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 55m.

What airlines fly to Sydney?

Qantas Airways, United Airlines and Air Canada 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 44% 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 $976.

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

Los Angeles (LAX) was the most common stop: 60% 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?

Air Canada and Delta are the most popular carriers 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 35m.

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 April 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.

$499 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 $1,567 to $1,200. The lowest price recently found on this route was $1,118.

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Chicago to Sydney

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:30 am - 12:05 pm

ORD

SYD

36h 35m

3 stops

1:15 pm - 11:13 pm

SYD

ORD

48h 58m

3 stops

$1,118Multiple Airlines

Mon, May 18 - Mon, May 25

8:30 am - 12:05 pm

ORD

SYD

36h 35m

3 stops

1:15 pm - 11:13 pm

SYD

ORD

48h 58m

3 stops

$1,133Multiple Airlines

Mon, May 18 - Mon, May 25

7:15 am - 11:50 am

ORD

SYD

37h 35m

2 stops

1:15 pm - 5:59 am

SYD

ORD

31h 44m

2 stops

$1,139Multiple Airlines

Sun, May 17 - Sun, May 24

3:40 pm - 7:20 am

ORD

SYD

24h 40m

1 stop

9:20 am - 2:45 pm

SYD

ORD

20h 25m

1 stop

$1,140Air Canada

Sun, May 24 - Sun, May 31

11:05 am - 7:20 am

ORD

SYD

29h 15m

2 stops

9:20 am - 2:45 pm

SYD

ORD

20h 25m

1 stop

$1,143Air Canada

Sun, May 24 - Sun, May 31

3:40 pm - 7:20 am

ORD

SYD

24h 40m

1 stop

9:20 am - 2:41 pm

SYD

ORD

20h 21m

1 stop

$1,144Air Canada

Sun, Jul 5 - Wed, Jul 29

3:40 pm - 7:20 am

ORD

SYD

24h 40m

1 stop

9:20 am - 8:05 pm

SYD

ORD

25h 45m

2 stops

$1,147Air Canada

Mon, Jun 8 - Fri, Jul 10

1:49 pm - 6:50 am

MDW

SYD

26h 01m

2 stops

9:15 am - 6:31 pm

SYD

MDW

24h 16m

2 stops

$1,610Delta

Wed, Aug 5 - Sun, Aug 30

1:05 pm - 6:50 am

MDW

SYD

26h 45m

2 stops

9:15 am - 6:31 pm

SYD

MDW

24h 16m

2 stops

$1,611Delta

Tue, Sep 1 - Tue, Sep 22

10:59 am - 6:50 am

MDW

SYD

28h 51m

2 stops

9:15 am - 6:18 pm

SYD

MDW

24h 03m

2 stops

$1,653Delta

Mon, Jun 1 - Mon, Jun 15

Delta flights from Chicago to Sydney

Our best Delta deals on Chicago to Sydney flight tickets

Delta

Sep 1

MDW2:00 pmChicago Midway

25h 50m

2 stops

SYD6:50 amSydney Kingsford Smith

Sep 22

SYD9:15 amSydney Kingsford Smith

23h 50m

2 stops

MDW6:05 pmChicago Midway

$1,610

Delta

Sep 1

MDW1:05 pmChicago Midway

26h 45m

2 stops

SYD6:50 amSydney Kingsford Smith

Sep 8

SYD9:15 amSydney Kingsford Smith

24h 16m

2 stops

MDW6:31 pmChicago Midway

$1,611

Delta

Jun 1

MDW10:59 amChicago Midway

28h 51m

2 stops

SYD6:50 amSydney Kingsford Smith

Jun 15

SYD9:15 amSydney Kingsford Smith

24h 03m

2 stops

MDW6:18 pmChicago Midway

$1,653

Air Canada flights from Chicago to Sydney

Our best Air Canada deals on Chicago to Sydney flight tickets

Air Canada

May 24

ORD3:40 pmChicago O'Hare Intl

24h 40m

1 stop

SYD7:20 amSydney Kingsford Smith

May 31

SYD9:20 amSydney Kingsford Smith

20h 25m

1 stop

ORD2:45 pmChicago O'Hare Intl

$1,140

Air Canada

May 24

ORD11:05 amChicago O'Hare Intl

29h 15m

2 stops

SYD7:20 amSydney Kingsford Smith

May 31

SYD9:20 amSydney Kingsford Smith

20h 25m

1 stop

ORD2:45 pmChicago O'Hare Intl

$1,143

Air Canada

Jul 5

ORD3:40 pmChicago O'Hare Intl

24h 40m

1 stop

SYD7:20 amSydney Kingsford Smith

Jul 29

SYD9:20 amSydney Kingsford Smith

20h 21m

1 stop

ORD2:41 pmChicago O'Hare Intl

$1,144

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 5/18

8:30 am-12:05 pm

3 stops36h 35m

Sydney Kingsford Smith

Mon 5/25

1:15 pm-11:13 pm

3 stops48h 58m

$1,118

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 5/18

8:30 am-12:05 pm

3 stops36h 35m

Sydney Kingsford Smith

Mon 5/25

1:15 pm-11:13 pm

3 stops48h 58m

$1,133

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 5/17

7:15 am-11:50 am

2 stops37h 35m

Sydney Kingsford Smith

Sun 5/24

1:15 pm-5:59 am

2 stops31h 44m

$1,139

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 5/24

3:40 pm-7:20 am

1 stop24h 40m

Sydney Kingsford Smith

Sun 5/31

9:20 am-2:45 pm

1 stop20h 25m

$1,140

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 5/24

11:05 am-7:20 am

2 stops29h 15m

Sydney Kingsford Smith

Sun 5/31

9:20 am-2:45 pm

1 stop20h 25m

$1,143

Quickest round-trip

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 7/5

3:40 pm-7:20 am

1 stop24h 40m

