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Cheap flights from Chicago to Sydney from $777

CHI — SYD
27 Oct — 3 Nov1
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

Mon 2/1113:00 -
2 stops26h 35m
Mon 16/1109:55 -
2 stops27h 42m
Deal found 23/9$1,776
Tue 10/1121:57 -
2 stops41h 38m
Tue 24/1107:30 -
2 stops38h 31m
Deal found 23/9$1,803
Mon 26/1007:00 -
2 stops33h 35m
Mon 2/1111:50 -
2 stops27h 10m
Deal found 26/9$1,823
Sun 8/1107:00 -
2 stops34h 35m
Wed 25/1109:55 -
2 stops28h 50m
Deal found 25/9$1,824
Fri 23/1015:00 -
2 stops27h 35m
Wed 4/1109:55 -
2 stops30h 03m
Deal found 22/9$1,826
Sat 7/1118:30 -
2 stops45h 05m
Fri 13/1111:50 -
2 stops24h 06m
Deal found 23/9$1,839
Sat 24/1021:00 -
2 stops43h 35m
Mon 9/1114:05 -
2 stops27h 54m
Deal found 26/9$1,840
Mon 26/1015:47 -
2 stops24h 48m
Wed 11/1109:55 -
2 stops26h 01m
Deal found 26/9$1,842
Sat 24/1021:00 -
2 stops43h 35m
Sat 31/1011:50 -
2 stops24h 47m
Deal found 24/9$1,843
Tue 3/1114:22 -
2 stops27h 13m
Mon 9/1111:50 -
2 stops25h 47m
Deal found 24/9$1,844
Wed 21/1016:05 -
2 stops26h 35m
Mon 9/1119:25 -
2 stops42h 10m
Deal found 25/9$1,852
Sun 15/1113:00 -
2 stops39h 50m
Sat 12/1211:50 -
2 stops27h 15m
Deal found 22/9$1,853

Find flight deals from Chicago to Sydney

Round-trip from

$1,776

One-way from

$777

Popular in

September

Cheapest in

February

Average price

$2,284
Air New Zealand
  • Air New Zealand
  • 2/11-16/11
  • 4 total stops
  • 54h 17m total
  • Chicago to Sydney
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21/10-31/12
  • 21/10-31/12
  • 1 total stop
  • 43h 29m total
  • Chicago to Sydney
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($252 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($30 potential savings vs. average return price).
Search Deals
Average for round-trip flights in September 2026
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Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Chicago to Sydney that are best for you.

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Price

Cheapest return flight

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Wed 24/3

07:35-09:50

2 stops34h 15m

Sydney Kingsford Smith

Wed 31/12

00:00-08:00

Nonstop0h 00m

$887

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Sat 7/11

21:04-09:50

2 stops43h 46m

Sydney Kingsford Smith

Wed 31/12

00:00-08:00

Nonstop0h 00m

$978

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Tue 10/11

06:29-09:50

2 stops34h 21m

Sydney Kingsford Smith

Wed 31/12

00:00-08:00

Nonstop0h 00m

$978

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Sun 1/11

21:04-09:50

2 stops43h 46m

Sydney Kingsford Smith

Wed 31/12

00:00-08:00

Nonstop0h 00m

$978

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Thu 19/11

05:40-09:50

2 stops35h 10m

Sydney Kingsford Smith

Wed 31/12

00:00-08:00

Nonstop0h 00m

$978

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Fri 2/10

06:00-08:00

2 stops35h 00m

Sydney Kingsford Smith

Wed 31/12

00:00-08:00

Nonstop0h 00m

$1,036

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Sat 5/12

07:25-06:25

3 stops54h 00m

Sydney Kingsford Smith

Wed 31/12

00:00-08:00

Nonstop0h 00m

$1,063
Fastest return journey

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Tue 10/11

07:20-06:25

3 stops30h 05m

Sydney Kingsford Smith

Wed 31/12

00:00-08:00

Nonstop0h 00m

$1,190

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Tue 12/1

11:45-19:25

2 stops38h 40m

Sydney Kingsford Smith

Wed 31/12

00:00-08:00

Nonstop0h 00m

$1,213

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Sat 2/1

20:15-19:25

2 stops54h 10m

Sydney Kingsford Smith

Wed 31/12

00:00-08:00

Nonstop0h 00m

$1,269

Flights are sorted by cheapest return flights first.

Deals found on 27/9

Showing 1-10 of 21 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

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, February is the cheapest month in which you can book a flight from Chicago to Sydney (average of $1,750). Flying from Chicago to Sydney in December is currently the most expensive (average of $2,458). 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?

Airfare is below average for this route at the moment.
Chicago to Sydney flights typically cost between $1,879 and $2,510 in November.
The cheapest return price found within the last 5 days was $1,776 on Air New Zealand (2 Nov–16 Nov).

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

Vancouver (YVR) – chosen by Cheapflights users on 44% of one-stop itineraries from Chicago to Sydney on Cheapflights.

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

Nadi (NAN) is the most affordable one-stop option, with an average return flight price of $1,031.

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

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?

Flights via Houston (IAH) 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 84 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

  • 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 Qatar Airways fly from Chicago to Sydney in about 34h 35m. The time it takes to get you to your destination can typically vary by up to . Chicago and Sydney are separated by a distance of 14851 km.

  • 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 $2,252.

  • 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, February is the cheapest month in which you can book a flight from Chicago to Sydney (average of $1,750). Flying from Chicago to Sydney in December is currently the most expensive (average of $2,458). 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
Lithgow
Cronulla
Terrigal
Katoomba
Randwick
Leura
Bondi Beach
Coogee

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Chicago to Sydney

O'Hare Intl to Sydney flights
Midway to Sydney flights
St. Louis to Sydney flights

Top airline flying from Chicago to Sydney

AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$2,252Average$2,319FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights

Fly with Cheapflights

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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