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 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?

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 47% 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 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.

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.

$462 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 $836 to $1,478. The lowest price recently found on this route was $1,072.

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12:44 pm - 12:05 pm

ORD

SYD

32h 21m

2 stops

6:00 am - 5:23 am

SYD

ORD

38h 23m

2 stops

$1,072Multiple Airlines

Mon, Jun 1 - Mon, Jun 15

6:20 am - 11:50 am

ORD

SYD

38h 30m

2 stops

5:50 pm - 5:50 am

SYD

ORD

27h 00m

1 stop

$1,082Multiple Airlines

Tue, Apr 28 - Tue, May 12

6:20 am - 11:50 am

ORD

SYD

38h 30m

2 stops

5:50 pm - 5:50 am

SYD

ORD

27h 00m

1 stop

$1,083Multiple Airlines

Tue, Apr 28 - Mon, May 11

6:20 am - 11:50 am

ORD

SYD

38h 30m

2 stops

5:50 pm - 5:50 am

SYD

ORD

27h 00m

1 stop

$1,089Multiple Airlines

Tue, Apr 28 - Thu, May 14

6:20 am - 11:50 am

ORD

SYD

38h 30m

2 stops

5:50 pm - 5:50 am

SYD

ORD

27h 00m

1 stop

$1,090Multiple Airlines

Tue, Apr 28 - Wed, May 13

6:20 am - 11:50 am

ORD

SYD

38h 30m

2 stops

5:50 pm - 5:50 am

SYD

ORD

27h 00m

1 stop

$1,094Multiple Airlines

Tue, Apr 28 - Sun, May 10

6:20 am - 7:30 am

ORD

SYD

34h 10m

1 stop

5:50 pm - 5:50 am

SYD

ORD

27h 00m

1 stop

$1,103Multiple Airlines

Tue, Apr 28 - Tue, May 12

6:20 am - 7:30 am

ORD

SYD

34h 10m

1 stop

5:50 pm - 5:50 am

SYD

ORD

27h 00m

1 stop

$1,104Multiple Airlines

Tue, Apr 28 - Fri, May 15

12:47 pm - 7:25 am

MDW

SYD

26h 38m

2 stops

9:40 am - 5:22 pm

SYD

MDW

23h 42m

2 stops

$1,463Delta

Sun, Mar 8 - Sun, Mar 15

2:12 pm - 6:50 am

MDW

SYD

25h 38m

2 stops

9:15 am - 6:36 pm

SYD

MDW

24h 21m

2 stops

$1,465Delta

Sun, Apr 19 - Sun, May 3

Delta flights from Chicago to Sydney

Our best Delta deals on Chicago to Sydney flight tickets

Delta

Mar 8

MDW12:47 pmChicago Midway

26h 38m

2 stops

SYD7:25 amSydney Kingsford Smith

Mar 15

SYD9:40 amSydney Kingsford Smith

23h 42m

2 stops

MDW5:22 pmChicago Midway

$1,463

Delta

Apr 19

MDW2:12 pmChicago Midway

25h 38m

2 stops

SYD6:50 amSydney Kingsford Smith

May 3

SYD9:15 amSydney Kingsford Smith

24h 21m

2 stops

MDW6:36 pmChicago Midway

$1,465

Delta

Mar 4

MDW1:29 pmChicago Midway

26h 01m

2 stops

SYD8:30 amSydney Kingsford Smith

Apr 15

SYD9:15 amSydney Kingsford Smith

23h 43m

2 stops

MDW5:58 pmChicago Midway

$1,475

ANA flights from Chicago to Sydney

Our best ANA deals on Chicago to Sydney flight tickets

ANA

Mar 4

ORD3:35 pmChicago O'Hare Intl

25h 00m

1 stop

SYD9:35 amSydney Kingsford Smith

Mar 8

SYD11:20 amSydney Kingsford Smith

24h 25m

1 stop

ORD6:45 pmChicago O'Hare Intl

$1,212

ANA

Mar 5

ORD3:35 pmChicago O'Hare Intl

25h 00m

1 stop

SYD9:35 amSydney Kingsford Smith

Mar 12

SYD8:00 amSydney Kingsford Smith

28h 00m

2 stops

ORD8:00 pmChicago O'Hare Intl

$1,296

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 6/1

12:44 pm-12:05 pm

2 stops32h 21m

Sydney Kingsford Smith

Mon 6/15

6:00 am-5:23 am

2 stops38h 23m

$1,072

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 4/28

6:20 am-11:50 am

2 stops38h 30m

Sydney Kingsford Smith

Tue 5/12

5:50 pm-5:50 am

1 stop27h 00m

$1,082

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 4/28

6:20 am-11:50 am

2 stops38h 30m

Sydney Kingsford Smith

Mon 5/11

5:50 pm-5:50 am

1 stop27h 00m

$1,083

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 4/28

6:20 am-11:50 am

2 stops38h 30m

Sydney Kingsford Smith

Thu 5/14

5:50 pm-5:50 am

1 stop27h 00m

$1,089

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 4/28

6:20 am-11:50 am

2 stops38h 30m

Sydney Kingsford Smith

Wed 5/13

5:50 pm-5:50 am

1 stop27h 00m

$1,090

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 4/28

6:20 am-11:50 am

2 stops38h 30m

Sydney Kingsford Smith

Sun 5/10

5:50 pm-5:50 am

1 stop27h 00m

$1,094

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 4/28

6:20 am-7:30 am

1 stop34h 10m

Sydney Kingsford Smith

Tue 5/12

5:50 pm-5:50 am

1 stop27h 00m

$1,103

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 4/28

6:20 am-7:30 am

1 stop34h 10m

Sydney Kingsford Smith

Fri 5/15

5:50 pm-5:50 am

1 stop27h 00m

$1,104

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 3/8

12:47 pm-7:25 am

2 stops26h 38m

Sydney Kingsford Smith

Sun 3/15

9:40 am-5:22 pm

2 stops23h 42m

$1,463

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 4/19

2:12 pm-6:50 am

2 stops25h 38m

Sydney Kingsford Smith

Sun 5/3

9:15 am-6:36 pm

2 stops24h 21m

$1,465

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 40m
Direct flights	None

The fastest flight from Chicago to Sydney takes 24h 40m

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 40m.
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 8.0 228 reviews	Search Fiji Airways flights
American Airlines	PriceFrom $810	Free Cancellation	Rating 7.2 11,355 reviews	Search American Airlines flights
Qantas Airways	PriceFrom $812	Free Cancellation	Rating 7.5 998 reviews	Search Qantas Airways flights
United Airlines	PriceFrom $870	Free Cancellation	Rating 7.4 9,350 reviews	Search United Airlines flights
Air Canada	PriceFrom $890	Free Cancellation	Rating 7.1 10,748 reviews	Search Air Canada flights
Delta	PriceFrom $936	Free Cancellation	Rating 7.9 8,243 reviews	Search Delta flights
ANA	PriceFrom $1,177	Free Cancellation	Rating 8.4 1,103 reviews	Search ANA flights
Air New Zealand	PriceFrom $1,282	Free Cancellation	Rating 8.0 605 reviews	Search Air New Zealand flights

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Manly

Randwick

Lithgow

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Charlestown

Terrigal

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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.

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Cheap flights from Chicago to Sydney from $462

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 4/14. 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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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 is the cheapest airline that flies from Chicago to Sydney Kingsford Smith?

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

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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?

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

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