Sydney Kingsford Smith

Wed 7/29

9:20 am-2:41 pm

1 stop20h 21m

$1,144

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 6/8

3:40 pm-7:20 am

1 stop24h 40m

Sydney Kingsford Smith

Fri 7/10

9:20 am-8:05 pm

2 stops25h 45m

$1,147

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 8/5

1:49 pm-6:50 am

2 stops26h 01m

Sydney Kingsford Smith

Sun 8/30

9:15 am-6:31 pm

2 stops24h 16m

$1,610

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 9/1

1:05 pm-6:50 am

2 stops26h 45m

Sydney Kingsford Smith

Tue 9/22

9:15 am-6:31 pm

2 stops24h 16m

$1,611

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 6/1

10:59 am-6:50 am

2 stops28h 51m

Sydney Kingsford Smith

Mon 6/15

9:15 am-6:18 pm

2 stops24h 03m

$1,653

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, February 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 $1,149. If you are unable to visit Sydney during the month of February, then departing from Chicago during the month September is also very affordable. Most momondo users find prices during this month for around $1,355.

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 $1,382 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 $1,084 on momondo.

Can stopping save me money on Chicago to Sydney flights?

You could potentially save up to 11% 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 April 2026, prices for Chicago to Sydney flights are approximately 55% more expensive 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 06m
Direct flights	None

The fastest flight from Chicago to Sydney takes 21h 06m

There are no direct flights from Chicago to Sydney. There are no popular flight routes from Chicago to Sydney.

Search flight deals

Frequently asked questions about flying from Chicago to Sydney

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 06m.
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 April 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 39% of the total bookings. Other popular airlines include United Airlines with 19%, American Airlines with 14%, and Air Canada with 14%.

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
American Airlines	PriceFrom $198	Free Cancellation	Rating 7.1 11,550 reviews	Search American Airlines flights
Fiji Airways	PriceFrom $716	Free Cancellation	Rating 8.1 239 reviews	Search Fiji Airways flights
Qantas Airways	PriceFrom $837	Free Cancellation	Rating 7.5 1,017 reviews	Search Qantas Airways flights
United Airlines	PriceFrom $870	Free Cancellation	Rating 7.4 9,546 reviews	Search United Airlines flights
Air Canada	PriceFrom $891	Free Cancellation	Rating 7.1 10,897 reviews	Search Air Canada flights
Delta	PriceFrom $1,034	Free Cancellation	Rating 7.9 8,388 reviews	Search Delta flights
ANA	PriceFrom $1,177	Free Cancellation	Rating 8.4 1,168 reviews	Search ANA flights
Air New Zealand	PriceFrom $1,282	Free Cancellation	Rating 8.0 625 reviews	Search Air New Zealand flights

Parramatta

Bondi Beach

Katoomba

Wollongong

Penrith

Randwick

Coogee

Leura

Lithgow

Manly

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

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.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Wed 5/6

Wed 5/13

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Australia

Nearby airports

Airlines

Cabin classes

Other Australia destinations

Other flights from Chicago

Complete your trip

Feeling lucky

Cheap flights from Chicago to Sydney from $499

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 5/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Chicago to Sydney

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Delta flights from Chicago to Sydney

Our best Delta deals on Chicago to Sydney flight tickets

Air Canada flights from Chicago to Sydney

Our best Air Canada deals on Chicago to Sydney flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Chicago to Sydney that are best for you.

See travel insights to Sydney from

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

Find info about flight duration, direct flights, and airports for your flight from Chicago to Sydney

Fastest flight time

Direct flights

Frequently asked questions about flying 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?

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.

Popular cities in Australia

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from Chicago

According to popular flight searches on momondo this year

Complete your trip to Sydney

Explore popular destinations other users love

According to popular flight searches on momondo this year