What airlines fly to Sydney?

American Airlines, Qantas Airways and United Airlines are the top three most popular airlines that fly to Sydney from Chicago according to our data. American Airlines is the first choice among our users, with 46% 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 51m.

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 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 09m.

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

Flights via Vancouver (YVR) offer the lowest average round-trip price of $801.

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

Los Angeles (LAX) was the most common stop: 59% of momondo users choosing 1-stop flights on this route connected there.

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 December 2025, 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.

$563 Cheap Flights from Chicago to Sydney in 2025/26

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 $950 to $1,928. The lowest price recently found on this route was $911.

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Find the cheapest flights from Chicago to Sydney

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5:30 pm - 9:10 am

ORD

SYD

46h 40m2 stops

11:20 am - 2:57 pm

SYD

ORD

20h 37m1 stop

$911Qantas Airways

Sat, Jan 17 - Sun, Feb 1

3:10 pm - 8:50 pm

ORD

SYD

36h 40m2 stops

11:20 am - 5:36 pm

SYD

ORD

23h 16m1 stop

$923Qantas Airways

Wed, Feb 11 - Wed, Mar 4

6:40 pm - 7:35 am

ORD

SYD

43h 55m2 stops

9:25 pm - 12:21 pm

SYD

ORD

30h 56m1 stop

$927Qantas Airways

Sun, Feb 8 - Sun, Mar 8

6:40 pm - 8:50 pm

ORD

SYD

33h 10m2 stops

9:25 pm - 12:22 pm

SYD

ORD

31h 57m1 stop

$930Qantas Airways

Sun, Feb 1 - Sun, Feb 22

3:35 pm - 9:35 am

ORD

SYD

25h 00m1 stop

10:20 am - 2:41 pm

SYD

ORD

20h 21m1 stop

$953Air Canada

Sun, Feb 8 - Tue, Mar 10

3:35 pm - 9:35 am

ORD

SYD

25h 00m1 stop

11:20 am - 2:41 pm

SYD

ORD

20h 21m1 stop

$954Air Canada

Sun, Feb 1 - Sun, Feb 15

1:28 pm - 6:50 am

MDW

SYD

24h 22m2 stops

10:40 am - 5:29 pm

SYD

MDW

23h 49m2 stops

$1,167Delta

Sun, Jan 18 - Wed, Feb 4

1:26 pm - 8:30 am

MDW

SYD

26h 04m2 stops

10:40 am - 10:42 pm

SYD

MDW

29h 02m2 stops

$1,217Delta

Wed, Feb 11 - Fri, Feb 27

6:12 am - 7:25 am

MDW

SYD

32h 13m2 stops

11:20 am - 11:47 am

SYD

MDW

41h 27m2 stops

$1,239Multiple Airlines

Thu, Dec 25 - Sun, Jan 18

6:12 am - 9:00 am

MDW

SYD

33h 48m2 stops

11:20 am - 2:05 pm

SYD

MDW

43h 45m2 stops

$1,407Multiple Airlines

Wed, Dec 24 - Thu, Jan 8

Qantas Airways flights from Chicago to Sydney

Our best Qantas Airways deals on Chicago to Sydney flight tickets

Qantas Airways

Jan 17

ORD5:30 pmChicago O'Hare Intl

46h 40m

2 stops

SYD9:10 amSydney Kingsford Smith

Feb 1

SYD11:20 amSydney Kingsford Smith

20h 37m

1 stop

ORD2:57 pmChicago O'Hare Intl

$911

Find similar

Qantas Airways

Feb 11

ORD3:10 pmChicago O'Hare Intl

36h 40m

2 stops

SYD8:50 pmSydney Kingsford Smith

Mar 4

SYD11:20 amSydney Kingsford Smith

23h 16m

1 stop

ORD5:36 pmChicago O'Hare Intl

$923

Find similar

Qantas Airways

Feb 8

ORD6:40 pmChicago O'Hare Intl

43h 55m

2 stops

SYD7:35 amSydney Kingsford Smith

Mar 8

SYD9:25 pmSydney Kingsford Smith

30h 56m

1 stop

ORD12:21 pmChicago O'Hare Intl

$927

Find similar

Delta flights from Chicago to Sydney

Our best Delta deals on Chicago to Sydney flight tickets

Delta

May 24

MDW2:00 pmChicago Midway

25h 35m

2 stops

SYD6:35 amSydney Kingsford Smith

Jun 8

SYD9:25 amSydney Kingsford Smith

23h 40m

2 stops

MDW6:05 pmChicago Midway

$1,155

Find similar

Delta

Feb 8

MDW10:48 amChicago Midway

28h 42m

2 stops

SYD8:30 amSydney Kingsford Smith

Feb 23

SYD10:40 amSydney Kingsford Smith

23h 57m

2 stops

MDW5:37 pmChicago Midway

$1,167

Find similar

Delta

May 23

MDW2:00 pmChicago Midway

25h 35m

2 stops

SYD6:35 amSydney Kingsford Smith

Jun 8

SYD9:25 amSydney Kingsford Smith

23h 40m

2 stops

MDW6:05 pmChicago Midway

$1,205

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sat 1/17

5:30 pm-9:10 am

2 stops46h 40m

Sydney Kingsford Smith

Sun 2/1

11:20 am-2:57 pm

1 stop20h 37m

$911

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 2/11

3:10 pm-8:50 pm

2 stops36h 40m

Sydney Kingsford Smith

Wed 3/4

11:20 am-5:36 pm

1 stop23h 16m

$923

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 2/8

6:40 pm-7:35 am

2 stops43h 55m

Sydney Kingsford Smith

Sun 3/8

9:25 pm-12:21 pm

1 stop30h 56m

$927

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 2/1

6:40 pm-8:50 pm

2 stops33h 10m

Sydney Kingsford Smith

Sun 2/22

9:25 pm-12:22 pm

1 stop31h 57m

$930

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 2/8

3:35 pm-9:35 am

1 stop25h 00m

Sydney Kingsford Smith

Tue 3/10

10:20 am-2:41 pm

1 stop20h 21m

$953

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 2/1

3:35 pm-9:35 am

1 stop25h 00m

Sydney Kingsford Smith

Sun 2/15

11:20 am-2:41 pm

1 stop20h 21m

$954

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 1/18

1:28 pm-6:50 am

2 stops24h 22m

Sydney Kingsford Smith

Wed 2/4

10:40 am-5:29 pm

2 stops23h 49m

$1,167

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 2/11

1:26 pm-8:30 am

2 stops26h 04m

Sydney Kingsford Smith

Fri 2/27

10:40 am-10:42 pm

2 stops29h 02m

$1,217

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 12/25

6:12 am-7:25 am

2 stops32h 13m

Sydney Kingsford Smith

Sun 1/18

11:20 am-11:47 am

2 stops41h 27m

$1,239

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 12/24

6:12 am-9:00 am

2 stops33h 48m

Sydney Kingsford Smith

Thu 1/8

11:20 am-2:05 pm

2 stops43h 45m

$1,407

