Which stopover airport has the shortest connection time from Chicago to Sydney?

Los Angeles (LAX) has the shortest average stopover time for this route: 1h 50m.

Which airport is the most popular for stopovers for flights between Chicago and Sydney?

Los Angeles (LAX) was the most common stop: 67% of momondo users choosing one-stop flights on this route connected there.

Which stopover airport offers the lowest fares from Chicago to Sydney?

Flights via Nadi (NAN) offer the lowest average return price of $1,027.

Which stopover airport has the shortest travel time from Chicago to Sydney?

Flights connecting via Nadi (NAN) have the shortest average one-way travel time: 19h 00m.

When did momondo last update prices for flights from Chicago to Sydney Kingsford Smith Airport?

Prices for flights from Chicago to Sydney Kingsford Smith Airport were last updated today.

How many operators does momondo search for flights from Chicago to Sydney Kingsford Smith Airport?

As of October 2026, there is 1 operator available to choose from for flights from Chicago to Sydney Kingsford Smith Airport.

How old do you have to be to fly from Chicago to Sydney Kingsford Smith Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and stopovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Sydney Kingsford Smith Airport.

What documentation or ID do you need to fly to Sydney Kingsford Smith Airport?

The necessary travel and health documents for your Sydney Kingsford Smith Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's licence and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$874 Cheap Flights from Chicago to Sydney in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Sydney

Return

One-way

Last minute

Cheap return flights

Enter your travel dates to find the best prices.

10:30 - 06:25ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

26h 55m1 stop Los Angeles

21:25 - 06:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 35m1 stop San Francisco

$1,842American Airlines

Fri, 20 Nov - Fri, 27 Nov

18:20 - 09:20ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

22h 00m1 stop San Francisco

11:50 - 14:49SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

19h 59m1 stop San Francisco

$1,847United Airlines

Fri, 13 Nov - Sat, 21 Nov

14:55 - 08:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 35m1 stop Los Angeles

10:40 - 13:47SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

20h 07m1 stop Los Angeles

$1,847Delta

Sat, 27 Feb - Fri, 5 Mar

18:28 - 08:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

21h 02m1 stop Los Angeles

10:40 - 17:27SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

23h 47m1 stop Los Angeles

$1,847Delta

Fri, 13 Nov - Sun, 22 Nov

15:47 - 08:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

23h 48m2 stops San Francisco Auckland Intl

19:25 - 05:01SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

50h 36m2 stops Auckland Intl Honolulu

$1,847Air New Zealand

Tue, 23 Feb - Sat, 6 Mar

13:30 - 09:20ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

26h 50m1 stop San Francisco

11:50 - 14:39SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

19h 49m1 stop San Francisco

$1,847United Airlines

Thu, 26 Nov - Thu, 3 Dec

07:29 - 07:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

30h 31m1 stop Houston George Bush Intcntl

11:50 - 23:27SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

28h 37m1 stop San Francisco

$1,847United Airlines

Fri, 20 Nov - Fri, 27 Nov

17:00 - 08:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

22h 30m1 stop Los Angeles

10:40 - 17:15SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

23h 35m1 stop Los Angeles

$1,847Delta

Thu, 26 Nov - Fri, 4 Dec

17:59 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

22h 01m1 stop Los Angeles

11:20 - 16:59SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

22h 39m1 stop Los Angeles

$1,909Qantas Airways

Sun, 3 Jan - Mon, 1 Feb

18:45 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

21h 15m1 stop Los Angeles

11:15 - 16:59SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

22h 44m1 stop Los Angeles

$1,913Qantas Airways

Mon, 7 Dec - Mon, 14 Dec

Cheap last-minute flights

Enter your travel dates to find the best prices.

