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 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 $1,029.

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 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.

$777 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.

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

26h 35m2 stops Los Angeles Auckland Intl

09:55 - 20:37SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

27h 42m2 stops Auckland Intl Los Angeles

$1,776Air New Zealand

Mon, 2 Nov - Mon, 16 Nov

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

33h 51m2 stops 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

$1,778Multiple Airlines

Fri, 5 Mar - Mon, 15 Mar

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

33h 51m2 stops 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

$1,778Multiple 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 - 05:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

33h 30m2 stops Manila Ninoy Aquino Intl Los Angeles

$1,779Multiple 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 - 05:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

33h 30m2 stops Manila Ninoy Aquino Intl Los Angeles

$1,779Multiple Airlines

Fri, 5 Mar - Mon, 15 Mar

20:45 - 09:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

45h 05m2 stops Los Angeles Manila Ninoy Aquino Intl

11:35 - 07:06SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

34h 31m2 stops Manila Ninoy Aquino Intl Los Angeles

$1,789Multiple Airlines

Thu, 25 Mar - Mon, 5 Apr

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

34h 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

$1,795Multiple Airlines

Thu, 18 Mar - Sun, 28 Mar

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

34h 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

$1,795Multiple Airlines

Thu, 18 Mar - Sun, 28 Mar

13:26 - 06:25ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

23h 59m1 stop San Francisco

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

20h 39m1 stop Los Angeles

$2,315Qantas Airways

Fri, 5 Mar - Mon, 15 Mar

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

$2,315Qantas Airways

Fri, 5 Mar - Mon, 15 Mar

Cheap last-minute flights

Enter your travel dates to find the best prices.

21:10 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

43h 50m2 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

$1,889Multiple Airlines

Sat, 3 Oct - Sun, 11 Oct

19:03 - 08:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

45h 57m2 stops Los Angeles Manila Ninoy Aquino Intl

10:15 - 05:59SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

34h 44m2 stops Manila Ninoy Aquino Intl Los Angeles

$2,194Multiple Airlines

Mon, 28 Sep - Sat, 3 Oct

10:26 - 07:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

30h 04m2 stops Atlanta Hartsfield-Jackson Los Angeles

15:40 - 08:35SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

31h 55m1 stop Abu Dhabi Zayed Intl

$2,243Multiple Airlines

Mon, 28 Sep - Wed, 30 Sep

06:30 - 08:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

34h 30m3 stops Denver Intl Los Angeles Manila Ninoy Aquino Intl

20:50 - 15:40SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

33h 50m1 stop Abu Dhabi Zayed Intl

$2,275Multiple Airlines

Thu, 1 Oct - Sat, 3 Oct

17:45 - 09:25ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 40m1 stop Tokyo Haneda

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

26h 55m1 stop Tokyo Haneda

$2,286ANA

Mon, 28 Sep - Wed, 14 Oct

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

34h 25m1 stop Tokyo Haneda

12:45 - 04:45SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

32h 00m2 stops Tokyo Haneda Los Angeles

$2,295ANA

Mon, 28 Sep - Wed, 14 Oct

07:00 - 19:10ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

45h 10m2 stops Los Angeles Tokyo Haneda

12:45 - 04:45SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

32h 00m2 stops Tokyo Haneda Los Angeles

$2,334ANA

Mon, 28 Sep - Wed, 14 Oct

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

22h 15m1 stop Los Angeles

13:00 - 21:30SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

24h 30m1 stop Dallas/Fort Worth

$2,346American Airlines

Mon, 28 Sep - Wed, 14 Oct

15:20 - 07:05ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 45m1 stop Los Angeles

10:10 - 20:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 50m1 stop Los Angeles

$13,087Qantas Airways

Tue, 29 Sep - Wed, 14 Oct

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

22h 15m1 stop Los Angeles

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

29h 20m1 stop Los Angeles

$13,087Qantas Airways

Mon, 28 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

2 Nov

ORD13:00Chicago O'Hare Intl

26h 35m

2 stops

SYD08:35Sydney Kingsford Smith

16 Nov

SYD09:55Sydney Kingsford Smith

27h 42m

2 stops

ORD20:37Chicago O'Hare Intl

$1,776

Air New Zealand

10 Nov

ORD21:57Chicago O'Hare Intl

41h 38m

2 stops

SYD08:35Sydney Kingsford Smith

24 Nov

SYD07:30Sydney Kingsford Smith

38h 31m

2 stops

ORD05:01Chicago O'Hare Intl

$1,804

Air New Zealand

26 Oct

ORD07:00Chicago O'Hare Intl

33h 35m

2 stops

SYD08:35Sydney Kingsford Smith

2 Nov

SYD11:50Sydney Kingsford Smith

27h 10m

2 stops

ORD22:00Chicago O'Hare Intl

$1,823

Philippine Airlines flights from Chicago to Sydney

Our best Philippine Airlines deals on Chicago to Sydney flight tickets

Philippine Airlines

5 Mar

ORD22:45Chicago O'Hare Intl

42h 05m

1 stop

SYD09:50Sydney Kingsford Smith

16 Mar

SYD11:30Sydney Kingsford Smith

46h 25m

1 stop

ORD17:55Chicago O'Hare Intl

$1,853

Philippine Airlines

5 Mar

ORD22:45Chicago O'Hare Intl

42h 05m

1 stop

SYD09:50Sydney Kingsford Smith

16 Mar

SYD11:30Sydney Kingsford Smith

46h 25m

1 stop

ORD17:55Chicago O'Hare Intl

$1,855

Philippine Airlines

8 Mar

ORD22:45Chicago O'Hare Intl

42h 05m

1 stop

SYD09:50Sydney Kingsford Smith

23 Mar

SYD11:30Sydney Kingsford Smith

46h 25m

1 stop

ORD17:55Chicago O'Hare Intl

$1,862

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

13:00-08:35

2 stops26h 35m

Sydney Kingsford Smith

Mon 16/11

09:55-20:37

2 stops27h 42m

$1,776

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

$1,778

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

$1,778

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

$1,779

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

$1,779

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Thu 25/3

20:45-09:50

2 stops45h 05m

Sydney Kingsford Smith

Mon 5/4

11:35-07:06

2 stops34h 31m

$1,789

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Thu 18/3

06:59-09:50

2 stops34h 51m

Sydney Kingsford Smith

Sun 28/3

11:30-17:55

1 stop46h 25m

$1,795

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Thu 18/3

06:59-09:50

2 stops34h 51m

Sydney Kingsford Smith

Sun 28/3

11:30-17:55

1 stop46h 25m

$1,795

ChicagoSydney

ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith

ORDSYD

Chicago O'Hare Intl

Fri 5/3

13:26-06:25

1 stop23h 59m

Sydney Kingsford Smith

Mon 15/3

11:20-15:59

1 stop20h 39m

$2,315

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

$2,315

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 $1,879 to $2,511.
The lowest price recently found on this route was $1,776.

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 $1,751. 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 $1,819.

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 $2,031 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 $1,641 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 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	$777
Fastest flight time	26h 30m
Direct flights	None

The best one-way flight to Sydney from Chicago in the past 72 hours is $777. The best return flight deal from Chicago to Sydney found on momondo in the last 72 hours is $1,776.

The fastest flight from Chicago to Sydney takes 26h 30m

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 26h 30m.
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 $2,252	Free cancellation	Rating 7.5 1,102 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.