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.

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.

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 offers the lowest fares from Chicago to Sydney?

Flights via Nadi (NAN) offer the lowest average return price of $1,014.

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 2026/27

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.

07:29 - 10:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

34h 06m2 stops Houston George Bush Intcntl Auckland Intl

09:55 - 22:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

29h 05m2 stops Auckland Intl Los Angeles Los Angeles

$1,733Air New Zealand

Mon, 2 Nov - Mon, 16 Nov

22:45 - 09:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

42h 05m1 stop Manila Ninoy Aquino Intl

11:30 - 17:55SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

46h 25m1 stop Manila Ninoy Aquino Intl

$1,733Philippine Airlines

Fri, 12 Mar - Sun, 21 Mar

09:15 - 08:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

30h 20m2 stops Houston George Bush Intcntl Auckland Intl

11:50 - 21:46SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

26h 56m2 stops Auckland Intl Los Angeles Los Angeles

$1,733Air New Zealand

Mon, 1 Feb - Wed, 3 Mar

14:23 - 08:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

25h 12m2 stops Houston George Bush Intcntl Auckland Intl

11:50 - 21:46SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

26h 56m2 stops Auckland Intl Los Angeles Los Angeles

$1,733Air New Zealand

Mon, 1 Feb - Wed, 3 Mar

09:21 - 08:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

30h 14m2 stops Houston George Bush Intcntl Auckland Intl

11:50 - 18:56SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

24h 06m2 stops Auckland Intl Los Angeles Los Angeles

$1,739Air New Zealand

Sun, 8 Nov - Wed, 18 Nov

19:55 - 08:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

43h 40m2 stops Houston George Bush Intcntl Auckland Intl

09:55 - 23:27SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

30h 32m2 stops Auckland Intl San Francisco

$1,746Air New Zealand

Sat, 14 Nov - Wed, 25 Nov

06:59 - 09:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

33h 51m2 stops Los Angeles Los Angeles Manila Ninoy Aquino Intl

11:30 - 05:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

33h 30m2 stops Manila Ninoy Aquino Intl Los Angeles Los Angeles

$1,753Multiple Airlines

Fri, 5 Mar - Tue, 16 Mar

06:59 - 09:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

33h 51m2 stops Los Angeles Los Angeles Manila Ninoy Aquino Intl

11:30 - 05:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

33h 30m2 stops Manila Ninoy Aquino Intl Los Angeles Los Angeles

$1,753Multiple Airlines

Fri, 5 Mar - Mon, 15 Mar

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

21h 15m1 stop Los Angeles Los Angeles

14:05 - 20:03SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

22h 58m1 stop Dallas/Fort Worth

$2,202Qantas Airways

Sat, 14 Nov - Wed, 25 Nov

15:50 - 06:55ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

22h 05m1 stop Dallas/Fort Worth

11:20 - 15:59SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

20h 39m1 stop Los Angeles Los Angeles

$2,228Qantas Airways

Fri, 5 Mar - Mon, 15 Mar

Cheap last-minute flights

Enter your travel dates to find the best prices.

06:00 - 08:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

35h 00m2 stops Los Angeles 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 Los Angeles

$1,858Multiple Airlines

Sun, 27 Sep - Mon, 2 Nov

11:15 - 13:25ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

35h 10m3 stops Orlando Los Angeles Los Angeles Nadi

13:15 - 00:45SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

26h 30m3 stops Nadi Los Angeles Los Angeles Dallas/Fort Worth

$2,031Multiple Airlines

Fri, 25 Sep - Fri, 2 Oct

11:15 - 13:25ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

35h 10m3 stops Orlando Los Angeles Los Angeles Nadi

13:15 - 00:45SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

26h 30m3 stops Nadi Los Angeles Los Angeles Dallas/Fort Worth

$2,031Multiple Airlines

Fri, 25 Sep - Fri, 2 Oct

18:06 - 07:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

21h 54m1 stop Los Angeles Los Angeles

14:05 - 20:37SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

23h 32m2 stops Auckland Intl Los Angeles Los Angeles

$2,171Air New Zealand

Sun, 27 Sep - Mon, 2 Nov

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

25h 00m1 stop Los Angeles Los Angeles

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

26h 27m2 stops Auckland Intl San Francisco

$2,203Air New Zealand

Mon, 28 Sep - Wed, 14 Oct

17:45 - 19:10ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

34h 25m1 stop Tokyo Haneda

21:45 - 08:40SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

26h 55m1 stop Tokyo Haneda

$2,216ANA

Mon, 28 Sep - Wed, 14 Oct

19:03 - 07:05ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

21h 02m1 stop Los Angeles Los Angeles

09:10 - 14:30SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

20h 20m1 stop Los Angeles Los Angeles

$3,159Qantas Airways

Thu, 24 Sep - Sat, 26 Sep

17:50 - 07:05ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

22h 15m1 stop Los Angeles Los Angeles

09:10 - 15:53SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

21h 43m1 stop Los Angeles Los Angeles

$3,163Qantas Airways

Thu, 24 Sep - Sat, 26 Sep

21:10 - 07:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

43h 20m1 stop Los Angeles Los Angeles

06:00 - 15:53SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

24h 53m2 stops Melbourne Los Angeles Los Angeles

$11,058Qantas Airways

Fri, 25 Sep - Fri, 2 Oct

13:50 - 07:05ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

26h 15m1 stop Los Angeles Los Angeles

10:10 - 23:30SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

29h 20m1 stop Los Angeles Los Angeles

$12,735Qantas Airways

Sun, 27 Sep - Wed, 14 Oct

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Air New Zealand flights from Chicago to Sydney