06:30 - 06:25ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

31h 55m2 stops Denver Intl Ontario

14:00 - 09:24SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

36h 24m3 stops Nadi Los Angeles Dallas/Fort Worth

$1,911Multiple Airlines

Thu, 29 Oct - Wed, 11 Nov

15:30 - 14:40ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

30h 10m2 stops Vancouver Intl Brisbane

09:00 - 14:37SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

22h 37m2 stops Brisbane Vancouver Intl

$1,985Air Canada

Sun, 1 Nov - Sun, 15 Nov

06:30 - 06:25ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

30h 55m2 stops Denver Intl Los Angeles

14:00 - 00:21SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

27h 21m3 stops Nadi Los Angeles Denver Intl

$1,994Multiple Airlines

Sun, 1 Nov - Wed, 11 Nov

12:02 - 09:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

28h 28m2 stops Dallas/Fort Worth Melbourne

21:50 - 17:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

36h 10m2 stops Brisbane Los Angeles

$2,024Qantas Airways

Sun, 1 Nov - Sun, 15 Nov

17:52 - 09:05ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

22h 13m1 stop Los Angeles

11:20 - 06:29SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

36h 09m1 stop Los Angeles

$2,041United Airlines

Sun, 1 Nov - Sun, 29 Nov

07:05 - 08:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

33h 30m3 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl Vancouver Intl

11:20 - 19:05SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

24h 45m2 stops Vancouver Intl Toronto Pearson Intl

$2,060Air Canada

Fri, 30 Oct - Thu, 5 Nov

05:30 - 09:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

35h 20m2 stops Los Angeles Manila Ninoy Aquino Intl

11:30 - 05:02SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

34h 32m2 stops Manila Ninoy Aquino Intl Los Angeles

$2,134Multiple Airlines

Sun, 1 Nov - Sun, 15 Nov

07:00 - 06:25ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

31h 25m3 stops Seattle/Tacoma Intl Spokane Los Angeles

11:15 - 23:49SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

29h 34m3 stops Los Angeles San Jose San Diego

$2,179Alaska Airlines

Sat, 31 Oct - Thu, 12 Nov

16:20 - 09:20ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 00m2 stops Denver Intl San Francisco

11:20 - 00:05SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

29h 45m1 stop Los Angeles

$2,243United Airlines

Sun, 1 Nov - Sun, 29 Nov

15:10 - 06:25ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

22h 15m1 stop San Francisco

21:25 - 05:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

24h 35m1 stop San Francisco

$18,088Qantas Airways

Sun, 1 Nov - Fri, 1 Jan

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Delta flights from Chicago to Sydney

