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

Philippine Airlines, Cathay Pacific, and Etihad Airways are the most popular carriers operating from Sydney Kingsford Smith to Chicago

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

Houston (IAH) has the shortest average stopover time for this route: 1h 31m.

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

Los Angeles (LAX) was the most common stop: 58% of momondo users choosing one-stop flights on this route connected there.

Which stopover airport offers the lowest fares from Sydney to Chicago?

Flights via Vancouver (YVR) offer the lowest average return price of $1,386.

Which airlines fly to Chicago?

Qantas Airways, American Airlines and Air Canada are the top three most popular airlines that fly to Chicago from Sydney according to our data. Qantas Airways is the first choice among our users, with 52% of people opting to fly with this airline when travelling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Which stopover airport has the shortest travel time from Sydney to Chicago?

Flights connecting via San Francisco (SFO) have the shortest average one-way travel time: 19h 30m.

When did momondo last update prices for flights from Sydney Kingsford Smith Airport to Chicago?

Prices for flights from Sydney Kingsford Smith Airport to Chicago were last updated today.

How many operators does momondo search for flights from Sydney Kingsford Smith Airport to Chicago?

The number of operators available for flights from Sydney Kingsford Smith Airport to Chicago is 5 as of October 2026.

How old do you have to be to fly from Sydney Kingsford Smith Airport to Chicago?

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 Sydney Kingsford Smith Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's licence and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$706 Cheap Flights from Sydney to Chicago in 2026/27

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Find the cheapest flights from Sydney to Chicago

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One-way

Last minute

Cheap return flights

Enter your travel dates to find the best prices.

11:10 - 18:10SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

24h 00m2 stops Los Angeles Denver Intl

17:29 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

22h 31m2 stops Phoenix Sky Harbor Intl Los Angeles

$1,061American Airlines

Thu, 5 Nov - Mon, 9 Nov

11:10 - 17:59SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

23h 49m1 stop Los Angeles

17:15 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

22h 45m1 stop Los Angeles

$1,061American Airlines

Thu, 5 Nov - Mon, 9 Nov

10:40 - 13:37SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

19h 57m1 stop Los Angeles

14:03 - 08:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

25h 27m2 stops Salt Lake City Los Angeles

$1,064Delta

Mon, 23 Nov - Mon, 30 Nov

10:40 - 13:37SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

19h 57m1 stop Los Angeles

14:32 - 08:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 58m1 stop Los Angeles

$1,064Delta

Mon, 23 Nov - Mon, 30 Nov

07:20 - 22:15SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

31h 55m2 stops Brisbane Dallas/Fort Worth

17:59 - 11:45ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 46m2 stops Dallas/Fort Worth Brisbane

$1,174Qantas Airways

Tue, 8 Dec - Tue, 12 Jan

11:50 - 21:46SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

26h 56m2 stops Auckland Intl Los Angeles

16:00 - 10:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

26h 35m2 stops Los Angeles Auckland Intl

$1,793Air New Zealand

Wed, 3 Mar - Tue, 16 Mar

11:10 - 18:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

23h 50m1 stop Los Angeles

17:59 - 11:45ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 46m2 stops Dallas/Fort Worth Brisbane

$1,833Qantas Airways

Tue, 8 Dec - Tue, 12 Jan

11:50 - 22:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

27h 10m2 stops Auckland Intl Los Angeles

14:33 - 08:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

25h 02m2 stops San Francisco Auckland Intl

$1,866Air New Zealand

Sat, 14 Nov - Tue, 9 Feb

11:20 - 08:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

37h 40m3 stops Vancouver Intl Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

10:05 - 06:55ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

27h 50m2 stops Toronto Pearson Intl Vancouver Intl

$2,501Air Canada

Tue, 24 Nov - Tue, 1 Dec

11:20 - 07:54SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

37h 34m2 stops Vancouver Intl Toronto Pearson Intl

10:33 - 09:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

30h 02m3 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl Vancouver Intl

$2,538Air Canada

Sat, 14 Nov - Tue, 9 Feb

Cheap last-minute flights

Enter your travel dates to find the best prices.

