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

Delta is the most popular carrier operating from Chicago to Sydney Kingsford Smith

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

Los Angeles (LAX) was the most common stop: 60% 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 $1,042.

What airlines fly to Sydney?

Qantas Airways, Air Canada and American 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 44% of people opting to fly with this airline when traveling to Sydney. Keep in mind that there are 8 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 connection time from Chicago to Sydney?

Dallas (DFW) has the shortest average layover time for this route: 1h 32m.

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: 20h 57m.

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 March 2026, there are 8 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.

$433 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 $971 to $1,527. The lowest price recently found on this route was $966.

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Find the cheapest flights from Chicago to Sydney

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5:15 am - 12:05 pm

ORD

SYD

39h 50m

2 stops

1:15 pm - 11:27 pm

SYD

ORD

25h 12m

2 stops

$966Multiple Airlines

Mon, Apr 20 - Mon, Apr 27

2:00 pm - 11:50 am

ORD

SYD

30h 50m

2 stops

1:15 pm - 11:27 pm

SYD

ORD

25h 12m

2 stops

$973Multiple Airlines

Thu, Apr 23 - Thu, Apr 30

7:30 am - 11:50 am

ORD

SYD

37h 20m

2 stops

6:00 am - 11:27 pm

SYD

ORD

32h 27m

2 stops

$975Multiple Airlines

Tue, May 5 - Tue, May 12

2:00 pm - 11:50 am

ORD

SYD

30h 50m

2 stops

6:00 am - 5:35 am

SYD

ORD

38h 35m

2 stops

$1,014Multiple Airlines

Thu, Apr 16 - Thu, Apr 23

12:44 pm - 11:50 am

ORD

SYD

32h 06m

2 stops

6:00 am - 5:23 am

SYD

ORD

38h 23m

2 stops

$1,026Multiple Airlines

Thu, May 21 - Tue, May 26

12:44 pm - 11:50 am

ORD

SYD

32h 06m

2 stops

1:15 pm - 5:23 am

SYD

ORD

31h 08m

2 stops

$1,031Multiple Airlines

Wed, May 27 - Mon, Jun 1

7:30 am - 8:45 am

ORD

SYD

34h 15m

2 stops

11:55 am - 11:27 pm

SYD

ORD

26h 32m

2 stops

$1,038Multiple Airlines

Tue, Apr 21 - Tue, Apr 28

5:15 am - 11:50 am

ORD

SYD

39h 35m

2 stops

1:15 pm - 5:35 am

SYD

ORD

31h 20m

2 stops

$1,043Multiple Airlines

Sun, Apr 26 - Sat, May 9

12:52 pm - 6:50 am

MDW

SYD

26h 58m

2 stops

9:15 am - 5:56 pm

SYD

MDW

23h 41m

2 stops

$1,498Delta

Sun, Apr 26 - Sun, May 10

12:52 pm - 6:50 am

MDW

SYD

26h 58m

2 stops

9:15 am - 5:56 pm

SYD

MDW

23h 41m

2 stops

$1,499Delta

Sun, Apr 26 - Sun, May 10

Air Canada flights from Chicago to Sydney

Our best Air Canada deals on Chicago to Sydney flight tickets

Air Canada

Apr 26

ORD3:40 pmChicago O'Hare Intl

24h 40m

1 stop

SYD7:20 amSydney Kingsford Smith

May 10

SYD9:20 amSydney Kingsford Smith

20h 25m

1 stop

ORD2:45 pmChicago O'Hare Intl

$1,153

Air Canada

Apr 20

ORD3:40 pmChicago O'Hare Intl

24h 40m

1 stop

SYD7:20 amSydney Kingsford Smith

Apr 27

SYD9:20 amSydney Kingsford Smith

20h 25m

1 stop

ORD2:45 pmChicago O'Hare Intl

$1,158

Air Canada

Apr 26

ORD8:42 amChicago O'Hare Intl

31h 38m

2 stops

SYD7:20 amSydney Kingsford Smith

May 10

SYD9:20 amSydney Kingsford Smith

20h 25m

1 stop

ORD2:45 pmChicago O'Hare Intl

$1,190

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

24h 40m

1 stop

SYD9:25 amSydney Kingsford Smith

Aug 30

SYD11:45 amSydney Kingsford Smith

32h 00m

2 stops

ORD4:45 amChicago O'Hare Intl

$1,192

ANA

Aug 5

ORD5:45 pmChicago O'Hare Intl

24h 40m

1 stop

SYD9:25 amSydney Kingsford Smith

Aug 30

SYD11:45 amSydney Kingsford Smith

32h 00m

2 stops

ORD4:45 amChicago O'Hare Intl

$1,193

ANA

Aug 5

ORD8:18 pmChicago O'Hare Intl

31h 52m

2 stops

SYD7:10 pmSydney Kingsford Smith

Aug 30

SYD11:45 amSydney Kingsford Smith

32h 00m

2 stops

ORD4:45 amChicago O'Hare Intl

$1,197

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 4/20

5:15 am-12:05 pm

2 stops39h 50m

Sydney Kingsford Smith

Mon 4/27

1:15 pm-11:27 pm

