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 Los Angeles (LAX) have the shortest average one-way travel time: 21h 45m.

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 offers the lowest fares from Chicago to Sydney?

Flights via Vancouver (YVR) offer the lowest average return price of $1,902.

What is the cheapest airline that flies from Chicago to Sydney Kingsford Smith?

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

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 June 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.

$753 Cheap Flights from Chicago to Sydney in 2026

Q: 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 $1,803 to $2,300. The lowest price recently found on this route was $1,761.

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.

20:30 - 19:10

ORD

SYD

31h 40m

2 stops

11:45 - 08:40

SYD

ORD

35h 55m

1 stop

$1,761ANA

Mon, 10 Aug - Wed, 26 Aug

17:00 - 19:10

ORD

SYD

35h 10m

2 stops

11:45 - 04:45

SYD

ORD

32h 00m

2 stops

$1,763ANA

Mon, 10 Aug - Wed, 26 Aug

17:45 - 19:10

ORD

SYD

34h 25m

1 stop

11:45 - 08:40

SYD

ORD

35h 55m

1 stop

$1,764ANA

Mon, 10 Aug - Wed, 26 Aug

21:13 - 11:50

ORD

SYD

47h 37m

2 stops

17:50 - 06:17

SYD

ORD

27h 27m

1 stop

$1,766Multiple Airlines

Tue, 4 Aug - Tue, 18 Aug

17:00 - 19:10

ORD

SYD

35h 10m

2 stops

11:45 - 04:45

SYD

ORD

32h 00m

2 stops

$1,770ANA

Mon, 10 Aug - Wed, 26 Aug

17:00 - 19:10

ORD

SYD

35h 10m

2 stops

11:45 - 04:45

SYD

ORD

32h 00m

2 stops

$1,783ANA

Mon, 10 Aug - Wed, 26 Aug

19:50 - 19:10

ORD

SYD

32h 20m

2 stops

11:45 - 04:45

SYD

ORD

32h 00m

2 stops

$1,784ANA

Thu, 13 Aug - Fri, 28 Aug

13:27 - 06:50

MDW

SYD

26h 23m

2 stops

09:15 - 18:01

SYD

MDW

23h 46m

2 stops

$2,263Delta

Mon, 10 Aug - Wed, 26 Aug

12:46 - 06:50

MDW

SYD

27h 04m

2 stops

09:15 - 18:01

SYD

MDW

23h 46m

2 stops

$2,299Delta

Wed, 5 Aug - Sun, 30 Aug

12:46 - 06:50

MDW

SYD

27h 04m

2 stops

09:15 - 18:01

SYD

MDW

23h 46m

2 stops

$2,300Delta

Thu, 13 Aug - Mon, 24 Aug

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Delta flights from Chicago to Sydney

Our best Delta deals on Chicago to Sydney flight tickets

Delta

10 Aug

MDW13:27Chicago Midway

26h 23m

2 stops

SYD06:50Sydney Kingsford Smith

26 Aug

SYD09:15Sydney Kingsford Smith

23h 46m

2 stops

MDW18:01Chicago Midway

$2,263

Delta

5 Aug

MDW12:46Chicago Midway

27h 04m

2 stops

SYD06:50Sydney Kingsford Smith

30 Aug

SYD09:15Sydney Kingsford Smith

23h 46m

2 stops

MDW18:01Chicago Midway

$2,299

Delta

13 Aug

MDW12:46Chicago Midway

27h 04m

2 stops

SYD06:50Sydney Kingsford Smith

24 Aug

SYD09:15Sydney Kingsford Smith

23h 46m

2 stops

MDW18:01Chicago Midway

$2,300

ANA flights from Chicago to Sydney

Our best ANA deals on Chicago to Sydney flight tickets

ANA

10 Aug

ORD20:30Chicago O'Hare Intl

31h 40m

2 stops

SYD19:10Sydney Kingsford Smith

26 Aug

SYD11:45Sydney Kingsford Smith

35h 55m

1 stop

ORD08:40Chicago O'Hare Intl

$1,761

ANA

10 Aug

ORD17:00Chicago O'Hare Intl

35h 10m

2 stops

SYD19:10Sydney Kingsford Smith

26 Aug

SYD11:45Sydney Kingsford Smith

32h 00m

2 stops

ORD04:45Chicago O'Hare Intl

$1,763

ANA

10 Aug

ORD17:45Chicago O'Hare Intl

34h 25m

1 stop

SYD19:10Sydney Kingsford Smith

26 Aug

SYD11:45Sydney Kingsford Smith

35h 55m

1 stop

ORD08:40Chicago O'Hare Intl

$1,764

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 10/8

20:30-19:10

2 stops31h 40m

Sydney Kingsford Smith

Wed 26/8

11:45-08:40

1 stop35h 55m

$1,761

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 10/8

17:00-19:10

2 stops35h 10m

Sydney Kingsford Smith

Wed 26/8

11:45-04:45

2 stops32h 00m

$1,763

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 10/8

17:45-19:10

1 stop34h 25m

Sydney Kingsford Smith

Wed 26/8

11:45-08:40

1 stop35h 55m

$1,764

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 4/8

21:13-11:50

2 stops47h 37m

Sydney Kingsford Smith

Tue 18/8

17:50-06:17

1 stop27h 27m

$1,766

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 10/8

17:00-19:10

2 stops35h 10m

Sydney Kingsford Smith

Wed 26/8

11:45-04:45

2 stops32h 00m

$1,770

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 10/8

17:00-19:10

2 stops35h 10m

Sydney Kingsford Smith

Wed 26/8

11:45-04:45

2 stops32h 00m

$1,783

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Thu 13/8

19:50-19:10

2 stops32h 20m

Sydney Kingsford Smith

Fri 28/8

11:45-04:45

2 stops32h 00m

$1,784

Fastest return journey

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 10/8

13:27-06:50

2 stops26h 23m

Sydney Kingsford Smith

Wed 26/8

09:15-18:01

2 stops23h 46m

$2,263

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 5/8

12:46-06:50

2 stops27h 04m

Sydney Kingsford Smith

Sun 30/8

09:15-18:01

2 stops23h 46m

$2,299

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 13/8

12:46-06:50

2 stops27h 04m

Sydney Kingsford Smith

Mon 24/8

09:15-18:01

2 stops23h 46m

$2,300

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?

What is the cheapest month to fly to Sydney?

The month of May is, on average, the cheapest month to fly to Sydney from Chicago, with most prices found around $203. If you aren’t able to travel to Sydney during the month of May, then flying in March is also cheap. Prices for this month can be found on momondo for an average of $208.

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 $2,008 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 $1,646 on momondo.

How have Chicago to Sydney flight prices changed over time?

As of June 2026, prices for Chicago to Sydney flights are approximately 49% 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

Fastest flight time	21h 50m
Direct flights	None

The fastest flight from Chicago to Sydney takes 21h 50m

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 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 June 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.
What is the most popular airline from Chicago to Sydney?
momondo data reveals that the most frequently booked airline on the route from Chicago to Sydney is Qantas Airways, representing 100% of all bookings.

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 $2,096	Free cancellation	Rating 7.5 1,047 reviews		Search Qantas Airways flights

Parramatta

Wollongong

Terrigal

Penrith

Katoomba

Lithgow

Manly

Coogee

Leura

Bondi Beach

Cronulla

Randwick

Charlestown

Newport

Swansea

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.