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

Philippine Airlines, Turkish Airlines, and Delta are the most popular carriers operating from Chicago to Sydney Kingsford Smith

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 40% 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 52m.

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 08m.

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

Los Angeles (LAX) was the most common stop: 62% 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 January 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.

$615 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 typical for flights on this route. Typical prices usually range from $864 to $1,557. The lowest price recently found on this route was $881.

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3:10 pm - 8:50 pm

ORD

SYD

36h 40m2 stops

11:20 am - 4:37 pm

SYD

ORD

22h 17m1 stop

$881Qantas Airways

Mon, Feb 9 - Mon, Mar 2

3:10 pm - 9:00 am

ORD

SYD

24h 50m1 stop

7:05 am - 2:57 pm

SYD

ORD

24h 52m2 stops

$902Qantas Airways

Mon, Jan 26 - Tue, Feb 3

6:40 pm - 9:00 am

ORD

SYD

21h 20m1 stop

7:05 am - 4:37 pm

SYD

ORD

26h 32m2 stops

$918Qantas Airways

Tue, Feb 10 - Wed, Feb 25

3:10 pm - 8:50 pm

ORD

SYD

36h 40m2 stops

11:20 am - 4:37 pm

SYD

ORD

22h 17m1 stop

$940Qantas Airways

Mon, Feb 9 - Mon, Feb 16

6:40 pm - 9:00 am

ORD

SYD

21h 20m1 stop

7:15 pm - 2:53 pm

SYD

ORD

36h 38m2 stops

$941Qantas Airways

Tue, Feb 10 - Tue, Mar 3

7:12 pm - 6:10 am

ORD

SYD

41h 58m1 stop

5:50 pm - 2:10 pm

SYD

ORD

37h 20m2 stops

$947Qantas Airways

Sat, Jan 17 - Sat, Jan 24

9:45 am - 7:25 am

MDW

SYD

28h 40m2 stops

11:20 am - 11:27 am

SYD

MDW

41h 07m2 stops

$1,146Multiple Airlines

Mon, Feb 9 - Wed, Feb 18

1:26 pm - 8:30 am

MDW

SYD

26h 04m2 stops

10:40 am - 5:45 pm

SYD

MDW

24h 05m2 stops

$1,169Delta

Mon, Feb 9 - Mon, Mar 2

1:10 pm - 7:35 am

MDW

SYD

26h 25m2 stops

9:15 am - 5:54 pm

SYD

MDW

23h 39m2 stops

$1,219Delta

Mon, Mar 30 - Sat, Apr 18

1:49 pm - 8:30 am

MDW

SYD

25h 41m2 stops

10:40 am - 5:29 pm

SYD

MDW

23h 49m2 stops

$1,269Delta

Thu, Jan 29 - Thu, Feb 5

Qantas Airways flights from Chicago to Sydney

Our best Qantas Airways deals on Chicago to Sydney flight tickets

Qantas Airways

Feb 9

ORD3:10 pmChicago O'Hare Intl

36h 40m

2 stops

SYD8:50 pmSydney Kingsford Smith

Mar 2

SYD11:20 amSydney Kingsford Smith

22h 17m

1 stop

ORD4:37 pmChicago O'Hare Intl

$881

Find similar

Qantas Airways

Feb 11

ORD8:00 pmChicago O'Hare Intl

31h 50m

2 stops

SYD8:50 pmSydney Kingsford Smith

Mar 4

SYD11:20 amSydney Kingsford Smith

22h 17m

1 stop

ORD4:37 pmChicago O'Hare Intl

$883

Find similar

Qantas Airways

Jan 26

ORD3:10 pmChicago O'Hare Intl

24h 50m

1 stop

SYD9:00 amSydney Kingsford Smith

Feb 3

SYD7:05 amSydney Kingsford Smith

24h 52m

2 stops

ORD2:57 pmChicago O'Hare Intl

$902

Find similar

Delta flights from Chicago to Sydney

Our best Delta deals on Chicago to Sydney flight tickets

Delta

Feb 9

ORD1:50 pmChicago O'Hare Intl

25h 40m

2 stops

SYD8:30 amSydney Kingsford Smith

Feb 16

SYD10:40 amSydney Kingsford Smith

24h 02m

2 stops

ORD5:42 pmChicago O'Hare Intl

$1,169

Find similar

Delta

Mar 30

MDW1:10 pmChicago Midway

26h 25m

2 stops

SYD7:35 amSydney Kingsford Smith

Apr 18

SYD9:15 amSydney Kingsford Smith

23h 39m

2 stops

MDW5:54 pmChicago Midway

$1,219

Find similar

Delta

Jan 29

MDW1:49 pmChicago Midway

25h 41m

2 stops

SYD8:30 amSydney Kingsford Smith

Feb 5

SYD10:40 amSydney Kingsford Smith

23h 49m

2 stops

MDW5:29 pmChicago Midway

$1,269

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 2/9

3:10 pm-8:50 pm

2 stops36h 40m

Sydney Kingsford Smith

Mon 3/2

11:20 am-4:37 pm

1 stop22h 17m

$881

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 1/26

3:10 pm-9:00 am

1 stop24h 50m

Sydney Kingsford Smith

Tue 2/3

7:05 am-2:57 pm

2 stops24h 52m

$902