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 $853. If you are unable to visit Sydney during the month of August, then departing from Chicago during the month June is also very affordable. Most momondo users find prices during this month for around $863.

What is the cheapest day to depart on your flight to Sydney?

The cheapest day to depart from Chicago to Sydney is on a Saturday when prices can be found for as low as $1,166. The most expensive day to fly to Sydney is Thursday, with ticket prices averaging around $1,391.

What is the cheapest time of day to depart on your flight to Sydney?

According to our data, the cheapest time of day to fly to Sydney is in the morning. momondo users have found flights departing from Chicago to Sydney in the morning for as low as $1,224. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to Sydney are more costly in the evening, with an average ticket price of $1,412. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

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 $1,077 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 $851 on momondo.

Can stopping save me money on Chicago to Sydney flights?

You could potentially save up to 24% 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 December 2025, prices for Chicago to Sydney flights are approximately 56% 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	21h 05m
Direct flights	None

The fastest flight from Chicago to Sydney takes 21h 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 21h 20m.
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 December 2025, 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 American Airlines, making up 46% of the total bookings. Other popular airlines include Qantas Airways with 29%, United Airlines with 9%, and Air Canada with 7%.

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
ANA	PriceFrom $679	Free Cancellation	Rating 8.4 1,020 reviews	Search ANA flights
Qantas Airways	PriceFrom $810	Free Cancellation	Rating 7.5 947 reviews	Search Qantas Airways flights
American Airlines	PriceFrom $815	Free Cancellation	Rating 7.2 11,044 reviews	Search American Airlines flights
Fiji Airways	PriceFrom $849	Free Cancellation	Rating 8.1 210 reviews	Search Fiji Airways flights
United Airlines	PriceFrom $870	Free Cancellation	Rating 7.4 9,084 reviews	Search United Airlines flights
Air Canada	PriceFrom $891	Free Cancellation	Rating 7.1 10,513 reviews	Search Air Canada flights
Delta	PriceFrom $935	Free Cancellation	Rating 7.9 8,011 reviews	Search Delta flights
Air New Zealand	PriceFrom $1,282	Free Cancellation	Rating 8.0 552 reviews	Search Air New Zealand flights

Parramatta

Bondi Beach

Katoomba

Wollongong

Randwick

Coogee

Manly

Penrith

Cronulla

Lithgow

Leura

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

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.

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Cheap flights from Chicago to Sydney from $563

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 1/24. 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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Big names and deals

Filter for what you want

Filter for what you want

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Qantas Airways flights from Chicago to Sydney

Our best Qantas Airways deals on Chicago to Sydney flight tickets

Delta flights from Chicago to Sydney

Our best Delta deals on Chicago to Sydney flight tickets

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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

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

What is the cheapest month to fly to Sydney?

What is the cheapest day to depart on your flight to Sydney?

The cheapest day to depart from Chicago to Sydney is on a Saturday when prices can be found for as low as $1,166. The most expensive day to fly to Sydney is Thursday, with ticket prices averaging around $1,391.

What is the cheapest time of day to depart on your flight to Sydney?

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

Can stopping save me money on Chicago to Sydney flights?

You could potentially save up to 24% 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 December 2025, prices for Chicago to Sydney flights are approximately 56% cheaper when compared to flights at the same time last year.

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

What airlines fly to Sydney?

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

Los Angeles (LAX) was the most common stop: 59% 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 Vancouver (YVR) offer the lowest average round-trip price of $801.

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 09m.

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

Dallas (DFW) has the shortest average layover time for this route: 1h 51m.

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

How far is Chicago to Sydney Kingsford Smith by plane?

When did momondo last update prices for flights from Chicago to Sydney Kingsford Smith Airport?

How many operators does momondo search 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?

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

What is the most popular airline 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?

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

Can I find flights from Chicago to Sydney with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Sydney?

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

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.

Find better results for your trip to Australia

Airports servicing New South Wales