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

Flights via Nadi (NAN) offer the lowest average return price of $1,040.

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 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 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.

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.

$708 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.

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

33h 51m2 stops Los Angeles Manila Ninoy Aquino Intl

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

46h 25m1 stop Manila Ninoy Aquino Intl

$1,856Multiple Airlines

Fri, 5 Mar - Tue, 16 Mar

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

33h 51m2 stops Los Angeles Manila Ninoy Aquino Intl

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

46h 25m1 stop Manila Ninoy Aquino Intl

$1,857Multiple Airlines

Fri, 5 Mar - Tue, 16 Mar

05:57 - 09:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

34h 53m2 stops Los Angeles Manila Ninoy Aquino Intl

11:30 - 16:55SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

46h 25m1 stop Manila Ninoy Aquino Intl

$1,857Multiple Airlines

Fri, 26 Feb - Sun, 14 Mar

05:57 - 09:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

34h 53m2 stops Los Angeles Manila Ninoy Aquino Intl

11:30 - 16:55SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

46h 25m1 stop Manila Ninoy Aquino Intl

$1,857Multiple Airlines

Fri, 26 Feb - Sun, 14 Mar

13:00 - 08:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

26h 35m2 stops Los Angeles Auckland Intl

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

25h 47m2 stops Auckland Intl Los Angeles

$1,860Air New Zealand

Mon, 2 Nov - Mon, 9 Nov

12:40 - 08:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

26h 55m2 stops Houston George Bush Intcntl Auckland Intl

11:50 - 20:40SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 50m2 stops Auckland Intl San Francisco

$1,862Air New Zealand

Tue, 8 Dec - Tue, 15 Dec

20:30 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

44h 30m2 stops Los Angeles Manila Ninoy Aquino Intl

11:15 - 05:40SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

34h 25m2 stops Manila Ninoy Aquino Intl Los Angeles

$1,862Multiple Airlines

Wed, 14 Oct - Sat, 17 Oct

18:55 - 08:05ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

21h 10m1 stop Los Angeles

11:10 - 16:34SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

21h 24m1 stop Los Angeles

$2,368Qantas Airways

Tue, 13 Oct - Mon, 26 Oct

15:25 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 35m1 stop Los Angeles

11:10 - 22:31SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

28h 21m1 stop Los Angeles

$2,413Qantas Airways

Mon, 23 Nov - Mon, 30 Nov

11:45 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

28h 15m1 stop Los Angeles

11:10 - 22:31SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

28h 21m1 stop Los Angeles

$2,417Qantas Airways

Fri, 27 Nov - Mon, 30 Nov

Cheap last-minute flights

Enter your travel dates to find the best prices.

06:00 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

35h 00m2 stops Los Angeles Manila Ninoy Aquino Intl

11:15 - 05:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

33h 45m2 stops Manila Ninoy Aquino Intl Los Angeles

$2,319Multiple Airlines

Mon, 5 Oct - Tue, 20 Oct

06:00 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

35h 00m2 stops Los Angeles Manila Ninoy Aquino Intl

11:15 - 05:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

33h 45m2 stops Manila Ninoy Aquino Intl Los Angeles

$2,319Multiple Airlines

Mon, 5 Oct - Sun, 11 Oct

18:06 - 08:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

21h 54m1 stop Los Angeles

07:50 - 20:22SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

28h 32m2 stops Auckland Intl San Francisco

$2,324Air New Zealand

Tue, 6 Oct - Wed, 21 Oct

18:55 - 08:05ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

21h 10m1 stop Los Angeles

10:10 - 15:59SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

21h 49m1 stop Los Angeles

$2,368Qantas Airways

Mon, 5 Oct - Wed, 7 Oct

18:55 - 08:05ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

21h 10m1 stop Los Angeles

10:10 - 15:59SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

21h 49m1 stop Los Angeles

$2,368Qantas Airways

Mon, 5 Oct - Wed, 7 Oct

20:01 - 07:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

43h 29m1 stop Los Angeles

14:15 - 06:34SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

32h 19m2 stops Nadi Los Angeles

$2,368Multiple Airlines

Thu, 8 Oct - Wed, 21 Oct

20:01 - 07:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

43h 29m1 stop Los Angeles

14:15 - 06:34SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

32h 19m2 stops Nadi Los Angeles

$2,370Multiple Airlines

Thu, 8 Oct - Tue, 20 Oct

10:39 - 07:55ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

29h 16m1 stop San Francisco

11:20 - 20:22SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 02m1 stop San Francisco

