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 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 stopover airport offers the lowest fares from Chicago to Sydney?

Flights via Vancouver (YVR) offer the lowest average return price of $1,928.

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.

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

Air Canada 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 April 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.

$721 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 $2,265 to $1,735. The lowest price recently found on this route was $1,616.

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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.

08:30 - 12:05

ORD

SYD

36h 35m

3 stops

13:15 - 23:13

SYD

ORD

48h 58m

3 stops

$1,616Multiple Airlines

Mon, 18 May - Mon, 25 May

08:30 - 12:05

ORD

SYD

36h 35m

3 stops

13:15 - 06:04

SYD

ORD

31h 49m

2 stops

$1,638Multiple Airlines

Mon, 18 May - Mon, 1 Jun

07:15 - 11:50

ORD

SYD

37h 35m

2 stops

13:15 - 05:59

SYD

ORD

31h 44m

2 stops

$1,647Multiple Airlines

Sun, 17 May - Sun, 24 May

15:40 - 07:20

ORD

SYD

24h 40m

1 stop

09:20 - 14:45

SYD

ORD

20h 25m

1 stop

$1,648Air Canada

Sun, 24 May - Sun, 31 May

11:05 - 07:20

ORD

SYD

29h 15m

2 stops

09:20 - 14:45

SYD

ORD

20h 25m

1 stop

$1,652Air Canada

Sun, 24 May - Sun, 31 May

15:40 - 07:20

ORD

SYD

24h 40m

1 stop

09:20 - 14:41

SYD

ORD

20h 21m

1 stop

$1,654Air Canada

Sat, 4 Jul - Sun, 26 Jul

14:00 - 12:05

ORD

SYD

31h 05m

2 stops

13:15 - 23:27

SYD

ORD

25h 12m

2 stops

$1,655Multiple Airlines

Mon, 20 Apr - Thu, 23 Apr

13:16 - 06:50

MDW

SYD

26h 34m

2 stops

09:15 - 18:05

SYD

MDW

23h 50m

2 stops

$2,327Delta

Wed, 5 Aug - Sun, 30 Aug

13:05 - 06:50

MDW

SYD

26h 45m

2 stops

09:15 - 18:31

SYD

MDW

24h 16m

2 stops

$2,329Delta

Tue, 1 Sep - Tue, 8 Sep

10:59 - 06:50

MDW

SYD

28h 51m

2 stops

09:15 - 18:18

SYD

MDW

24h 03m

2 stops

$2,390Delta

Mon, 1 Jun - Mon, 15 Jun

Delta flights from Chicago to Sydney

Our best Delta deals on Chicago to Sydney flight tickets

Delta

5 Aug

MDW13:16Chicago Midway

26h 34m

2 stops

SYD06:50Sydney Kingsford Smith

30 Aug

SYD09:15Sydney Kingsford Smith

23h 50m

2 stops

MDW18:05Chicago Midway

$2,327

Delta

1 Sept

MDW13:05Chicago Midway

26h 45m

2 stops

SYD06:50Sydney Kingsford Smith

8 Sept

SYD09:15Sydney Kingsford Smith

24h 16m

2 stops

MDW18:31Chicago Midway

$2,329

Delta

1 June

MDW10:59Chicago Midway

28h 51m

2 stops

SYD06:50Sydney Kingsford Smith

15 June

SYD09:15Sydney Kingsford Smith

24h 03m

2 stops

MDW18:18Chicago Midway

$2,390

Air Canada flights from Chicago to Sydney

Our best Air Canada deals on Chicago to Sydney flight tickets

Air Canada

24 May

ORD15:40Chicago O'Hare Intl

24h 40m

1 stop

SYD07:20Sydney Kingsford Smith

31 May

SYD09:20Sydney Kingsford Smith

20h 25m

1 stop

ORD14:45Chicago O'Hare Intl

$1,648

Air Canada

24 May

ORD11:05Chicago O'Hare Intl

29h 15m

2 stops

SYD07:20Sydney Kingsford Smith

31 May

SYD09:20Sydney Kingsford Smith

20h 25m

1 stop

ORD14:45Chicago O'Hare Intl

$1,652

Air Canada

5 July

ORD15:40Chicago O'Hare Intl

24h 40m

1 stop

SYD07:20Sydney Kingsford Smith

29 July

SYD09:20Sydney Kingsford Smith

20h 21m

1 stop

ORD14:41Chicago O'Hare Intl

$1,654

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 18/5

08:30-12:05

3 stops36h 35m

Sydney Kingsford Smith

Mon 25/5

13:15-23:13

3 stops48h 58m

$1,616

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 18/5

08:30-12:05

3 stops36h 35m

Sydney Kingsford Smith

Mon 1/6

13:15-06:04

2 stops31h 49m

$1,638

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 17/5

07:15-11:50

2 stops37h 35m

Sydney Kingsford Smith

Sun 24/5

13:15-05:59

2 stops31h 44m

$1,647

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 24/5

15:40-07:20

1 stop24h 40m

Sydney Kingsford Smith

Sun 31/5

09:20-14:45

1 stop20h 25m

$1,648

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 24/5

11:05-07:20

2 stops29h 15m

Sydney Kingsford Smith

Sun 31/5

09:20-14:45

1 stop20h 25m

$1,652

Fastest return journey

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sat 4/7

15:40-07:20

1 stop24h 40m

Sydney Kingsford Smith

Sun 26/7

09:20-14:41

1 stop20h 21m

$1,654

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 20/4

14:00-12:05

2 stops31h 05m

Sydney Kingsford Smith

Thu 23/4

13:15-23:27

2 stops25h 12m

$1,655

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 5/8

13:16-06:50

2 stops26h 34m

Sydney Kingsford Smith

Sun 30/8

09:15-18:05

2 stops23h 50m

$2,327

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 1/9

13:05-06:50

2 stops26h 45m

Sydney Kingsford Smith

Tue 8/9

09:15-18:31

2 stops24h 16m

$2,329

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 1/6

10:59-06:50

2 stops28h 51m

Sydney Kingsford Smith

Mon 15/6

09:15-18:18

2 stops24h 03m

$2,390

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 February is, on average, the cheapest month to fly to Sydney from Chicago, with most prices found around $1,661. If you aren’t able to travel to Sydney during the month of February, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $1,959.

How far in advance should I book a flight 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 $1,998 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 $1,567 on momondo.

Can stopping save me money on Chicago to Sydney flights?

You could potentially save up to 1% 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 April 2026, prices for Chicago to Sydney flights are approximately 55% 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	23h 55m
Direct flights	None

The fastest flight from Chicago to Sydney takes 23h 55m

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 23h 55m.
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 April 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 $1,956	Free cancellation	Rating 7.5 1,017 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.