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Cheap flights from Chicago to Sydney from $694

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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SYD
27 Jul — 3 Aug1
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 27 June 2026.

Mon 24/806:05
MDW
-
SYD
3 stops38h 45m
Multiple Airlines
Tue 8/906:15
SYD
-
MDW
3 stops43h 43m
Multiple Airlines
Deal found 23/6$1,550
Mon 24/809:20
ORD
-
SYD
3 stops35h 30m
Multiple Airlines
Tue 8/906:15
SYD
-
ORD
2 stops39h 02m
Multiple Airlines
Deal found 23/6$1,556
Sun 16/817:45
ORD
-
SYD
1 stop34h 25m
ANA
Sat 29/811:45
SYD
-
ORD
2 stops32h 00m
ANA
Deal found 26/6$1,732
Tue 11/821:13
ORD
-
SYD
2 stops47h 37m
Multiple Airlines
Wed 19/817:50
SYD
-
ORD
1 stop27h 09m
Multiple Airlines
Deal found 26/6$1,751
Thu 13/821:13
ORD
-
SYD
2 stops47h 37m
Multiple Airlines
Sat 29/817:50
SYD
-
ORD
1 stop27h 27m
Multiple Airlines
Deal found 25/6$1,764
Thu 13/821:13
ORD
-
SYD
2 stops47h 37m
Multiple Airlines
Tue 25/817:50
SYD
-
ORD
1 stop27h 27m
Multiple Airlines
Deal found 26/6$1,785
Thu 13/821:13
ORD
-
SYD
2 stops47h 37m
Multiple Airlines
Sat 22/817:50
SYD
-
ORD
1 stop27h 09m
Multiple Airlines
Deal found 26/6$1,789
Tue 11/821:13
ORD
-
SYD
2 stops58h 12m
Multiple Airlines
Sun 23/817:50
SYD
-
ORD
1 stop27h 09m
Multiple Airlines
Deal found 25/6$1,795
Thu 13/817:45
ORD
-
SYD
1 stop34h 25m
ANA
Sat 29/820:55
SYD
-
ORD
1 stop33h 00m
ANA
Deal found 24/6$1,808
Tue 21/717:46
MDW
-
SYD
2 stops27h 04m
Multiple Airlines
Tue 28/712:00
SYD
-
MDW
1 stop19h 51m
Multiple Airlines
Deal found 23/6$2,090
Sun 16/813:25
MDW
-
SYD
2 stops26h 25m
Delta
Sat 29/809:15
SYD
-
MDW
2 stops23h 46m
Delta
Deal found 27/6$2,321
Tue 13/1009:30
MDW
-
SYD
2 stops30h 20m
Delta
Sat 24/1010:15
SYD
-
MDW
2 stops22h 35m
Delta
Deal found 26/6$2,334

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 27 June 2026.

Round-trip from

$1,550

One-way from

$694

Popular in

December

Cheapest in

February

Average price

$2,006
24/8-8/9
  • 24/8-8/9
  • 6 total stops
  • 82h 28m total
  • Chicago to Sydney
Search Deals
12/8
  • 12/8
  • 2 total stops
  • 47h 37m total
  • Chicago to Sydney
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($234 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($72 potential savings vs. average return price).
Search Deals
Average for round-trip flights in June 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 27 June 2026.
Use the filters below to find and compare flights from Chicago to Sydney that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 1/9

15:43-18:50

2 stops36h 07m

Sydney Kingsford Smith

Tue 8/9

20:45-06:20

3 stops24h 35m

$2,280

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 1/12

12:40-09:20

1 stop27h 40m

Sydney Kingsford Smith

Thu 31/12

11:20-21:46

1 stop27h 26m

$2,328

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 22/8

13:25-06:50

2 stops26h 25m

Sydney Kingsford Smith

Fri 4/9

09:15-18:01

2 stops23h 46m

$2,334

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 13/10

13:05-07:50

2 stops26h 45m

Sydney Kingsford Smith

Tue 10/11

10:40-16:50

2 stops23h 10m

$2,334

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 14/10

13:05-07:50

2 stops26h 45m

Sydney Kingsford Smith

Mon 26/10

09:40-16:50

2 stops23h 10m

$2,334

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 15/9

13:19-06:50

2 stops26h 31m

Sydney Kingsford Smith

Fri 2/10

09:15-18:33

2 stops24h 18m

$2,334

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 1/9

10:54-06:50

2 stops28h 56m

Sydney Kingsford Smith

Tue 8/9

09:15-18:19

2 stops24h 04m

$2,335

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 13/8

12:46-06:50

2 stops27h 04m

Sydney Kingsford Smith

Thu 27/8

09:15-18:01

2 stops23h 46m

$2,337

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 13/8

13:51-06:50

2 stops25h 59m

Sydney Kingsford Smith

Sat 29/8

09:15-18:33

2 stops24h 18m

$2,337

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 20/9

13:00-06:50

2 stops26h 50m

Sydney Kingsford Smith

Sun 27/9

09:15-18:19

2 stops24h 04m

$2,337

Flights are sorted by cheapest return flights first.

Deals found on 25/6

Showing 1-10 of 38 resultsSorted by cheapest first
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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

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

Currently, May is the cheapest month in which you can book a flight from Chicago to Sydney (average of $206). Flying from Chicago to Sydney in October is currently the most expensive (average of $1,205). 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 56% 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.

Nadi (NAN) is the most affordable one-stop option, with an average return flight price of $1,050.

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 Nadi (NAN) have the shortest average one-way travel time for one-stop routes: 18h 55m.

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 Los Angeles (LAX) offer the fastest connection on this route, with an average stopover time of 2h 21m.

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

To ensure you get the cheapest price possible for a flight from Chicago to Sydney, you should look to book at least 46 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.

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 United Airlines, Delta, and Qantas Airways fly from Chicago to Sydney in about 21h 43m. The time it takes to get you to your destination can typically vary by up to 5h 57m. 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 $2,131.

  • 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, May is the cheapest month in which you can book a flight from Chicago to Sydney (average of $206). Flying from Chicago to Sydney in October is currently the most expensive (average of $1,205). 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
Cronulla
Terrigal
Lithgow
Randwick
Bondi Beach
Leura
Coogee

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 27 June 2026.
AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$2,131Average$2,359FlexibilityNo 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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