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.

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

Los Angeles (LAX) was the most common stop: 69% of momondo users choosing 1-stop flights on this route connected there.

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.

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 45% 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.

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 February 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.

$465 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 $901 to $1,464. The lowest price recently found on this route was $960.

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4:49 pm - 9:10 am

ORD

SYD

47h 21m

2 stops

11:20 am - 9:35 pm

SYD

ORD

26h 15m

1 stop

$960Qantas Airways

Sat, Mar 7 - Sat, Mar 14

1:14 pm - 8:50 pm

ORD

SYD

39h 36m

2 stops

9:10 am - 9:21 pm

SYD

ORD

27h 11m

1 stop

$961Qantas Airways

Wed, Mar 25 - Tue, Apr 7

2:58 pm - 8:50 pm

ORD

SYD

37h 52m

2 stops

9:10 am - 2:16 pm

SYD

ORD

20h 06m

1 stop

$976Qantas Airways

Wed, Mar 25 - Wed, Apr 15

12:44 pm - 11:50 am

ORD

SYD

32h 06m

2 stops

1:15 pm - 5:23 am

SYD

ORD

31h 08m

2 stops

$983Multiple Airlines

Thu, May 21 - Sun, May 31

12:44 pm - 11:50 am

ORD

SYD

32h 06m

2 stops

1:15 pm - 5:23 am

SYD

ORD

31h 08m

2 stops

$1,010Multiple Airlines

Fri, May 22 - Sun, May 31

2:58 pm - 8:50 pm

ORD

SYD

37h 52m

2 stops

9:10 am - 2:16 pm

SYD

ORD

20h 06m

1 stop

$1,011Qantas Airways

Wed, Mar 25 - Tue, Apr 7

3:23 pm - 11:50 am

ORD

SYD

29h 27m

2 stops

5:50 pm - 5:50 am

SYD

ORD

27h 00m

1 stop

$1,105Multiple Airlines

Sat, Apr 18 - Tue, Apr 21

12:45 pm - 8:30 am

MDW

SYD

26h 45m

2 stops

9:15 am - 5:58 pm

SYD

MDW

23h 43m

2 stops

$1,475Delta

Wed, Mar 4 - Wed, Apr 15

1:29 pm - 8:30 am

MDW

SYD

26h 01m

2 stops

9:15 am - 5:58 pm

SYD

MDW

23h 43m

2 stops

$1,476Delta

Wed, Mar 4 - Wed, Apr 15

2:05 pm - 7:50 am

MDW

SYD

25h 45m

2 stops

9:15 am - 10:28 pm

SYD

MDW

28h 13m

2 stops

$1,525Delta

Mon, Mar 30 - Sat, Apr 18

Qantas Airways flights from Chicago to Sydney

Our best Qantas Airways deals on Chicago to Sydney flight tickets

Qantas Airways

Mar 7

ORD4:49 pmChicago O'Hare Intl

47h 21m

2 stops

SYD9:10 amSydney Kingsford Smith

Mar 14

SYD11:20 amSydney Kingsford Smith

26h 15m

1 stop

ORD9:35 pmChicago O'Hare Intl

$960

Qantas Airways

Mar 25

ORD1:14 pmChicago O'Hare Intl

39h 36m

2 stops

SYD8:50 pmSydney Kingsford Smith

Apr 7

SYD9:10 amSydney Kingsford Smith

27h 11m

1 stop

ORD9:21 pmChicago O'Hare Intl

$961

Qantas Airways

Mar 25

ORD2:58 pmChicago O'Hare Intl

37h 52m

2 stops

SYD8:50 pmSydney Kingsford Smith

Apr 15

SYD9:10 amSydney Kingsford Smith

20h 06m

1 stop

ORD2:16 pmChicago O'Hare Intl

$976

ANA flights from Chicago to Sydney

Our best ANA deals on Chicago to Sydney flight tickets

ANA

Aug 3

ORD5:45 pmChicago O'Hare Intl

24h 40m

1 stop

SYD9:25 amSydney Kingsford Smith

Sep 3

SYD8:55 pmSydney Kingsford Smith

26h 45m

1 stop

ORD8:40 amChicago O'Hare Intl

$1,162

ANA

Aug 17

ORD8:00 pmChicago O'Hare Intl

32h 15m

2 stops

SYD7:15 pmSydney Kingsford Smith

Aug 26

SYD11:50 amSydney Kingsford Smith

35h 50m

1 stop

ORD8:40 amChicago O'Hare Intl

$1,169

ANA

Aug 16

ORD5:45 pmChicago O'Hare Intl

24h 40m

1 stop

SYD9:25 amSydney Kingsford Smith

Sep 3

SYD8:55 pmSydney Kingsford Smith

26h 45m

1 stop

ORD8:40 amChicago O'Hare Intl

$1,184

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sat 3/7

4:49 pm-9:10 am

2 stops47h 21m

Sydney Kingsford Smith

Sat 3/14

11:20 am-9:35 pm

1 stop26h 15m

$960

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 3/25

1:14 pm-8:50 pm

2 stops39h 36m

Sydney Kingsford Smith

Tue 4/7

9:10 am-9:21 pm

1 stop27h 11m

$961

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 3/25

2:58 pm-8:50 pm

2 stops37h 52m

Sydney Kingsford Smith

Wed 4/15

9:10 am-2:16 pm

1 stop20h 06m

