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

Flights via Vancouver (YVR) offer the lowest average return price of $1,935.

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 has the shortest connection time from Chicago to Sydney?

Los Angeles (LAX) has the shortest average stopover time for this route: 2h 06m.

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?

Air Canada and Alaska Airlines 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.

$695 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 $2,031 to $2,512. The lowest price recently found on this route was $1,435.

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.

09:20 - 11:50

ORD

SYD

35h 30m

3 stops

13:15 - 05:59

SYD

ORD

31h 44m

2 stops

$1,435Multiple Airlines

Wed, 12 Aug - Wed, 19 Aug

09:20 - 11:50

ORD

SYD

35h 30m

3 stops

13:15 - 05:59

SYD

ORD

31h 44m

2 stops

$1,474Multiple Airlines

Thu, 13 Aug - Thu, 20 Aug

09:20 - 11:50

ORD

SYD

35h 30m

3 stops

13:15 - 00:49

SYD

ORD

50h 34m

3 stops

$1,524Multiple Airlines

Wed, 12 Aug - Wed, 19 Aug

09:20 - 11:50

ORD

SYD

35h 30m

3 stops

13:15 - 05:59

SYD

ORD

31h 44m

2 stops

$1,531Multiple Airlines

Sun, 16 Aug - Sat, 29 Aug

09:20 - 11:50

ORD

SYD

35h 30m

3 stops

13:15 - 05:59

SYD

ORD

31h 44m

2 stops

$1,561Multiple Airlines

Thu, 13 Aug - Thu, 20 Aug

09:20 - 11:50

ORD

SYD

35h 30m

3 stops

13:15 - 05:59

SYD

ORD

31h 44m

2 stops

$1,569Multiple Airlines

Thu, 13 Aug - Thu, 20 Aug

09:20 - 11:50

ORD

SYD

35h 30m

3 stops

13:15 - 13:20

SYD

ORD

39h 05m

3 stops

$1,587Multiple Airlines

Thu, 13 Aug - Thu, 20 Aug

06:05 - 11:50

MDW

SYD

38h 45m

3 stops

13:15 - 09:51

SYD

MDW

35h 36m

3 stops

$1,590Multiple Airlines

Thu, 30 Jul - Thu, 6 Aug

13:25 - 06:50

MDW

SYD

26h 25m

2 stops

09:15 - 18:01

SYD

MDW

23h 46m

2 stops

$2,323Delta

Sun, 16 Aug - Sat, 29 Aug

13:25 - 06:50

MDW

SYD

26h 25m

2 stops

09:15 - 18:01

SYD

MDW

23h 46m

2 stops

$2,336Delta

Sat, 22 Aug - Fri, 4 Sep

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ANA flights from Chicago to Sydney

Our best ANA deals on Chicago to Sydney flight tickets

ANA

16 Aug

ORD17:45Chicago O'Hare Intl

34h 25m

1 stop

SYD19:10Sydney Kingsford Smith

29 Aug

SYD11:45Sydney Kingsford Smith

32h 00m

2 stops

ORD04:45Chicago O'Hare Intl

$1,734

ANA

16 Aug

ORD17:45Chicago O'Hare Intl

34h 25m

1 stop

SYD19:10Sydney Kingsford Smith

29 Aug

SYD11:45Sydney Kingsford Smith

42h 10m

1 stop

ORD14:55Chicago O'Hare Intl

$1,744

ANA

20 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

$1,818

Delta flights from Chicago to Sydney

Our best Delta deals on Chicago to Sydney flight tickets

Delta

16 Aug

MDW13:25Chicago Midway

26h 25m

2 stops

SYD06:50Sydney Kingsford Smith

29 Aug

SYD09:15Sydney Kingsford Smith

23h 46m

2 stops

MDW18:01Chicago Midway

$2,323

Delta

22 Aug

MDW13:25Chicago Midway

26h 25m

2 stops

SYD06:50Sydney Kingsford Smith

4 Sept

SYD09:15Sydney Kingsford Smith

23h 46m

2 stops

MDW18:01Chicago Midway

$2,336

Delta

3 Sept

MDW12:46Chicago Midway

27h 04m

2 stops

SYD06:50Sydney Kingsford Smith

11 Sept

SYD09:15Sydney Kingsford Smith

24h 04m

2 stops

MDW18:19Chicago Midway

$2,338

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 12/8

09:20-11:50

3 stops35h 30m

Sydney Kingsford Smith

Wed 19/8

13:15-05:59

2 stops31h 44m

$1,435

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Thu 13/8

09:20-11:50

3 stops35h 30m

Sydney Kingsford Smith

Thu 20/8

13:15-05:59

2 stops31h 44m

$1,474

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 12/8

09:20-11:50

3 stops35h 30m

Sydney Kingsford Smith

Wed 19/8

13:15-00:49

3 stops50h 34m

$1,524

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 16/8

09:20-11:50

3 stops35h 30m

Sydney Kingsford Smith

Sat 29/8

13:15-05:59

2 stops31h 44m

$1,531

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Thu 13/8

09:20-11:50

3 stops35h 30m

Sydney Kingsford Smith

Thu 20/8

13:15-05:59

2 stops31h 44m

$1,561

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Thu 13/8

09:20-11:50

3 stops35h 30m

Sydney Kingsford Smith

Thu 20/8

13:15-05:59

2 stops31h 44m

$1,569

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Thu 13/8

09:20-11:50

3 stops35h 30m

Sydney Kingsford Smith

Thu 20/8

13:15-13:20

3 stops39h 05m

$1,587

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 30/7

06:05-11:50

3 stops38h 45m

Sydney Kingsford Smith

Thu 6/8

13:15-09:51

3 stops35h 36m

$1,590

Fastest return journey

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 16/8

13:25-06:50

2 stops26h 25m

Sydney Kingsford Smith

Sat 29/8

09:15-18:01

2 stops23h 46m

$2,323

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 22/8

13:25-06:50

2 stops26h 25m

Sydney Kingsford Smith

Fri 4/9

09:15-18:01

2 stops23h 46m

$2,336

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 $206. 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 $212.

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 $2,049 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 $1,674 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	25h 05m
Direct flights	None

The fastest flight from Chicago to Sydney takes 25h 05m

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 25h 05m.
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.

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 $2,132	Free cancellation	Rating 7.5 1,054 reviews		Search Qantas Airways flights

Parramatta

Wollongong

Terrigal

Penrith

Katoomba

Manly

Coogee

Leura

Lithgow

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.