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: 67% of momondo users choosing 1-stop flights on this route connected there.

What airlines fly to Sydney?

Qantas Airways, American Airlines 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 39% 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.

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 connection time from Chicago to Sydney?

Dallas (DFW) has the shortest average layover time for this route: 1h 54m.

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.

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.

$521 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 $1,013 to $1,562. The lowest price recently found on this route was $946.

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7:40 pm - 6:10 am

ORD

SYD

41h 30m1 stop

7:05 am - 3:57 pm

SYD

ORD

25h 52m2 stops

$946Qantas Airways

sáb., ene. 24 - sáb., ene. 31

9:02 am - 9:00 am

ORD

SYD

30h 58m1 stop

7:15 pm - 2:57 pm

SYD

ORD

36h 42m2 stops

$955Qantas Airways

lun., ene. 26 - lun., feb. 9

2:15 pm - 7:35 am

ORD

SYD

48h 20m2 stops

11:20 am - 4:49 pm

SYD

ORD

22h 29m1 stop

$956Qantas Airways

mar., ene. 27 - lun., feb. 2

1:15 pm - 7:35 am

ORD

SYD

49h 20m2 stops

11:20 am - 2:53 pm

SYD

ORD

19h 33m1 stop

$957Qantas Airways

dom., feb. 8 - mar., mar. 10

6:40 pm - 9:00 am

ORD

SYD

21h 20m1 stop

7:15 pm - 4:49 pm

SYD

ORD

38h 34m2 stops

$958Qantas Airways

dom., feb. 1 - sáb., feb. 7

1:24 pm - 8:50 pm

ORD

SYD

38h 26m2 stops

11:20 am - 2:53 pm

SYD

ORD

19h 33m1 stop

$959Qantas Airways

lun., feb. 16 - lun., mar. 9

7:30 am - 7:25 am

MDW

SYD

30h 55m2 stops

11:20 am - 9:29 pm

SYD

MDW

51h 09m2 stops

$1,176Multiple Airlines

vie., feb. 6 - sáb., feb. 14

1:05 pm - 6:35 am

MDW

SYD

26h 30m2 stops

9:15 am - 6:05 pm

SYD

MDW

23h 50m2 stops

$1,469Delta

mar., may. 26 - mié., jun. 10

1:05 pm - 6:35 am

MDW

SYD

26h 30m2 stops

9:15 am - 6:31 pm

SYD

MDW

24h 16m2 stops

$1,470Delta

mar., may. 26 - mié., jun. 10

12:47 pm - 7:25 am

MDW

SYD

26h 38m2 stops

9:15 am - 5:54 pm

SYD

MDW

23h 39m2 stops

$1,519Delta

mié., mar. 18 - vie., abr. 10

Qantas Airways flights from Chicago to Sydney

Our best Qantas Airways deals on Chicago to Sydney flight tickets

Qantas Airways

Jan 24

ORD7:40 pmChicago O'Hare Intl

41h 30m

1 stop

SYD6:10 amSydney Kingsford Smith

Jan 31

SYD7:05 amSydney Kingsford Smith

25h 52m

2 stops

ORD3:57 pmChicago O'Hare Intl

$946

Qantas Airways

Jan 26

ORD9:02 amChicago O'Hare Intl

30h 58m

1 stop

SYD9:00 amSydney Kingsford Smith

Feb 9

SYD7:15 pmSydney Kingsford Smith

36h 42m

2 stops

ORD2:57 pmChicago O'Hare Intl

$955

Qantas Airways

Jan 27

ORD2:15 pmChicago O'Hare Intl

48h 20m

2 stops

SYD7:35 amSydney Kingsford Smith

Feb 2

SYD11:20 amSydney Kingsford Smith

22h 29m

1 stop

ORD4:49 pmChicago O'Hare Intl

$956

Turkish Airlines flights from Chicago to Sydney

Our best Turkish Airlines deals on Chicago to Sydney flight tickets

Turkish Airlines

Jan 20

ORD11:50 amChicago O'Hare Intl

38h 30m

2 stops

SYD7:20 pmSydney Kingsford Smith

Jan 23

SYD9:15 pmSydney Kingsford Smith

53h 50m

2 stops

ORD10:05 amChicago O'Hare Intl

$1,414

Turkish Airlines

Jan 20

ORD11:50 amChicago O'Hare Intl

38h 30m

2 stops

SYD7:20 pmSydney Kingsford Smith

Jan 23

SYD9:15 pmSydney Kingsford Smith

53h 50m

2 stops

ORD10:05 amChicago O'Hare Intl

$1,430

Turkish Airlines

Jan 14

ORD8:20 pmChicago O'Hare Intl

54h 00m

2 stops

SYD7:20 pmSydney Kingsford Smith

Jan 21

SYD9:15 pmSydney Kingsford Smith

53h 50m

2 stops

ORD10:05 amChicago O'Hare Intl

$1,522

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

sáb. 1/24

7:40 pm-6:10 am

1 stop41h 30m

Sydney Kingsford Smith

sáb. 1/31

7:05 am-3:57 pm

2 stops25h 52m

$946

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

lun. 1/26

9:02 am-9:00 am

1 stop30h 58m

Sydney Kingsford Smith

lun. 2/9

7:15 pm-2:57 pm

2 stops36h 42m

$955

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

mar. 1/27

