smith

Sat 7/3

14:05-20:40

1 stop23h 35m

$1,776

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 9/3

06:05-07:25

2 stops33h 20m

Sydney Kingsford Smith

Mon 23/3

11:20-22:45

2 stops27h 25m

$1,800

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sat 18/4

06:00-07:30

1 stop34h 30m

Sydney Kingsford Smith

Sat 9/5

17:50-05:50

1 stop27h 00m

$1,823

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 26/5

15:40-07:20

1 stop24h 40m

Sydney Kingsford Smith

Wed 10/6

09:20-14:45

1 stop20h 25m

$1,852

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 16/3

15:35-08:35

1 stop25h 00m

Sydney Kingsford Smith

Sun 22/3

10:20-14:41

1 stop20h 21m

$1,863

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 28/2

09:15-07:25

2 stops29h 10m

Sydney Kingsford Smith

Sat 7/3

11:20-22:41

2 stops28h 21m

$1,905

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 20/4

08:40-07:20

3 stops31h 40m

Sydney Kingsford Smith

Mon 4/5

09:20-19:25

2 stops25h 05m

$1,925

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 2/3

16:49-06:55

1 stop21h 06m

Sydney Kingsford Smith

Mon 9/3

11:20-21:35

1 stop26h 15m

$1,938

Flights are sorted by cheapest return flights first.

Deals found on 1/2

Showing 1-10 of 40 results
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Best time to book a flight from Chicago to Sydney

Have a flexible travel schedule? Discover the best time to fly to Sydney from Chicago with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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

Use this chart to determine the optimal time to book a return flight from Chicago to Sydney. Price data was last updated on 30 January 2026.

To ensure you get the cheapest price possible for a flight from Chicago to Sydney, you should look to book at least 20 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Sydney?

Currently, August is the cheapest month in which you can book a flight from Chicago to Sydney (average of $285). Flying from Chicago to Sydney in December is currently the most expensive (average of $1,229). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost for a return flight from Chicago to Sydney?

What’s the top stopover airport for flights from Chicago to Sydney?

Share of one-stop return flights from Chicago to Sydney chosen by Cheapflights users in the past 12 months, using the same stopover each way.

Vancouver (YVR) – chosen by Cheapflights users on 54% of one-stop itineraries from Chicago to Sydney on Cheapflights.

What’s the cheapest stopover airport for flights from Chicago to Sydney?

Average return fare for one-stop flights from Chicago to Sydney, chosen by Cheapflights users in the past 12 months, with the same stopover each way.

Dallas (DFW) is the most affordable one-stop option, with an average return flight price of $1,228.

What’s the fastest stopover option from Chicago to Sydney?

Shortest average travel time for one-stop one-way flights from Chicago to Sydney, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by stopover airport.

Flights via Los Angeles (LAX) have the shortest average one-way travel time for one-stop routes: 21h 28m.

Which airport typically offers the quickest stopover for flights from Chicago to Sydney?

Average stopover duration for one-stop one-way flights from Chicago to Sydney, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Dallas (DFW) offer the fastest connection on this route, with an average stopover time of 1h 10m.

Reviews of airlines servicing Sydney

Get insights into the airlines that provide service to Sydney. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Sydney. Reviews last updated 3 February 2026.
Read reviews from past customers who have flown with Qantas Airways from Chicago to Sydney. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Qantas Airways
7.5
Good
985 reviews
Check prices

Food

7.0

Crew

8.2

Boarding

7.7

Overall

7.5

Entertainment

7.2

Comfort

7.5

Reviews

1 / 20
2.0
Mediocre

Midhat,Jan 2026

WYA - ADL

Bad. Second time in a week the flight got delayed. This time for 1.5 hours. Hopefully this is not going to be a pattern.
Qantas Airways
7.5
Good
985 reviews
Qantas Airways
7.5
Good
985 reviews
Check prices

Food

7.0

Crew

8.2

Boarding

7.7

Overall

7.5

Entertainment

7.2

Comfort

7.5

Reviews

1 / 20
2.0
Mediocre

Midhat,Jan 2026

WYA - ADL

Bad. Second time in a week the flight got delayed. This time for 1.5 hours. Hopefully this is not going to be a pattern.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Sydney. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Sydney from Chicago?

    For a flight from Chicago to Sydney, you will be flying into Kingsford Smith. Sydney Kingsford Smith (SYD) is just 7.5 km from the centre vof the city. Kingsford Smith is the only Sydney airport and it handles 0 inbound flights from Chicago per day. 1 airline has flights to Sydney Kingsford Smith from Chicago on a regular basis.

  • How long is the flight from Chicago to Sydney?

    Airlines like Qantas Airways, Air Canada, and Delta fly from Chicago to Sydney in about 24h 40m. The time it takes to get you to your destination can typically vary by up to 4h 09m. Chicago and Sydney are separated by a distance of 14851 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What is the cheapest airline to fly from Chicago to Sydney round-trip?

    Cheapflights users have booked flights from Chicago to Sydney round-trip from $1,228. Qantas Airways is currently priced 17% below the average price you’ll pay for this route.

  • Can I find deals for flights from Chicago to Sydney that include hotel bookings?

    Yes. In addition to deals on Chicago to Sydney flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Sydney?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Sydney.

  • Can I find deals for business class flights from Chicago to Sydney?

    Yes. Cheapflights offers flight deals from Chicago to Sydney by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Sydney?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Sydney (average of $285). Flying from Chicago to Sydney in December is currently the most expensive (average of $1,229). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Travelling to a place near Sydney?

Book flights to Sydney if you plan to visit one of these locations
Parramatta
Wollongong
Penrith
Manly
Katoomba
Terrigal
Lithgow
Leura
Coogee
Cronulla
Randwick
Bondi Beach

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to Sydney

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Sydney flights
Midway to Sydney flights
St. Louis to Sydney flights

Top airline flying from Chicago to Sydney

Discover the top airline that operate flights from Chicago to Sydney. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 647,157 searches. Data last updated 3 February 2026.
AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$1,228Average$2,341FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago to Sydney?

Deals for Chicago to Sydney flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Sydney?

Cheapflights helps you find that perfect flight to Sydney from Chicago by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Chicago to Sydney with no change fees?

Yes, we can. To see specific flights from Chicago to Sydney with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Chicago to Sydney become cheaper?

Yes, Cheapflights offers price alerts on Chicago to Sydney flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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