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.

What is the cheapest airline that flies from Chicago to Sydney Kingsford Smith?

ANA and Turkish Airlines are the most popular carriers operating from Chicago to Sydney Kingsford Smith

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

Flights via Nadi (NAN) offer the lowest average return price of $1,003.

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

Los Angeles (LAX) was the most common stop: 71% of momondo users choosing one-stop flights on this route connected there.

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

Los Angeles (LAX) has the shortest average stopover time for this route: 2h 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 September 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.

$724 Cheap Flights from Chicago to Sydney in 2026

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.

11:30 - 20:15ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

40h 45m1 stop Tokyo Narita

12:25 - 07:20SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

35h 55m1 stop Tokyo Haneda

$1,667ANA

Sun, 25 Oct - Sat, 7 Nov

07:00 - 20:15ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

45h 15m2 stops Los Angeles Los Angeles Tokyo Haneda

12:25 - 07:20SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

35h 55m1 stop Tokyo Haneda

$1,672ANA

Sun, 25 Oct - Sat, 7 Nov

20:12 - 20:15ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

32h 03m2 stops Los Angeles Los Angeles Tokyo Haneda

12:25 - 18:56SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

47h 31m2 stops Tokyo Haneda Los Angeles Los Angeles

$1,676ANA

Sun, 25 Oct - Sat, 7 Nov

17:35 - 20:15ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

34h 40m1 stop Tokyo Haneda

12:25 - 05:20SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

33h 55m2 stops Tokyo Haneda Los Angeles Los Angeles

$1,710ANA

Sun, 25 Oct - Mon, 9 Nov

12:55 - 08:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

26h 40m2 stops Los Angeles Los Angeles Auckland Intl

14:05 - 23:17SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

26h 12m2 stops Auckland Intl Los Angeles Los Angeles

$1,715Air New Zealand

Tue, 1 Dec - Sun, 13 Dec

14:40 - 10:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

27h 55m2 stops Los Angeles Los Angeles Auckland Intl

11:50 - 20:37SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 47m2 stops Auckland Intl Los Angeles Los Angeles

$1,715Air New Zealand

Mon, 26 Oct - Wed, 11 Nov

14:40 - 12:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

29h 10m2 stops Los Angeles Los Angeles Auckland Intl

09:55 - 18:54SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 59m2 stops Auckland Intl Los Angeles Los Angeles

$1,715Air New Zealand

Mon, 1 Feb - Wed, 3 Mar

07:00 - 08:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

32h 35m2 stops Los Angeles Los Angeles Auckland Intl

09:55 - 20:22SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

27h 27m2 stops Auckland Intl Los Angeles Los Angeles

$1,715Air New Zealand

Wed, 27 Jan - Wed, 17 Feb

18:55 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

21h 05m1 stop Los Angeles Los Angeles

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

20h 44m1 stop Los Angeles Los Angeles

$2,183Qantas Airways

Mon, 15 Feb - Mon, 15 Mar

13:24 - 06:25ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 01m1 stop San Francisco

11:15 - 17:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

22h 45m1 stop Los Angeles Los Angeles

$2,191Qantas Airways

Sun, 1 Nov - Thu, 12 Nov

Cheap last-minute flights

Enter your travel dates to find the best prices.

08:43 - 07:20ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

31h 37m2 stops Calgary Vancouver Intl

09:20 - 20:06SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 46m1 stop Vancouver Intl

$1,780Air Canada

Tue, 8 Sep - Tue, 22 Sep

08:49 - 07:20ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

31h 31m1 stop Vancouver Intl

09:20 - 14:43SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

20h 23m1 stop Vancouver Intl

$1,780Air Canada

Tue, 8 Sep - Tue, 22 Sep

08:43 - 07:20ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

31h 37m2 stops Calgary Vancouver Intl

09:20 - 07:51SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

37h 31m2 stops Vancouver Intl Montreal Pierre Elliott Trudeau Intl

$1,786Air Canada

Tue, 8 Sep - Tue, 22 Sep

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

28h 00m2 stops Vancouver Intl Brisbane

09:20 - 14:50SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

20h 30m1 stop Vancouver Intl

$1,804Multiple Airlines

Mon, 7 Sep - Wed, 26 May

08:49 - 07:20ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

31h 31m1 stop Vancouver Intl

09:20 - 07:51SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

37h 31m3 stops Vancouver Intl Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$1,814Air Canada

Sun, 6 Sep - Sun, 20 Sep

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

28h 00m2 stops Vancouver Intl Brisbane

09:20 - 21:59SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

27h 39m2 stops Vancouver Intl Toronto Pearson Intl

$1,815Multiple Airlines

Mon, 7 Sep - Wed, 26 May

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

28h 00m2 stops Vancouver Intl Brisbane

09:20 - 14:43SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

20h 23m1 stop Vancouver Intl

$1,857Multiple Airlines

Mon, 7 Sep - Mon, 14 Sep

05:55 - 07:20ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

34h 25m2 stops Denver Intl Vancouver Intl

09:20 - 20:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 40m2 stops Vancouver Intl Phoenix Sky Harbor Intl

$1,864Air Canada

Mon, 7 Sep - Mon, 14 Sep

15:40 - 07:20ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 40m1 stop Vancouver Intl

