Which layover airport has the shortest connection time from Chicago to Sydney?

Dallas (DFW) has the shortest average layover time for this route: 1h 37m.

What airlines fly to Sydney?

Qantas Airways, Air Canada and United Airlines are the top three most popular airlines that fly to Sydney from Chicago according to our data. Qantas Airways is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Sydney. Keep in mind that there are 7 different airlines that fly to Sydney on a routine basis, so you have a few additional options to choose from.

Which layover airport has the shortest travel time from Chicago to Sydney?

Flights connecting via Dallas (DFW) have the shortest average one-way travel time: 21h 00m.

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

Los Angeles (LAX) was the most common stop: 65% of momondo users choosing 1-stop flights on this route connected there.

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

Flights via Dallas (DFW) offer the lowest average round-trip price of $1,138.

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 May 2026, there are 7 operators 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 a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Sydney Kingsford Smith Airport.

What documentation or ID do you need to fly to Sydney Kingsford Smith Airport?

The required travel and health documents for your Sydney Kingsford Smith Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Sydney Kingsford Smith Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$596 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 $1,698 to $1,268. The lowest price recently found on this route was $1,219.

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Find the cheapest flights from Chicago to Sydney

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9:07 pm - 7:30 am

ORD

SYD

43h 23m

1 stop

1:15 pm - 6:19 am

SYD

ORD

32h 04m

2 stops

$1,219Multiple Airlines

Tue, Aug 18 - Wed, Sep 2

5:45 pm - 7:10 pm

ORD

SYD

34h 25m

1 stop

11:45 am - 4:45 am

SYD

ORD

32h 00m

2 stops

$1,242ANA

Tue, Sep 1 - Tue, Sep 8

5:45 pm - 7:10 pm

ORD

SYD

34h 25m

1 stop

12:45 pm - 2:55 pm

SYD

ORD

42h 10m

1 stop

$1,255ANA

Thu, Sep 10 - Thu, Oct 8

5:35 pm - 8:15 pm

ORD

SYD

34h 40m

1 stop

12:25 pm - 7:20 am

SYD

ORD

35h 55m

1 stop

$1,261ANA

Tue, Oct 27 - Tue, Nov 10

9:13 pm - 7:30 am

ORD

SYD

43h 17m

1 stop

1:15 pm - 6:19 am

SYD

ORD

32h 04m

2 stops

$1,268Multiple Airlines

Sat, Aug 15 - Wed, Sep 2

5:35 pm - 8:15 pm

ORD

SYD

34h 40m

1 stop

12:25 pm - 5:05 am

SYD

ORD

33h 40m

2 stops

$1,271ANA

Tue, Oct 27 - Mon, Nov 9

7:50 pm - 7:10 pm

ORD

SYD

32h 20m

2 stops

11:45 am - 8:40 am

SYD

ORD

35h 55m

1 stop

$1,272ANA

Wed, Aug 26 - Tue, Sep 8

12:46 pm - 6:50 am

MDW

SYD

27h 04m

2 stops

9:15 am - 6:01 pm

SYD

MDW

23h 46m

2 stops

$1,616Delta

Wed, Aug 5 - Sun, Aug 30

9:24 am - 6:50 am

MDW

SYD

30h 26m

2 stops

9:15 am - 6:31 pm

SYD

MDW

24h 16m

2 stops

$1,690Delta

Wed, Aug 26 - Tue, Sep 8

1:27 pm - 6:50 am

MDW

SYD

26h 23m

2 stops

9:15 am - 6:31 pm

SYD

MDW

24h 16m

2 stops

$1,691Delta

Mon, Aug 17 - Sat, Sep 5

ANA flights from Chicago to Sydney

Our best ANA deals on Chicago to Sydney flight tickets

ANA

Aug 5

ORD5:45 pmChicago O'Hare Intl

34h 25m

1 stop

SYD7:10 pmSydney Kingsford Smith

Aug 30

SYD11:45 amSydney Kingsford Smith

32h 00m

2 stops

ORD4:45 amChicago O'Hare Intl

$1,277

ANA

Aug 5

ORD5:45 pmChicago O'Hare Intl

34h 25m

1 stop

SYD7:10 pmSydney Kingsford Smith

Aug 30

SYD11:45 amSydney Kingsford Smith

47h 48m

2 stops

ORD8:33 pmChicago O'Hare Intl

$1,323

ANA

Aug 10

ORD8:18 pmChicago O'Hare Intl

31h 52m

2 stops

SYD7:10 pmSydney Kingsford Smith

Aug 23

SYD11:45 amSydney Kingsford Smith

47h 41m

2 stops

ORD8:26 pmChicago O'Hare Intl

$1,328

Air Canada flights from Chicago to Sydney

Our best Air Canada deals on Chicago to Sydney flight tickets

Air Canada

Jun 22

ORD3:40 pmChicago O'Hare Intl

24h 40m

1 stop

SYD7:20 amSydney Kingsford Smith

Jul 8

SYD9:20 amSydney Kingsford Smith

20h 21m

1 stop

ORD2:41 pmChicago O'Hare Intl

$1,337

Air Canada

Jun 22

ORD3:40 pmChicago O'Hare Intl

24h 40m

1 stop

SYD7:20 amSydney Kingsford Smith

Jul 8

SYD9:20 amSydney Kingsford Smith

20h 21m

1 stop

ORD2:41 pmChicago O'Hare Intl

$1,343

Air Canada

Jun 22

ORD3:40 pmChicago O'Hare Intl

24h 40m

1 stop

SYD7:20 amSydney Kingsford Smith

Jul 8

SYD9:20 amSydney Kingsford Smith

25h 45m

2 stops

ORD8:05 pmChicago O'Hare Intl

$1,383

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 8/18

9:07 pm-7:30 am

1 stop43h 23m

Sydney Kingsford Smith

Wed 9/2

1:15 pm-6:19 am

2 stops32h 04m

$1,219

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 9/1

5:45 pm-7:10 pm

1 stop34h 25m

Sydney Kingsford Smith

Tue 9/8

11:45 am-4:45 am

2 stops32h 00m

$1,242

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Thu 9/10

5:45 pm-7:10 pm

1 stop34h 25m

Sydney Kingsford Smith

Thu 10/8

12:45 pm-2:55 pm

1 stop42h 10m

$1,255

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 10/27

5:35 pm-8:15 pm

1 stop34h 40m

Sydney Kingsford Smith

Tue 11/10

12:25 pm-7:20 am

1 stop35h 55m

$1,261

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sat 8/15

9:13 pm-7:30 am

1 stop43h 17m

Sydney Kingsford Smith

Wed 9/2

1:15 pm-6:19 am

2 stops32h 04m

$1,268

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 10/27

5:35 pm-8:15 pm

1 stop34h 40m

Sydney Kingsford Smith

Mon 11/9

12:25 pm-5:05 am

2 stops33h 40m

$1,271

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 8/26

7:50 pm-7:10 pm

2 stops32h 20m