Our best Delta deals on Chicago to Sydney flight tickets

Delta

13 Nov

ORD18:28Chicago O'Hare Intl

21h 02m

1 stop

SYD08:30Sydney Kingsford Smith

20 Nov

SYD10:40Sydney Kingsford Smith

19h 57m

1 stop

ORD13:37Chicago O'Hare Intl

$1,847

Delta

14 Nov

ORD12:38Chicago O'Hare Intl

26h 52m

2 stops

SYD08:30Sydney Kingsford Smith

27 Nov

SYD10:40Sydney Kingsford Smith

27h 15m

1 stop

ORD20:55Chicago O'Hare Intl

$1,852

Delta

14 Nov

ORD16:30Chicago O'Hare Intl

23h 00m

1 stop

SYD08:30Sydney Kingsford Smith

27 Nov

SYD10:40Sydney Kingsford Smith

26h 37m

2 stops

ORD20:17Chicago O'Hare Intl

$1,854

Air Canada flights from Chicago to Sydney

Our best Air Canada deals on Chicago to Sydney flight tickets

Air Canada

15 Nov

ORD15:30Chicago O'Hare Intl

30h 10m

2 stops

SYD14:40Sydney Kingsford Smith

21 Nov

SYD13:00Sydney Kingsford Smith

42h 37m

2 stops

ORD14:37Chicago O'Hare Intl

$1,851

Air Canada

19 Nov

ORD15:30Chicago O'Hare Intl

48h 10m

2 stops

SYD08:40Sydney Kingsford Smith

26 Nov

SYD11:20Sydney Kingsford Smith

20h 17m

1 stop

ORD14:37Chicago O'Hare Intl

$1,857

Air Canada

17 Nov

ORD08:40Chicago O'Hare Intl

31h 55m

2 stops

SYD09:35Sydney Kingsford Smith

20 Nov

SYD11:20Sydney Kingsford Smith

46h 30m

2 stops

ORD16:50Chicago O'Hare Intl

$1,861

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Fri 20/11

10:30-06:25

1 stop26h 55m

Sydney Kingsford Smith

Fri 27/11

21:25-06:00

1 stop25h 35m

$1,842

Fastest return journey

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Fri 13/11

18:20-09:20

1 stop22h 00m

Sydney Kingsford Smith

Sat 21/11

11:50-14:49

1 stop19h 59m

$1,847

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Sat 27/2

14:55-08:30

1 stop24h 35m

Sydney Kingsford Smith

Fri 5/3

10:40-13:47

1 stop20h 07m

$1,847

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Fri 13/11

18:28-08:30

1 stop21h 02m

Sydney Kingsford Smith

Sun 22/11

10:40-17:27

1 stop23h 47m

$1,847

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Tue 23/2

15:47-08:35

2 stops23h 48m

Sydney Kingsford Smith

Sat 6/3

19:25-05:01

2 stops50h 36m

$1,847

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Thu 26/11

13:30-09:20

1 stop26h 50m

Sydney Kingsford Smith

Thu 3/12

11:50-14:39

1 stop19h 49m

$1,847

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Fri 20/11

07:29-07:00

1 stop30h 31m

Sydney Kingsford Smith

Fri 27/11

11:50-23:27

1 stop28h 37m

$1,847

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Thu 26/11

17:00-08:30

1 stop22h 30m

Sydney Kingsford Smith

Fri 4/12

10:40-17:15

1 stop23h 35m

$1,847

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Sun 3/1

17:59-09:00

1 stop22h 01m

Sydney Kingsford Smith

Mon 1/2

11:20-16:59

1 stop22h 39m

$1,909

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Mon 7/12

18:45-09:00

1 stop21h 15m

Sydney Kingsford Smith

Mon 14/12

11:15-16:59

1 stop22h 44m

$1,913

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Sydney

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Stopovers

What is the typical price of a round-trip flight between Chicago and Sydney?

Prices are currently low for flights on this route.

Typical prices usually range from $1,956 to $2,416.
The lowest price recently found on this route was $1,842.

What is the cheapest month to fly to Sydney?

The month of February is, on average, the cheapest month to fly to Sydney from Chicago, with most prices found around $1,750. If you aren’t able to travel to Sydney during the month of February, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $1,759.

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

You are more likely to see cheaper flights to Sydney from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Sydney for around $2,094 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Sydney from Chicago for as low as $1,536 on momondo.

Can stopping save me money on Chicago to Sydney flights?

You could potentially save up to 17% on your flight if you consider stops on a Chicago to Sydney flight.

How have Chicago to Sydney flight prices changed over time?

As of October 2026, prices for Chicago to Sydney flights are approximately 11% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Sydney

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Sydney according to our flight data. Find out which month and days have the cheapest flights.

Estimated return price

Cheap Chicago to Sydney (CHI to SYD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Sydney

Best price found	$874
Fastest flight time	21h 10m
Direct flights	None

The best one-way flight to Sydney from Chicago in the past 72 hours is $874. The best return flight deal from Chicago to Sydney found on momondo in the last 72 hours is $1,842.

The fastest flight from Chicago to Sydney takes 21h 10m

There are no direct flights from Chicago to Sydney. There are no popular flight routes from Chicago to Sydney.

Search flight deals

Frequently asked questions about flying from Chicago to Sydney

How far is Chicago to Sydney Kingsford Smith by plane?
Chicago and Sydney Kingsford Smith are 14866.2 km apart from one another. A reasonable flight in good conditions will take 21h 10m.
When did momondo last update prices for flights from Chicago to Sydney Kingsford Smith Airport?
Prices for flights from Chicago to Sydney Kingsford Smith Airport were last updated today.
How many operators does momondo search for flights from Chicago to Sydney Kingsford Smith Airport?
As of October 2026, there is 1 operator available to choose from for flights from Chicago to Sydney Kingsford Smith Airport.
How old do you have to be to fly from Chicago to Sydney Kingsford Smith Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and stopovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Sydney Kingsford Smith Airport.
What documentation or ID do you need to fly to Sydney Kingsford Smith Airport?
The necessary travel and health documents for your Sydney Kingsford Smith Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's licence and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Chicago to Sydney

Compare and see reviews for airlines that fly from Chicago to Sydney with momondo

Airline	Rating	Free cancellation	Price
Qantas Airways	PriceFrom $2,248	Free cancellation	Rating 7.5 1,118 reviews		Search Qantas Airways flights

Parramatta

Terrigal

Wollongong

Katoomba

Penrith

Coogee

Lithgow

Manly

Cronulla

Randwick

Leura

Bondi Beach

Charlestown

Swansea

Newport

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Sydney?

It is quick and easy to find Chicago to Sydney flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Sydney that suits you.

Can I find flights from Chicago to Sydney with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Sydney from Chicago with this policy.

How can momondo help me find flights from Chicago to Sydney?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Sydney from Chicago.

I’m not ready to book a flight from Chicago to Sydney right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Sydney, momondo offers a useful price alert feature which will track prices for flights to Sydney from Chicago and alert you when they change.