$2,375United Airlines

Mon, 5 Oct - Tue, 20 Oct

10:30 - 08:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

29h 30m1 stop Los Angeles

11:20 - 14:50SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

19h 30m1 stop San Francisco

$2,375United Airlines

Tue, 6 Oct - Tue, 20 Oct

16:40 - 07:55ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

23h 15m2 stops Los Angeles San Francisco

11:20 - 16:41SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

21h 21m1 stop San Francisco

$2,375United Airlines

Mon, 5 Oct - Tue, 20 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

3 Feb

ORD13:55Chicago O'Hare Intl

27h 40m

2 stops

SYD10:35Sydney Kingsford Smith

21 Feb

SYD11:50Sydney Kingsford Smith

29h 14m

2 stops

ORD00:04Chicago O'Hare Intl

$1,844

Air New Zealand

28 Oct

ORD14:40Chicago O'Hare Intl

27h 55m

2 stops

SYD10:35Sydney Kingsford Smith

4 Nov

SYD09:55Sydney Kingsford Smith

27h 27m

2 stops

ORD20:22Chicago O'Hare Intl

$1,863

Air New Zealand

9 Nov

ORD09:21Chicago O'Hare Intl

32h 14m

2 stops

SYD10:35Sydney Kingsford Smith

17 Nov

SYD19:25Sydney Kingsford Smith

40h 31m

2 stops

ORD18:56Chicago O'Hare Intl

$1,870

Qantas Airways flights from Chicago to Sydney

Our best Qantas Airways deals on Chicago to Sydney flight tickets

Qantas Airways

12 Oct

ORD18:55Chicago O'Hare Intl

21h 10m

1 stop

SYD08:05Sydney Kingsford Smith

19 Oct

SYD10:10Sydney Kingsford Smith

21h 49m

1 stop

ORD15:59Chicago O'Hare Intl

$2,364

Qantas Airways

5 Oct

ORD18:55Chicago O'Hare Intl

21h 10m

1 stop

SYD08:05Sydney Kingsford Smith

7 Oct

SYD10:10Sydney Kingsford Smith

21h 49m

1 stop

ORD15:59Chicago O'Hare Intl

$2,368

Qantas Airways

15 Oct

ORD15:20Chicago O'Hare Intl

24h 45m

1 stop

SYD08:05Sydney Kingsford Smith

21 Oct

SYD10:10Sydney Kingsford Smith

22h 41m

1 stop

ORD16:51Chicago O'Hare Intl

$2,417

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 5/3

06:59-09:50

2 stops33h 51m

Sydney Kingsford Smith

Tue 16/3

11:30-17:55

1 stop46h 25m

$1,856

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

11:30-17:55

1 stop46h 25m

$1,857

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Fri 26/2

05:57-09:50

2 stops34h 53m

Sydney Kingsford Smith

Sun 14/3

11:30-16:55

1 stop46h 25m

$1,857

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Fri 26/2

05:57-09:50

2 stops34h 53m

Sydney Kingsford Smith

Sun 14/3

11:30-16:55

1 stop46h 25m

$1,857

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Mon 2/11

13:00-08:35

2 stops26h 35m

Sydney Kingsford Smith

Mon 9/11

11:50-20:37

2 stops25h 47m

$1,860

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Tue 8/12

12:40-08:35

2 stops26h 55m

Sydney Kingsford Smith

Tue 15/12

11:50-20:40

2 stops25h 50m

$1,862

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Wed 14/10

20:30-09:00

2 stops44h 30m

Sydney Kingsford Smith

Sat 17/10

11:15-05:40

2 stops34h 25m

$1,862

Fastest return journey

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Tue 13/10

18:55-08:05

1 stop21h 10m

Sydney Kingsford Smith

Mon 26/10

11:10-16:34

1 stop21h 24m

$2,368

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Mon 23/11

15:25-09:00

1 stop24h 35m

Sydney Kingsford Smith

Mon 30/11

11:10-22:31

1 stop28h 21m

$2,413

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Fri 27/11

11:45-09:00

1 stop28h 15m

Sydney Kingsford Smith

Mon 30/11

11:10-22:31

1 stop28h 21m

$2,417

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 $1,900 to $2,580.
The lowest price recently found on this route was $1,844.

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 $1,771. 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 $1,840.

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 $2,047 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 $1,519 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	$708
Fastest flight time	25h 55m
Direct flights	None

The best one-way flight to Sydney from Chicago in the past 72 hours is $708. The best return flight deal from Chicago to Sydney found on momondo in the last 72 hours is $1,856.

The fastest flight from Chicago to Sydney takes 25h 55m

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 25h 55m.
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 $2,278	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.