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

Flights via Nadi (NAN) offer the lowest average return price of $1,033.

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 06m.

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?

Etihad Airways is the most popular carrier operating from Chicago to Sydney Kingsford Smith

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

Los Angeles (LAX) was the most common stop: 50% 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 July 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.

$856 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.

14:00 - 06:50

MDW

SYD

25h 50m

2 stops

09:15 - 18:19

SYD

MDW

24h 04m

2 stops

$1,751Delta

Mon, 14 Sep - Mon, 28 Sep

17:05 - 06:25

ORD

SYD

22h 20m

1 stop

18:05 - 15:54

SYD

ORD

36h 49m

2 stops

$1,794Qantas Airways

Tue, 1 Sep - Sun, 6 Sep

10:00 - 07:30

ORD

SYD

30h 30m

1 stop

17:20 - 15:54

SYD

ORD

37h 34m

2 stops

$1,802Qantas Airways

Wed, 26 Aug - Tue, 1 Sep

19:00 - 07:30

ORD

SYD

21h 30m

1 stop

09:10 - 14:54

SYD

ORD

20h 44m

1 stop

$1,809Multiple Airlines

Fri, 21 Aug - Fri, 28 Aug

11:45 - 22:25

MDW

SYD

43h 40m

3 stops

13:15 - 10:55

SYD

MDW

36h 40m

3 stops

$1,811Multiple Airlines

Sat, 22 Aug - Sat, 29 Aug

10:00 - 07:05

ORD

SYD

30h 05m

1 stop

11:40 - 14:54

SYD

ORD

42h 14m

2 stops

$1,816Qantas Airways

Wed, 5 Aug - Sun, 30 Aug

10:00 - 07:05

ORD

SYD

30h 05m

1 stop

11:40 - 14:54

SYD

ORD

42h 14m

2 stops

$1,818Qantas Airways

Wed, 5 Aug - Sun, 30 Aug

17:45 - 19:10

ORD

SYD

34h 25m

1 stop

12:45 - 08:40

SYD

ORD

35h 55m

1 stop

$1,819ANA

Mon, 28 Sep - Wed, 14 Oct

13:59 - 06:50

ORD

SYD

25h 51m

2 stops

09:15 - 18:49

SYD

ORD

24h 34m

2 stops

$1,822Delta

Thu, 13 Aug - Wed, 19 Aug

17:45 - 20:10

ORD

SYD

34h 25m

1 stop

21:45 - 05:20

SYD

ORD

47h 35m

2 stops

$1,827ANA

Sun, 18 Oct - Sat, 24 Oct

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Qantas Airways flights from Chicago to Sydney

Our best Qantas Airways deals on Chicago to Sydney flight tickets

Qantas Airways

7 Nov

ORD20:56Chicago O'Hare Intl

40h 29m

1 stop

SYD06:25Sydney Kingsford Smith

13 Nov

SYD19:00Sydney Kingsford Smith

38h 56m

2 stops

ORD16:56Chicago O'Hare Intl

$1,738

Qantas Airways

26 Aug

ORD21:06Chicago O'Hare Intl

42h 59m

1 stop

SYD07:05Sydney Kingsford Smith

2 Sept

SYD17:50Sydney Kingsford Smith

20h 40m

1 stop

ORD23:30Chicago O'Hare Intl

$1,742

Qantas Airways

6 Sept

ORD19:07Chicago O'Hare Intl

20h 48m

1 stop

SYD06:55Sydney Kingsford Smith

13 Sept

SYD09:10Sydney Kingsford Smith

21h 43m

1 stop

ORD15:53Chicago O'Hare Intl

$1,761

United Airlines flights from Chicago to Sydney

Our best United Airlines deals on Chicago to Sydney flight tickets

United Airlines

2 Nov

ORD18:20Chicago O'Hare Intl

22h 00m

1 stop

SYD09:20Sydney Kingsford Smith

14 Nov

SYD11:50Sydney Kingsford Smith

19h 46m

1 stop

ORD14:36Chicago O'Hare Intl

$1,745

United Airlines

7 Nov

ORD21:35Chicago O'Hare Intl

40h 25m

1 stop

SYD07:00Sydney Kingsford Smith

14 Nov

SYD09:20Sydney Kingsford Smith

20h 13m

1 stop

ORD12:33Chicago O'Hare Intl

$1,755

United Airlines

1 Aug

ORD16:05Chicago O'Hare Intl

23h 55m

2 stops

SYD07:00Sydney Kingsford Smith

7 Aug

SYD09:30Sydney Kingsford Smith

22h 35m

2 stops

ORD17:05Chicago O'Hare Intl

$1,822

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 14/9

14:00-06:50

2 stops25h 50m

Sydney Kingsford Smith

Mon 28/9

09:15-18:19

2 stops24h 04m

$1,751

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 1/9

17:05-06:25

1 stop22h 20m

Sydney Kingsford Smith

Sun 6/9

18:05-15:54

2 stops36h 49m

$1,794

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 26/8

10:00-07:30

1 stop30h 30m

Sydney Kingsford Smith

Tue 1/9

17:20-15:54

2 stops37h 34m

$1,802

Fastest return journey

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Fri 21/8

19:00-07:30

1 stop21h 30m

Sydney Kingsford Smith

Fri 28/8

09:10-14:54

1 stop20h 44m

$1,809

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 22/8

11:45-22:25

3 stops43h 40m

Sydney Kingsford Smith

Sat 29/8

13:15-10:55

3 stops36h 40m

$1,811

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 5/8

10:00-07:05

1 stop30h 05m

Sydney Kingsford Smith

Sun 30/8

11:40-14:54

2 stops42h 14m

$1,816

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 5/8

10:00-07:05

1 stop30h 05m

Sydney Kingsford Smith

Sun 30/8

11:40-14:54

2 stops42h 14m

$1,818

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 28/9

17:45-19:10

1 stop34h 25m

Sydney Kingsford Smith

Wed 14/10

12:45-08:40

1 stop35h 55m

$1,819

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Thu 13/8

13:59-06:50

2 stops25h 51m

Sydney Kingsford Smith

Wed 19/8

09:15-18:49

2 stops24h 34m

$1,822

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 18/10

17:45-20:10

1 stop34h 25m

Sydney Kingsford Smith

Sat 24/10

21:45-05:20

2 stops47h 35m

$1,826

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 low for flights on this route.

Typical prices usually range from $1,892 to $2,398.
The lowest price recently found on this route was $1,751.

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 $1,831. 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 $1,839.

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 $2,051 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 $1,694 on momondo.

How have Chicago to Sydney flight prices changed over time?

As of July 2026, prices for Chicago to Sydney flights are approximately 24% 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

Fastest flight time	20h 53m
Direct flights	None

The fastest flight from Chicago to Sydney takes 20h 53m

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 20h 53m.
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 July 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 $2,100	Free cancellation	Rating 7.5 1,067 reviews		Search Qantas Airways flights

Parramatta

Wollongong

Terrigal

Penrith

Katoomba

Manly

Lithgow

Coogee

Leura

Cronulla

Randwick

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.