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.

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

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

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

Flights via Vancouver (YVR) offer the lowest average return price of $1,860.

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 May 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.

$760 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 $2,298 to $1,695. The lowest price recently found on this route was $1,773.

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Find the cheapest flights from Chicago to Sydney

Round-trip

One-way

Last minute

Cheap return flights

Enter your travel dates to find the best prices.

19:50 - 19:10

ORD

SYD

32h 20m

2 stops

11:45 - 08:40

SYD

ORD

35h 55m

1 stop

$1,773ANA

Wed, 26 Aug - Thu, 3 Sep

17:45 - 19:10

ORD

SYD

34h 25m

1 stop

11:45 - 08:40

SYD

ORD

35h 55m

1 stop

$1,775ANA

Wed, 26 Aug - Thu, 3 Sep

19:50 - 19:10

ORD

SYD

32h 20m

2 stops

12:25 - 06:05

SYD

ORD

33h 40m

2 stops

$1,780ANA

Mon, 31 Aug - Sun, 1 Nov

17:45 - 19:10

ORD

SYD

34h 25m

1 stop

12:25 - 06:05

SYD

ORD

33h 40m

2 stops

$1,781ANA

Mon, 31 Aug - Sun, 1 Nov

17:45 - 09:25

ORD

SYD

24h 40m

1 stop

12:25 - 14:50

SYD

ORD

42h 25m

1 stop

$1,789ANA

Mon, 31 Aug - Sun, 1 Nov

19:50 - 19:10

ORD

SYD

32h 20m

2 stops

11:45 - 08:40

SYD

ORD

35h 55m

1 stop

$1,801ANA

Mon, 24 Aug - Mon, 7 Sep

13:52 - 06:50

MDW

SYD

25h 58m

2 stops

09:15 - 18:33

SYD

MDW

24h 18m

2 stops

$2,251Delta

Wed, 5 Aug - Sun, 30 Aug

10:54 - 06:50

MDW

SYD

28h 56m

2 stops

09:15 - 18:31

SYD

MDW

24h 16m

2 stops

$2,356Delta

Wed, 26 Aug - Tue, 8 Sep

13:26 - 06:50

MDW

SYD

26h 24m

2 stops

09:15 - 18:18

SYD

MDW

24h 03m

2 stops

$2,460Delta

Mon, 29 Jun - Mon, 13 Jul

16:10 - 19:40

MDW

SYD

36h 30m

2 stops

12:00 - 17:26

SYD

MDW

20h 26m

1 stop

$2,559Multiple Airlines

Sat, 4 Jul - Sat, 11 Jul

Delta flights from Chicago to Sydney

Our best Delta deals on Chicago to Sydney flight tickets

Delta

5 Aug

MDW13:52Chicago Midway

25h 58m

2 stops

SYD06:50Sydney Kingsford Smith

30 Aug

SYD09:15Sydney Kingsford Smith

24h 18m

2 stops

MDW18:33Chicago Midway

$2,251

Delta

26 Aug

MDW10:54Chicago Midway

28h 56m

2 stops

SYD06:50Sydney Kingsford Smith

8 Sept

SYD09:15Sydney Kingsford Smith

24h 16m

2 stops

MDW18:31Chicago Midway

$2,356

Delta

29 June

MDW13:26Chicago Midway

26h 24m

2 stops

SYD06:50Sydney Kingsford Smith

13 July

SYD09:15Sydney Kingsford Smith

24h 03m

2 stops

MDW18:18Chicago Midway

$2,460

ANA flights from Chicago to Sydney

Our best ANA deals on Chicago to Sydney flight tickets

ANA

26 Aug

ORD19:50Chicago O'Hare Intl

32h 20m

2 stops

SYD19:10Sydney Kingsford Smith

3 Sept

SYD11:45Sydney Kingsford Smith

35h 55m

1 stop

ORD08:40Chicago O'Hare Intl

$1,773

ANA

26 Aug

ORD17:45Chicago O'Hare Intl

34h 25m

1 stop

SYD19:10Sydney Kingsford Smith

3 Sept

SYD11:45Sydney Kingsford Smith

35h 55m

1 stop

ORD08:40Chicago O'Hare Intl

$1,775

ANA

31 Aug

ORD19:50Chicago O'Hare Intl

32h 20m

2 stops

SYD19:10Sydney Kingsford Smith

1 Nov

SYD12:25Sydney Kingsford Smith

33h 40m

2 stops

ORD06:05Chicago O'Hare Intl

$1,780

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 26/8

19:50-19:10

2 stops32h 20m

Sydney Kingsford Smith

Thu 3/9

11:45-08:40

1 stop35h 55m

$1,773

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 26/8

17:45-19:10

1 stop34h 25m

Sydney Kingsford Smith

Thu 3/9

11:45-08:40

1 stop35h 55m

$1,775

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 31/8

19:50-19:10

2 stops32h 20m

Sydney Kingsford Smith

Sun 1/11

12:25-06:05

2 stops33h 40m

$1,780

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 31/8

17:45-19:10

1 stop34h 25m

Sydney Kingsford Smith

Sun 1/11

12:25-06:05

2 stops33h 40m

$1,781

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 31/8

17:45-09:25

1 stop24h 40m

Sydney Kingsford Smith

Sun 1/11

12:25-14:50

1 stop42h 25m

$1,789

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 24/8

19:50-19:10

2 stops32h 20m

Sydney Kingsford Smith

Mon 7/9

11:45-08:40

1 stop35h 55m

$1,800

Fastest return journey

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 5/8

13:52-06:50

2 stops25h 58m

Sydney Kingsford Smith

Sun 30/8

09:15-18:33

2 stops24h 18m

$2,251

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 26/8

10:54-06:50

2 stops28h 56m

Sydney Kingsford Smith

Tue 8/9

09:15-18:31

2 stops24h 16m

$2,356

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 29/6

13:26-06:50

2 stops26h 24m

Sydney Kingsford Smith

Mon 13/7

09:15-18:18

2 stops24h 03m

$2,460

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 4/7

16:10-19:40

2 stops36h 30m

Sydney Kingsford Smith

Sat 11/7

12:00-17:26

1 stop20h 26m

$2,559

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 August is, on average, the cheapest month to fly to Sydney from Chicago, with most prices found around $192. If you aren’t able to travel to Sydney during the month of August, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $198.

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 $1,938 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 $1,570 on momondo.

Can stopping save me money on Chicago to Sydney flights?

You could potentially save up to 27% 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 May 2026, prices for Chicago to Sydney flights are approximately 78% 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	24h 40m
Direct flights	None

The fastest flight from Chicago to Sydney takes 24h 40m

There are no direct flights from Chicago to Sydney. There are no popular flight routes from Chicago to Sydney.

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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 24h 40m.
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 May 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 $2,050	Free cancellation	Rating 7.5 1,042 reviews		Search Qantas Airways flights

Parramatta

Wollongong

Terrigal

Penrith

Katoomba

Lithgow

Manly

Coogee

Leura

Bondi Beach

Randwick

Cronulla

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.