2:15 pm-7:35 am

2 stops48h 20m

Sydney Kingsford Smith

lun. 2/2

11:20 am-4:49 pm

1 stop22h 29m

$956

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

dom. 2/8

1:15 pm-7:35 am

2 stops49h 20m

Sydney Kingsford Smith

mar. 3/10

11:20 am-2:53 pm

1 stop19h 33m

$957

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

dom. 2/1

6:40 pm-9:00 am

1 stop21h 20m

Sydney Kingsford Smith

sáb. 2/7

7:15 pm-4:49 pm

2 stops38h 34m

$958

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

lun. 2/16

1:24 pm-8:50 pm

2 stops38h 26m

Sydney Kingsford Smith

lun. 3/9

11:20 am-2:53 pm

1 stop19h 33m

$959

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

vie. 2/6

7:30 am-7:25 am

2 stops30h 55m

Sydney Kingsford Smith

sáb. 2/14

11:20 am-9:29 pm

2 stops51h 09m

$1,176

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

mar. 5/26

1:05 pm-6:35 am

2 stops26h 30m

Sydney Kingsford Smith

mié. 6/10

9:15 am-6:05 pm

2 stops23h 50m

$1,469

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

mar. 5/26

1:05 pm-6:35 am

2 stops26h 30m

Sydney Kingsford Smith

mié. 6/10

9:15 am-6:31 pm

2 stops24h 16m

$1,470

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

mié. 3/18

12:47 pm-7:25 am

2 stops26h 38m

Sydney Kingsford Smith

vie. 4/10

9:15 am-5:54 pm

2 stops23h 39m

$1,519

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, March 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 $864. If you are unable to visit Sydney during the month of March, then departing from Chicago during the month June is also very affordable. Most momondo users find prices during this month for around $864.

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 $1,096 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 $910 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 8% 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 37% of the total bookings. Other popular airlines include Qantas Airways with 35%, United Airlines with 11%, 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 1,060 reviews	Search ANA flights
American Airlines	PriceFrom $805	Free Cancellation	Rating 7.2 11,095 reviews	Search American Airlines flights
Qantas Airways	PriceFrom $811	Free Cancellation	Rating 7.5 967 reviews	Search Qantas Airways flights
Fiji Airways	PriceFrom $849	Free Cancellation	Rating 8.0 216 reviews	Search Fiji Airways flights
Air Canada	PriceFrom $851	Free Cancellation	Rating 7.1 10,603 reviews	Search Air Canada flights
United Airlines	PriceFrom $870	Free Cancellation	Rating 7.4 9,139 reviews	Search United Airlines flights
Delta	PriceFrom $935	Free Cancellation	Rating 7.9 8,025 reviews	Search Delta flights
Air New Zealand	PriceFrom $1,282	Free Cancellation	Rating 8.0 565 reviews	Search Air New Zealand flights

Parramatta

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Katoomba

Wollongong

Randwick

Coogee

Manly

Cronulla

Lithgow

Penrith

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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Airports servicing New South Wales

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Flights to Melbournefrom $681

Flights to Brisbanefrom $702

Flights to Perthfrom $1,016

Flights to Adelaidefrom $891

Flights to Cairnsfrom $864

Flights to Coolangattafrom $863

Flights to Hobartfrom $1,025

Flights to Canberrafrom $1,008

Flights to Darwinfrom $1,079

Flights to Launcestonfrom $1,086

Flights to Maroochydorefrom $1,013

Flights to Townsvillefrom $1,219

Cheap flights from Chicago to Sydney from $521

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 3/17. 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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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

Turkish Airlines flights from Chicago to Sydney

Our best Turkish Airlines 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 8% 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: 67% 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 54m.

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