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 2/10

6:40 pm-9:00 am

1 stop21h 20m

Sydney Kingsford Smith

Wed 2/25

7:05 am-4:37 pm

2 stops26h 32m

$918

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 2/9

3:10 pm-8:50 pm

2 stops36h 40m

Sydney Kingsford Smith

Mon 2/16

11:20 am-4:37 pm

1 stop22h 17m

$940

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

7:15 pm-2:53 pm

2 stops36h 38m

$941

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sat 1/17

7:12 pm-6:10 am

1 stop41h 58m

Sydney Kingsford Smith

Sat 1/24

5:50 pm-2:10 pm

2 stops37h 20m

$947

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 2/9

9:45 am-7:25 am

2 stops28h 40m

Sydney Kingsford Smith

Wed 2/18

11:20 am-11:27 am

2 stops41h 07m

$1,146

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 2/9

1:26 pm-8:30 am

2 stops26h 04m

Sydney Kingsford Smith

Mon 3/2

10:40 am-5:45 pm

2 stops24h 05m

$1,169

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 3/30

1:10 pm-7:35 am

2 stops26h 25m

Sydney Kingsford Smith

Sat 4/18

9:15 am-5:54 pm

2 stops23h 39m

$1,219

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 1/29

1:49 pm-8:30 am

2 stops25h 41m

Sydney Kingsford Smith

Thu 2/5

10:40 am-5:29 pm

2 stops23h 49m

$1,269

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.

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 $1,072 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 14% 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 January 2026, 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

Fastest flight time	21h 20m
Direct flights	None

The fastest flight from Chicago to Sydney takes 21h 20m

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 January 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 American Airlines, making up 41% of the total bookings. Other popular airlines include Qantas Airways with 32%, United Airlines with 10%, and Air Canada with 8%.

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 1,051 reviews	Search ANA flights
American Airlines	PriceFrom $808	Free Cancellation	Rating 7.2 11,069 reviews	Search American Airlines flights
Qantas Airways	PriceFrom $809	Free Cancellation	Rating 7.5 960 reviews	Search Qantas Airways flights
Fiji Airways	PriceFrom $849	Free Cancellation	Rating 8.0 212 reviews	Search Fiji Airways flights
United Airlines	PriceFrom $870	Free Cancellation	Rating 7.4 9,126 reviews	Search United Airlines flights
Air Canada	PriceFrom $891	Free Cancellation	Rating 7.1 10,571 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 8.0 563 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

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Flights to Melbournefrom $699

Flights to Brisbanefrom $702

Flights to Perthfrom $1,011

Flights to Adelaidefrom $893

Flights to Cairnsfrom $858

Flights to Coolangattafrom $918

Flights to Hobartfrom $888

Flights to Canberrafrom $997

Flights to Darwinfrom $1,085

Flights to Maroochydorefrom $1,020

Flights to Launcestonfrom $1,085

Flights to Townsvillefrom $1,104

Cheap flights from Chicago to Sydney from $478

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 4/8. 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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Qantas Airways flights from Chicago to Sydney

Our best Qantas Airways 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

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?

You could potentially save up to 14% 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 January 2026, 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?

Philippine Airlines, Turkish Airlines, and Delta are the most popular carriers 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: 62% 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 08m.

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

Dallas (DFW) has the shortest average layover time for this route: 1h 52m.

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