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?

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

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 offers the lowest fares from Chicago to Sydney?

Flights via Nadi (NAN) offer the lowest average return price of $1,005.

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.

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.

$761 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.

15:30 - 09:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

25h 05m1 stop Vancouver Intl

11:20 - 14:37SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

20h 17m1 stop Vancouver Intl

$1,666Air Canada

Mon, 16 Nov - Mon, 30 Nov

08:49 - 09:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

31h 46m1 stop Vancouver Intl

11:20 - 19:59SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 39m1 stop Vancouver Intl

$1,669Air Canada

Wed, 4 Nov - Mon, 16 Nov

15:30 - 09:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

25h 05m1 stop Vancouver Intl

11:20 - 19:52SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 32m2 stops Vancouver Intl Montreal Pierre Elliott Trudeau Intl

$1,669Air Canada

Mon, 16 Nov - Mon, 30 Nov

13:55 - 09:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

26h 40m2 stops Montreal Pierre Elliott Trudeau Intl Vancouver Intl

11:20 - 14:37SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

20h 17m1 stop Vancouver Intl

$1,672Air Canada

Wed, 4 Nov - Mon, 16 Nov

13:55 - 09:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

26h 40m2 stops Montreal Pierre Elliott Trudeau Intl Vancouver Intl

11:20 - 19:52SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 32m2 stops Vancouver Intl Montreal Pierre Elliott Trudeau Intl

$1,672Air Canada

Mon, 16 Nov - Mon, 30 Nov

13:55 - 09:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

26h 40m2 stops Montreal Pierre Elliott Trudeau Intl Vancouver Intl

11:20 - 19:52SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 32m2 stops Vancouver Intl Montreal Pierre Elliott Trudeau Intl

$1,675Air Canada

Wed, 4 Nov - Mon, 16 Nov

06:30 - 08:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

34h 05m3 stops Denver Intl Los Angeles Los Angeles Auckland Intl

11:50 - 05:13SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

34h 23m3 stops Auckland Intl Los Angeles Los Angeles Las Vegas Harry Reid Intl

$1,676Multiple Airlines

Sat, 31 Oct - Mon, 9 Nov

13:55 - 09:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

26h 40m2 stops Montreal Pierre Elliott Trudeau Intl Vancouver Intl

11:20 - 08:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

37h 40m3 stops Vancouver Intl Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$1,684Air Canada

Wed, 4 Nov - Mon, 16 Nov

18:45 - 20:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

33h 05m2 stops Los Angeles Los Angeles Auckland Intl

19:15 - 18:35SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

40h 20m2 stops Auckland Intl Dallas/Fort Worth

$2,039Qantas Airways

Mon, 25 Jan - Thu, 25 Feb

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

31h 25m2 stops Los Angeles Los Angeles Auckland Intl

19:15 - 16:16SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

38h 01m2 stops Auckland Intl Dallas/Fort Worth

$2,075Qantas Airways

Wed, 27 Jan - Thu, 25 Feb

Cheap last-minute flights

Enter your travel dates to find the best prices.

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

24h 40m1 stop Vancouver Intl

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

20h 23m1 stop Vancouver Intl

$1,730Air Canada

Sun, 13 Sep - Sun, 27 Sep

06:30 - 11:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

38h 20m3 stops Denver Intl Los Angeles Los Angeles Nadi

13:15 - 11:51SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

37h 36m3 stops Nadi Los Angeles Los Angeles Atlanta Hartsfield-Jackson

$1,754Multiple Airlines

Mon, 14 Sep - Mon, 21 Sep

10:26 - 11:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

34h 24m3 stops Atlanta Hartsfield-Jackson Los Angeles Los Angeles Nadi

06:15 - 09:20SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

42h 05m3 stops Nadi Los Angeles Los Angeles Atlanta Hartsfield-Jackson

$1,754Multiple Airlines

Mon, 14 Sep - Wed, 23 Sep

15:00 - 08:45ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

26h 45m2 stops Los Angeles Los Angeles Auckland Intl

14:05 - 00:59SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

27h 54m2 stops Auckland Intl Los Angeles Los Angeles

$1,789Air New Zealand

Sat, 12 Sep - Sun, 15 Nov

13:58 - 08:45ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

27h 47m2 stops Los Angeles Los Angeles Auckland Intl

11:50 - 20:35SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 45m2 stops Auckland Intl Los Angeles Los Angeles

$1,789Air New Zealand

Sat, 12 Sep - Tue, 17 Nov

07:40 - 08:45ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

34h 05m2 stops San Francisco Auckland Intl

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

25h 47m2 stops Auckland Intl Los Angeles Los Angeles

$1,789Air New Zealand

Sun, 13 Sep - Mon, 16 Nov

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

24h 40m1 stop Vancouver Intl

09:20 - 20:12SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 52m2 stops Vancouver Intl Montreal Pierre Elliott Trudeau Intl

