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

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

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 55% 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 58m.

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 14m.

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

Dallas (DFW) was the most common stop: 52% of momondo users choosing 1-stop flights on this route connected there.

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

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 November 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.

$493 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 $906 to $1,649. The lowest price recently found on this route was $899.

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Find the cheapest flights from Chicago to Sydney

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Cheap round-trip flights

Enter your travel dates to find the best prices.

6:40 pm - 9:00 amORD-SYD

21h 20m1 stop

7:05 am - 4:39 pmSYD-ORD

26h 34m2 stops

$899Qantas Airways

Find Deal

Tue, Feb 10 - Tue, Feb 24

6:40 pm - 9:00 amORD-SYD

21h 20m1 stop

7:05 am - 5:36 pmSYD-ORD

27h 31m2 stops

$950Qantas Airways

Find Deal

Tue, Feb 10 - Tue, Mar 3

6:40 pm - 9:00 amORD-SYD

21h 20m1 stop

7:05 am - 4:39 pmSYD-ORD

26h 34m2 stops

$951Qantas Airways

Find Deal

Sun, Feb 8 - Wed, Feb 18

6:40 pm - 8:50 pmORD-SYD

33h 10m2 stops

11:20 am - 7:43 pmSYD-ORD

24h 23m1 stop

$971Qantas Airways

Find Deal

Sun, Feb 8 - Tue, Mar 10

4:49 pm - 8:50 pmORD-SYD

35h 01m2 stops

11:20 am - 11:59 pmSYD-ORD

28h 39m1 stop

$972Qantas Airways

Find Deal

Sun, Mar 1 - Wed, Mar 18

7:47 pm - 7:35 amORD-SYD

42h 48m2 stops

11:20 am - 2:45 pmSYD-ORD

20h 25m1 stop

$973Qantas Airways

Find Deal

Sat, Feb 14 - Sat, Feb 21

1:26 pm - 6:50 amMDW-SYD

24h 24m2 stops

10:40 am - 5:45 pmSYD-MDW

24h 05m2 stops

$1,165Delta

Find Deal

Tue, Feb 10 - Tue, Feb 17

5:30 am - 7:25 amMDW-SYD

32h 55m2 stops

5:45 pm - 8:46 amSYD-MDW

32h 01m2 stops

$1,250Multiple Airlines

Find Deal

Mon, Dec 1 - Mon, Dec 8

9:50 am - 6:50 amMDW-SYD

28h 00m2 stops

10:40 am - 10:22 pmSYD-MDW

28h 42m2 stops

$1,290Delta

Find Deal

Thu, Jan 15 - Wed, Jan 28

1:00 pm - 6:05 amMDW-SYD

25h 05m2 stops

9:40 am - 6:34 pmSYD-MDW

24h 54m2 stops

$1,415Delta

Find Deal

Thu, Mar 12 - Thu, Mar 26

United Airlines flights from Chicago to Sydney

Our best United Airlines deals on Chicago to Sydney flight tickets

United Airlines

Jan 14

ORD6:47 amChicago O'Hare Intl

33h 28m

1 stop

SYD9:15 amSydney Kingsford Smith

Jan 27

SYD2:00 pmSydney Kingsford Smith

23h 05m

1 stop

ORD8:05 pmChicago O'Hare Intl

$1,149

Find similar

United Airlines

Feb 10

ORD5:16 pmChicago O'Hare Intl

22h 59m

1 stop

SYD9:15 amSydney Kingsford Smith

Feb 24

SYD11:50 amSydney Kingsford Smith

19h 53m

1 stop

ORD2:43 pmChicago O'Hare Intl

$1,161

Find similar

United Airlines

Jan 14

ORD10:41 amChicago O'Hare Intl

29h 34m

2 stops

SYD9:15 amSydney Kingsford Smith

Jan 28

SYD2:00 pmSydney Kingsford Smith

21h 48m

1 stop

ORD6:48 pmChicago O'Hare Intl

$1,165

Find similar

Delta flights from Chicago to Sydney

Our best Delta deals on Chicago to Sydney flight tickets

Delta

Feb 10

MDW1:26 pmChicago Midway

24h 24m

2 stops

SYD6:50 amSydney Kingsford Smith

Feb 17

SYD10:40 amSydney Kingsford Smith

24h 05m

2 stops

MDW5:45 pmChicago Midway

$1,165

Find similar

Delta

Jan 16

ORD5:59 pmChicago O'Hare Intl

43h 51m

2 stops

SYD6:50 amSydney Kingsford Smith

Jan 25

SYD10:40 amSydney Kingsford Smith

24h 15m

2 stops

ORD5:55 pmChicago O'Hare Intl

$1,290

Find similar

Delta

Feb 10

MDW1:26 pmChicago Midway

24h 24m

2 stops

SYD6:50 amSydney Kingsford Smith

Mar 3

SYD10:40 amSydney Kingsford Smith

24h 05m

2 stops

MDW5:45 pmChicago Midway

$1,465

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 2/10

6:40 pm-9:00 am

1 stop21h 20m

Sydney Kingsford Smith

Tue 2/24

7:05 am-4:39 pm

2 stops26h 34m

$899

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 2/10

6:40 pm-9:00 am

1 stop21h 20m

Sydney Kingsford Smith

Tue 3/3

7:05 am-5:36 pm

2 stops27h 31m

$950

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 2/8

6:40 pm-9:00 am

1 stop21h 20m

Sydney Kingsford Smith

Wed 2/18

7:05 am-4:39 pm

2 stops26h 34m

$951