09:20 - 09:43SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

39h 23m2 stops Vancouver Intl Denver Intl

$1,866Air Canada

Tue, 8 Sep - Sat, 19 Sep

19:48 - 10:40ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

23h 52m2 stops Vancouver Intl Brisbane

09:20 - 09:43SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

39h 23m2 stops Vancouver Intl Denver Intl

$1,890Multiple Airlines

Tue, 8 Sep - Sat, 19 Sep

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Air Canada flights from Chicago to Sydney

Our best Air Canada deals on Chicago to Sydney flight tickets

Air Canada

13 Sept

ORD15:40Chicago O'Hare Intl

24h 40m

1 stop

SYD07:20Sydney Kingsford Smith

27 Sept

SYD09:20Sydney Kingsford Smith

20h 23m

1 stop

ORD14:43Chicago O'Hare Intl

$1,650

Air Canada

13 Sept

ORD15:40Chicago O'Hare Intl

24h 40m

1 stop

SYD07:20Sydney Kingsford Smith

27 Sept

SYD09:20Sydney Kingsford Smith

25h 28m

2 stops

ORD19:48Chicago O'Hare Intl

$1,708

Air Canada

13 Sept

ORD15:40Chicago O'Hare Intl

24h 40m

1 stop

SYD07:20Sydney Kingsford Smith

27 Sept

SYD09:20Sydney Kingsford Smith

20h 23m

1 stop

ORD14:43Chicago O'Hare Intl

$1,728

Air New Zealand flights from Chicago to Sydney

Our best Air New Zealand deals on Chicago to Sydney flight tickets

Air New Zealand

26 Oct

ORD14:40Chicago O'Hare Intl

27h 55m

2 stops

SYD10:35Sydney Kingsford Smith

11 Nov

SYD11:50Sydney Kingsford Smith

25h 47m

2 stops

ORD20:37Chicago O'Hare Intl

$1,715

Air New Zealand

1 Feb

ORD13:55Chicago O'Hare Intl

25h 40m

2 stops

SYD08:35Sydney Kingsford Smith

3 Mar

SYD09:55Sydney Kingsford Smith

27h 36m

2 stops

ORD20:31Chicago O'Hare Intl

$1,716

Air New Zealand

1 Dec

ORD15:00Chicago O'Hare Intl

24h 35m

2 stops

SYD08:35Sydney Kingsford Smith

13 Dec

SYD11:50Sydney Kingsford Smith

27h 15m

2 stops

ORD22:05Chicago O'Hare Intl

$1,718

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

Sun 25/10

11:30-20:15

1 stop40h 45m

Sydney Kingsford Smith

Sat 7/11

12:25-07:20

1 stop35h 55m

$1,667

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Sun 25/10

07:00-20:15

2 stops45h 15m

Sydney Kingsford Smith

Sat 7/11

12:25-07:20

1 stop35h 55m

$1,672

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Sun 25/10

20:12-20:15

2 stops32h 03m

Sydney Kingsford Smith

Sat 7/11

12:25-18:56

2 stops47h 31m

$1,676

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Sun 25/10

17:35-20:15

1 stop34h 40m

Sydney Kingsford Smith

Mon 9/11

12:25-05:20

2 stops33h 55m

$1,710

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Tue 1/12

12:55-08:35

2 stops26h 40m

Sydney Kingsford Smith

Sun 13/12

14:05-23:17

2 stops26h 12m

$1,715

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Mon 26/10

14:40-10:35

2 stops27h 55m

Sydney Kingsford Smith

Wed 11/11

11:50-20:37

2 stops25h 47m

$1,715

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Mon 1/2

14:40-12:50

2 stops29h 10m

Sydney Kingsford Smith

Wed 3/3

09:55-18:54

2 stops25h 59m

$1,715

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Wed 27/1

07:00-08:35

2 stops32h 35m

Sydney Kingsford Smith

Wed 17/2

09:55-20:22

2 stops27h 27m

$1,715

Fastest return journey

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Mon 15/2

18:55-09:00

1 stop21h 05m

Sydney Kingsford Smith

Mon 15/3

11:15-15:59

1 stop20h 44m

$2,183

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Sun 1/11

13:24-06:25

1 stop24h 01m

Sydney Kingsford Smith

Thu 12/11

11:15-17:00

1 stop22h 45m

$2,191

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

Airlines

Stopovers

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

Prices are currently typical for flights on this route.

Typical prices usually range from $1,662 to $2,589.
The lowest price recently found on this route was $1,667.

What is the cheapest month to fly to Sydney?

The month of June is, on average, the cheapest month to fly to Sydney from Chicago, with most prices found around $1,779. If you aren’t able to travel to Sydney during the month of June, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $1,840.

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 $1,990 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 $1,525 on momondo.

How have Chicago to Sydney flight prices changed over time?

As of September 2026, prices for Chicago to Sydney flights are approximately 74% more expensive 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	$724
Fastest flight time	24h 20m
Direct flights	None

The best one-way flight to Sydney from Chicago in the past 72 hours is $724. The best return flight deal from Chicago to Sydney found on momondo in the last 72 hours is $1,667.

The fastest flight from Chicago to Sydney takes 24h 20m

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 24h 20m.
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 September 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 $2,196	Free cancellation	Rating 7.5 1,090 reviews		Search Qantas Airways flights

Parramatta

Terrigal

Wollongong

Katoomba

Penrith

Lithgow

Manly

Coogee

Randwick

Cronulla

Leura

Charlestown

Bondi Beach

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.