$1,797Air Canada

Sun, 13 Sep - Sun, 27 Sep

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

34h 25m2 stops Denver Intl Vancouver Intl

11:20 - 19:59SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 39m1 stop Vancouver Intl

$1,811Air Canada

Sun, 13 Sep - Mon, 16 Nov

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

21h 02m1 stop Los Angeles Los Angeles

12:00 - 18:25SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

21h 25m1 stop Dallas/Fort Worth

$2,224Qantas Airways

Mon, 14 Sep - Wed, 23 Sep

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

21h 02m1 stop Los Angeles Los Angeles

09:10 - 14:20SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

20h 10m1 stop Los Angeles Los Angeles

$3,341Qantas Airways

Fri, 11 Sep - Sun, 13 Sep

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ANA flights from Chicago to Sydney

Our best ANA deals on Chicago to Sydney flight tickets

ANA

14 Feb

ORD16:25Chicago O'Hare Intl

34h 50m

1 stop

SYD20:15Sydney Kingsford Smith

3 Mar

SYD21:45Sydney Kingsford Smith

26h 35m

1 stop

ORD07:20Chicago O'Hare Intl

$1,778

ANA

31 Oct

ORD17:35Chicago O'Hare Intl

34h 40m

1 stop

SYD20:15Sydney Kingsford Smith

12 Nov

SYD12:25Sydney Kingsford Smith

35h 55m

1 stop

ORD07:20Chicago O'Hare Intl

$1,780

ANA

13 Nov

ORD07:00Chicago O'Hare Intl

44h 15m

2 stops

SYD20:15Sydney Kingsford Smith

20 Nov

SYD12:25Sydney Kingsford Smith

35h 55m

1 stop

ORD07:20Chicago O'Hare Intl

$1,783

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

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

$1,721

Air New Zealand

1 Nov

ORD13:00Chicago O'Hare Intl

28h 35m

2 stops

SYD10:35Sydney Kingsford Smith

15 Nov

SYD11:50Sydney Kingsford Smith

28h 37m

2 stops

ORD23:27Chicago O'Hare Intl

$1,722

Air New Zealand

1 Nov

ORD15:00Chicago O'Hare Intl

24h 35m

2 stops

SYD08:35Sydney Kingsford Smith

17 Nov

SYD11:50Sydney Kingsford Smith

25h 45m

2 stops

ORD20:35Chicago O'Hare Intl

$1,728

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

Fastest return journey

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Mon 16/11

15:30-09:35

1 stop25h 05m

Sydney Kingsford Smith

Mon 30/11

11:20-14:37

1 stop20h 17m

$1,666

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Wed 4/11

08:49-09:35

1 stop31h 46m

Sydney Kingsford Smith

Mon 16/11

11:20-19:59

1 stop25h 39m

$1,669

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Mon 16/11

15:30-09:35

1 stop25h 05m

Sydney Kingsford Smith

Mon 30/11

11:20-19:52

2 stops25h 32m

$1,669

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Wed 4/11

13:55-09:35

2 stops26h 40m

Sydney Kingsford Smith

Mon 16/11

11:20-14:37

1 stop20h 17m

$1,672

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Mon 16/11

13:55-09:35

2 stops26h 40m

Sydney Kingsford Smith

Mon 30/11

11:20-19:52

2 stops25h 32m

$1,672

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Wed 4/11

13:55-09:35

2 stops26h 40m

Sydney Kingsford Smith

Mon 16/11

11:20-19:52

2 stops25h 32m

$1,675

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Sat 31/10

06:30-08:35

3 stops34h 05m

Sydney Kingsford Smith

Mon 9/11

11:50-05:13

3 stops34h 23m

$1,676

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Wed 4/11

13:55-09:35

2 stops26h 40m

Sydney Kingsford Smith

Mon 16/11

11:20-08:00

3 stops37h 40m

$1,684

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Mon 25/1

18:45-20:50

2 stops33h 05m

Sydney Kingsford Smith

Thu 25/2

19:15-18:35

2 stops40h 20m

$2,039

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Wed 27/1

17:15-17:40

2 stops31h 25m

Sydney Kingsford Smith

Thu 25/2

19:15-16:16

2 stops38h 01m

$2,075

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 $1,666 to $2,596.
The lowest price recently found on this route was $1,666.

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 $1,783. 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 $1,844.

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 $1,995 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 $1,529 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	$761
Fastest flight time	22h 47m
Direct flights	None

The best one-way flight to Sydney from Chicago in the past 72 hours is $761. The best return flight deal from Chicago to Sydney found on momondo in the last 72 hours is $1,666.

The fastest flight from Chicago to Sydney takes 22h 47m

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 22h 47m.
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 $2,201	Free cancellation	Rating 7.5 1,092 reviews		Search Qantas Airways flights

Parramatta

Terrigal

Wollongong

Katoomba

Penrith

Lithgow

Manly

Coogee

Cronulla

Randwick

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.