Sydney Kingsford Smith

Tue 9/8

11:45 am-8:40 am

1 stop35h 55m

$1,272

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 8/5

12:46 pm-6:50 am

2 stops27h 04m

Sydney Kingsford Smith

Sun 8/30

9:15 am-6:01 pm

2 stops23h 46m

$1,616

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 8/26

9:24 am-6:50 am

2 stops30h 26m

Sydney Kingsford Smith

Tue 9/8

9:15 am-6:31 pm

2 stops24h 16m

$1,690

Quickest round-trip

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 8/17

1:27 pm-6:50 am

2 stops26h 23m

Sydney Kingsford Smith

Sat 9/5

9:15 am-6:31 pm

2 stops24h 16m

$1,691

Flights are sorted by cheapest round-trip 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

Layovers

What is the typical price of a round-trip flight between Chicago and Sydney?

What is the cheapest month to fly to Sydney?

In general, August is the cheapest month to fly from Chicago to Sydney. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $138. If you are unable to visit Sydney during the month of August, then departing from Chicago during the month May is also very affordable. Most momondo users find prices during this month for around $142.

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 $1,388 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Sydney from Chicago for as low as $1,126 on momondo.

Can stopping save me money on Chicago to Sydney flights?

You could potentially save up to 7% 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 round-trip 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 06m
Direct flights	None

The fastest flight from Chicago to Sydney takes 21h 06m

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?
There are 9237.5 mi between Chicago and Sydney Kingsford Smith. By plane, this route typically takes 21h 06m.
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 are 7 operators 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 a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Sydney Kingsford Smith Airport.
What documentation or ID do you need to fly to Sydney Kingsford Smith Airport?
The required travel and health documents for your Sydney Kingsford Smith Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Sydney Kingsford Smith Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular airline from Chicago to Sydney?
Based on momondo bookings for flights between Chicago and Sydney, the leading airline is Qantas Airways, making up 41% of the total bookings. Other popular airlines include United Airlines with 17%, Air Canada with 15%, and American Airlines with 14%.

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
American Airlines	PriceFrom $198	Free Cancellation	Rating 7.1 11,666 reviews	Search American Airlines flights
Fiji Airways	PriceFrom $716	Free Cancellation	Rating 8.1 241 reviews	Search Fiji Airways flights
Qantas Airways	PriceFrom $836	Free Cancellation	Rating 7.5 1,037 reviews	Search Qantas Airways flights
United Airlines	PriceFrom $870	Free Cancellation	Rating 7.4 9,711 reviews	Search United Airlines flights
Air Canada	PriceFrom $898	Free Cancellation	Rating 7.1 11,033 reviews	Search Air Canada flights
ANA	PriceFrom $1,193	Free Cancellation	Rating 8.3 1,209 reviews	Search ANA flights
Air New Zealand	PriceFrom $1,282	Free Cancellation	Rating 8.0 642 reviews	Search Air New Zealand flights

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Randwick

Lithgow

Manly

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Swansea

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Sydney?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Sydney for 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 for Chicago to Sydney flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Sydney right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Sydney flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Sydney trip

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Cheap flights from Chicago to Sydney from $596

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Sydney departing on 5/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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ANA flights from Chicago to Sydney

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How to get the cheapest flight ticket from Chicago to Sydney

What is the typical price of a round-trip flight between Chicago and Sydney?

What is the cheapest month to fly to Sydney?

How far in advance should I book a flight from Chicago to Sydney?

Can stopping save me money on Chicago to Sydney flights?

How have Chicago to Sydney flight prices changed over time?

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

What airlines fly to Sydney?

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

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

Which layover airport has the shortest travel time from Chicago to Sydney?

Which layover airport has the shortest connection time from Chicago to Sydney?

When to book flights from Chicago to Sydney

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

Direct flights

Frequently asked questions about flying from Chicago to Sydney

Best airlines flying from Chicago to Sydney

Compare and see reviews for airlines that fly from Chicago to Sydney with momondo

Traveling to a place near Sydney?

Why use momondo?

An easier way to manage your Sydney trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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List of cabin classes available on flights landing in Sydney. Availability may vary depending on flight origin and airline.

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