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

Air New Zealand

1 Feb

ORD14:23Chicago O'Hare Intl

25h 12m

2 stops

SYD08:35Sydney Kingsford Smith

3 Mar

SYD11:50Sydney Kingsford Smith

26h 56m

2 stops

ORD21:46Chicago O'Hare Intl

$1,733

Air New Zealand

8 Nov

ORD09:21Chicago O'Hare Intl

30h 14m

2 stops

SYD08:35Sydney Kingsford Smith

18 Nov

SYD11:50Sydney Kingsford Smith

24h 06m

2 stops

ORD18:56Chicago O'Hare Intl

$1,739

Air New Zealand

14 Nov

ORD19:55Chicago O'Hare Intl

43h 40m

2 stops

SYD08:35Sydney Kingsford Smith

25 Nov

SYD09:55Sydney Kingsford Smith

30h 32m

2 stops

ORD23:27Chicago O'Hare Intl

$1,746

Air Canada flights from Chicago to Sydney

Our best Air Canada deals on Chicago to Sydney flight tickets

Air Canada

18 Oct

ORD15:40Chicago O'Hare Intl

24h 40m

1 stop

SYD08:20Sydney Kingsford Smith

1 Nov

SYD11:20Sydney Kingsford Smith

25h 39m

1 stop

ORD20:59Chicago O'Hare Intl

$1,771

Air Canada

3 Nov

ORD13:55Chicago O'Hare Intl

26h 40m

2 stops

SYD09:35Sydney Kingsford Smith

10 Nov

SYD11:20Sydney Kingsford Smith

25h 39m

1 stop

ORD19:59Chicago O'Hare Intl

$1,772

Air Canada

18 Oct

ORD15:40Chicago O'Hare Intl

24h 40m

1 stop

SYD08:20Sydney Kingsford Smith

1 Nov

SYD11:20Sydney Kingsford Smith

25h 32m

2 stops

ORD20:52Chicago O'Hare Intl

$1,774

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

Mon 2/11

07:29-10:35

2 stops34h 06m

Sydney Kingsford Smith

Mon 16/11

09:55-22:00

2 stops29h 05m

$1,733

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Fri 12/3

22:45-09:50

1 stop42h 05m

Sydney Kingsford Smith

Sun 21/3

11:30-17:55

1 stop46h 25m

$1,733

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Mon 1/2

09:15-08:35

2 stops30h 20m

Sydney Kingsford Smith

Wed 3/3

11:50-21:46

2 stops26h 56m

$1,733

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Mon 1/2

14:23-08:35

2 stops25h 12m

Sydney Kingsford Smith

Wed 3/3

11:50-21:46

2 stops26h 56m

$1,733

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Sun 8/11

09:21-08:35

2 stops30h 14m

Sydney Kingsford Smith

Wed 18/11

11:50-18:56

2 stops24h 06m

$1,739

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Sat 14/11

19:55-08:35

2 stops43h 40m

Sydney Kingsford Smith

Wed 25/11

09:55-23:27

2 stops30h 32m

$1,746

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Fri 5/3

06:59-09:50

2 stops33h 51m

Sydney Kingsford Smith

Tue 16/3

11:30-05:00

2 stops33h 30m

$1,753

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Fri 5/3

06:59-09:50

2 stops33h 51m

Sydney Kingsford Smith

Mon 15/3

11:30-05:00

2 stops33h 30m

$1,753

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Sat 14/11

18:45-09:00

1 stop21h 15m

Sydney Kingsford Smith

Wed 25/11

14:05-20:03

1 stop22h 58m

$2,202

Fastest return journey

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Fri 5/3

15:50-06:55

1 stop22h 05m

Sydney Kingsford Smith

Mon 15/3

11:20-15:59

1 stop20h 39m

$2,228

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 $1,767 to $2,509.
The lowest price recently found on this route was $1,733.

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 $1,746. If you aren’t able to travel to Sydney during the month of February, then flying in June is also cheap. Prices for this month can be found on momondo for an average of $1,798.

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 $1,999 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 $1,542 on momondo.

Can stopping save me money on Chicago to Sydney flights?

You could potentially save up to 15% 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 September 2026, prices for Chicago to Sydney flights are approximately 68% 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	21h 06m
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 $1,733.

The fastest flight from Chicago to Sydney takes 21h 06m

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 06m.
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 $2,220	Free cancellation	Rating 7.5 1,101 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.