$976

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Thu 5/21

12:44 pm-11:50 am

2 stops32h 06m

Sydney Kingsford Smith

Sun 5/31

1:15 pm-5:23 am

2 stops31h 08m

$983

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Fri 5/22

12:44 pm-11:50 am

2 stops32h 06m

Sydney Kingsford Smith

Sun 5/31

1:15 pm-5:23 am

2 stops31h 08m

$1,010

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 3/25

2:58 pm-8:50 pm

2 stops37h 52m

Sydney Kingsford Smith

Tue 4/7

9:10 am-2:16 pm

1 stop20h 06m

$1,011

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sat 4/18

3:23 pm-11:50 am

2 stops29h 27m

Sydney Kingsford Smith

Tue 4/21

5:50 pm-5:50 am

1 stop27h 00m

$1,105

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 3/4

12:45 pm-8:30 am

2 stops26h 45m

Sydney Kingsford Smith

Wed 4/15

9:15 am-5:58 pm

2 stops23h 43m

$1,475

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 3/4

1:29 pm-8:30 am

2 stops26h 01m

Sydney Kingsford Smith

Wed 4/15

9:15 am-5:58 pm

2 stops23h 43m

$1,476

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 3/30

2:05 pm-7:50 am

2 stops25h 45m

Sydney Kingsford Smith

Sat 4/18

9:15 am-10:28 pm

2 stops28h 13m

$1,525

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, October 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 $966. If you are unable to visit Sydney during the month of October, then departing from Chicago during the month February is also very affordable. Most momondo users find prices during this month for around $1,097.

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 $1,274 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 $1,052 on momondo.

Can stopping save me money on Chicago to Sydney flights?

You could potentially save up to 1% 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 February 2026, prices for Chicago to Sydney flights are approximately 31% 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	24h 56m
Direct flights	None

The fastest flight from Chicago to Sydney takes 24h 56m

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 24h 56m.
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 February 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 42% of the total bookings. Other popular airlines include American Airlines with 17%, United Airlines with 17%, and Air Canada with 13%.

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
Fiji Airways	PriceFrom $795	Free Cancellation	Rating 8.0 226 reviews	Search Fiji Airways flights
American Airlines	PriceFrom $810	Free Cancellation	Rating 7.2 11,338 reviews	Search American Airlines flights
Qantas Airways	PriceFrom $812	Free Cancellation	Rating 7.5 996 reviews	Search Qantas Airways flights
United Airlines	PriceFrom $870	Free Cancellation	Rating 7.4 9,341 reviews	Search United Airlines flights
Air Canada	PriceFrom $890	Free Cancellation	Rating 7.1 10,735 reviews	Search Air Canada flights
Delta	PriceFrom $936	Free Cancellation	Rating 7.9 8,241 reviews	Search Delta flights
ANA	PriceFrom $1,177	Free Cancellation	Rating 8.4 1,098 reviews	Search ANA flights
Air New Zealand	PriceFrom $1,282	Free Cancellation	Rating 8.0 596 reviews	Search Air New Zealand flights

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Parramatta

Katoomba

Wollongong

Penrith

Coogee

Manly

Randwick

Lithgow

Leura

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 $465

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 4/28. 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

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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 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?

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

Fly your favorite airline to Sydney

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Sydney

List of cabin classes available on flights landing in Sydney. Availability may vary depending on flight origin and airline.

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