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 2/8

6:40 pm-8:50 pm

2 stops33h 10m

Sydney Kingsford Smith

Tue 3/10

11:20 am-7:43 pm

1 stop24h 23m

$971

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 3/1

4:49 pm-8:50 pm

2 stops35h 01m

Sydney Kingsford Smith

Wed 3/18

11:20 am-11:59 pm

1 stop28h 39m

$972

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sat 2/14

7:47 pm-7:35 am

2 stops42h 48m

Sydney Kingsford Smith

Sat 2/21

11:20 am-2:45 pm

1 stop20h 25m

$973

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 2/10

1:26 pm-6:50 am

2 stops24h 24m

Sydney Kingsford Smith

Tue 2/17

10:40 am-5:45 pm

2 stops24h 05m

$1,165

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 12/1

5:30 am-7:25 am

2 stops32h 55m

Sydney Kingsford Smith

Mon 12/8

5:45 pm-8:46 am

2 stops32h 01m

$1,250

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 1/15

9:50 am-6:50 am

2 stops28h 00m

Sydney Kingsford Smith

Wed 1/28

10:40 am-10:22 pm

2 stops28h 42m

$1,290

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 3/12

1:00 pm-6:05 am

2 stops25h 05m

Sydney Kingsford Smith

Thu 3/26

9:40 am-6:34 pm

2 stops24h 54m

$1,415

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 $851. 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 $864.

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 $1,048 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 $848 on momondo.

Can stopping save me money on Chicago to Sydney flights?

You could potentially save up to 30% 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 November 2025, prices for Chicago to Sydney flights are approximately 52% 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

Direct flights	None

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 November 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 51% of the total bookings. Other popular airlines include Qantas Airways with 29%, United Airlines with 7%, and Air Canada with 5%.

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 1,009 reviews	Search ANA flights
Qantas Airways	PriceFrom $812	Free Cancellation	Rating 7.5 942 reviews	Search Qantas Airways flights
American Airlines	PriceFrom $822	Free Cancellation	Rating 7.2 11,047 reviews	Search American Airlines flights
Delta	PriceFrom $846	Free Cancellation	Rating 7.9 8,002 reviews	Search Delta flights
Fiji Airways	PriceFrom $849	Free Cancellation	Rating 8.1 209 reviews	Search Fiji Airways flights
United Airlines	PriceFrom $870	Free Cancellation	Rating 7.4 9,028 reviews	Search United Airlines flights
Air Canada	PriceFrom $936	Free Cancellation	Rating 7.1 10,463 reviews	Search Air Canada flights
Air New Zealand	PriceFrom $1,282	Free Cancellation	Rating 8.0 533 reviews	Search Air New Zealand flights

Parramatta

Bondi Beach

Katoomba

Wollongong

Randwick

Coogee

Cronulla

Manly

Penrith

Leura

Lithgow

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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Flights to Melbournefrom $673

Flights to Brisbanefrom $674

Flights to Perthfrom $942

Flights to Adelaidefrom $796

Flights to Cairnsfrom $871

Flights to Coolangattafrom $828

Flights to Hobartfrom $976

Flights to Canberrafrom $937

Flights to Darwinfrom $1,112

Flights to Maroochydorefrom $1,040

Flights to Launcestonfrom $1,252

Flights to Ballinafrom $1,285

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Cheap flights from Chicago to Sydney from $493

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 2/10. 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

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United Airlines flights from Chicago to Sydney

Our best United Airlines deals on Chicago to Sydney flight tickets

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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 30% 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 November 2025, prices for Chicago to Sydney flights are approximately 52% 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?

Dallas (DFW) was the most common stop: 52% 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 14m.

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

Dallas (DFW) has the shortest average layover time for this route: 1h 58m.

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

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