2 stops25h 12m

$966

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Thu 4/23

2:00 pm-11:50 am

2 stops30h 50m

Sydney Kingsford Smith

Thu 4/30

1:15 pm-11:27 pm

2 stops25h 12m

$973

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 5/5

7:30 am-11:50 am

2 stops37h 20m

Sydney Kingsford Smith

Tue 5/12

6:00 am-11:27 pm

2 stops32h 27m

$975

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Thu 4/16

2:00 pm-11:50 am

2 stops30h 50m

Sydney Kingsford Smith

Thu 4/23

6:00 am-5:35 am

2 stops38h 35m

$1,014

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Thu 5/21

12:44 pm-11:50 am

2 stops32h 06m

Sydney Kingsford Smith

Tue 5/26

6:00 am-5:23 am

2 stops38h 23m

$1,026

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 5/27

12:44 pm-11:50 am

2 stops32h 06m

Sydney Kingsford Smith

Mon 6/1

1:15 pm-5:23 am

2 stops31h 08m

$1,031

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 4/21

7:30 am-8:45 am

2 stops34h 15m

Sydney Kingsford Smith

Tue 4/28

11:55 am-11:27 pm

2 stops26h 32m

$1,038

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 4/26

5:15 am-11:50 am

2 stops39h 35m

Sydney Kingsford Smith

Sat 5/9

1:15 pm-5:35 am

2 stops31h 20m

$1,043

Quickest round-trip

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 4/26

12:52 pm-6:50 am

2 stops26h 58m

Sydney Kingsford Smith

Sun 5/10

9:15 am-5:56 pm

2 stops23h 41m

$1,498

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 4/26

12:52 pm-6:50 am

2 stops26h 58m

Sydney Kingsford Smith

Sun 5/10

9:15 am-5:56 pm

2 stops23h 41m

$1,499

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, February 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 $1,149. If you are unable to visit Sydney during the month of February, then departing from Chicago during the month September is also very affordable. Most momondo users find prices during this month for around $1,355.

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 $1,338 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 $1,058 on momondo.

Can stopping save me money on Chicago to Sydney flights?

You could potentially save up to 19% 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 March 2026, prices for Chicago to Sydney flights are approximately 91% cheaper 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	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.

Search flight deals

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 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 March 2026, there are 8 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 18%, American Airlines with 14%, and Air Canada 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 $710	Free Cancellation	Rating 7.1 11,414 reviews	Search American Airlines flights
Fiji Airways	PriceFrom $795	Free Cancellation	Rating 8.0 229 reviews	Search Fiji Airways flights
Qantas Airways	PriceFrom $812	Free Cancellation	Rating 7.5 1,002 reviews	Search Qantas Airways flights
United Airlines	PriceFrom $870	Free Cancellation	Rating 7.4 9,409 reviews	Search United Airlines flights
Air Canada	PriceFrom $891	Free Cancellation	Rating 7.1 10,800 reviews	Search Air Canada flights
Delta	PriceFrom $936	Free Cancellation	Rating 7.9 8,276 reviews	Search Delta flights
ANA	PriceFrom $1,177	Free Cancellation	Rating 8.4 1,120 reviews	Search ANA flights
Air New Zealand	PriceFrom $1,282	Free Cancellation	Rating 8.0 608 reviews	Search Air New Zealand flights

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Katoomba

Parramatta

Wollongong

Penrith

Coogee

Manly

Randwick

Leura

Lithgow

Cronulla

Charlestown

Terrigal

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 $433

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 4/22. 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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Air Canada 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 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

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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