10:10 - 18:38SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

24h 28m1 stop Los Angeles

13:50 - 08:05ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

26h 15m1 stop Los Angeles

$1,063American Airlines

Thu, 15 Oct - Wed, 21 Oct

10:10 - 15:59SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

21h 49m1 stop Los Angeles

18:55 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

22h 05m1 stop Los Angeles

$1,070American Airlines

Thu, 15 Oct - Wed, 28 Oct

10:10 - 17:59SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

23h 49m2 stops Los Angeles Albuquerque

13:50 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

27h 10m1 stop Los Angeles

$1,077American Airlines

Thu, 15 Oct - Wed, 28 Oct

18:50 - 06:34SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

27h 44m1 stop Los Angeles

10:26 - 06:25ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

27h 59m2 stops Atlanta Hartsfield-Jackson Los Angeles

$2,081Multiple Airlines

Fri, 16 Oct - Fri, 23 Oct

20:50 - 15:55SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

35h 05m1 stop Abu Dhabi Zayed Intl

08:30 - 07:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

31h 00m2 stops Dallas/Fort Worth Ontario

$2,137Multiple Airlines

Thu, 15 Oct - Wed, 21 Oct

20:50 - 15:55SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

35h 05m1 stop Abu Dhabi Zayed Intl

06:30 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

34h 30m3 stops Denver Intl Los Angeles Manila Ninoy Aquino Intl

$2,269Multiple Airlines

Thu, 15 Oct - Wed, 21 Oct

06:00 - 13:55SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

47h 55m2 stops Brisbane Hong Kong Intl

16:15 - 08:05ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

47h 50m2 stops Hong Kong Intl Melbourne

$2,316Cathay Pacific

Fri, 16 Oct - Fri, 23 Oct

15:05 - 13:55SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

38h 50m1 stop Hong Kong Intl

16:15 - 20:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

36h 35m1 stop Hong Kong Intl

$2,418Cathay Pacific

Fri, 16 Oct - Fri, 23 Oct

11:55 - 21:31SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 36m2 stops Auckland Intl Los Angeles

15:47 - 08:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 48m2 stops Los Angeles Auckland Intl

$2,495Air New Zealand

Thu, 15 Oct - Wed, 28 Oct

12:25 - 06:34SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

34h 09m2 stops Xiamen Gaoqi Intl Los Angeles

06:30 - 07:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

33h 00m3 stops Denver Intl Las Vegas Harry Reid Intl Los Angeles

$2,571Multiple Airlines

Thu, 15 Oct - Wed, 21 Oct

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American Airlines flights from Sydney to Chicago

Our best American Airlines deals on Sydney to Chicago flight tickets

American Airlines

5 Nov

SYD11:10Sydney Kingsford Smith

24h 00m

2 stops

ORD18:10Chicago O'Hare Intl

9 Nov

ORD17:29Chicago O'Hare Intl

22h 31m

2 stops

SYD09:00Sydney Kingsford Smith

$1,061

American Airlines

5 Nov

SYD11:10Sydney Kingsford Smith

23h 49m

1 stop

ORD17:59Chicago O'Hare Intl

9 Nov

ORD10:32Chicago O'Hare Intl

29h 28m

1 stop

SYD09:00Sydney Kingsford Smith

$1,063

American Airlines

15 Oct

SYD10:10Sydney Kingsford Smith

21h 49m

1 stop

ORD15:59Chicago O'Hare Intl

28 Oct

ORD18:55Chicago O'Hare Intl

22h 05m

1 stop

SYD09:00Sydney Kingsford Smith

$1,070

Qantas Airways flights from Sydney to Chicago

Our best Qantas Airways deals on Sydney to Chicago flight tickets

Qantas Airways

8 Dec

SYD07:20Sydney Kingsford Smith

31h 55m

2 stops

ORD22:15Chicago O'Hare Intl

12 Jan

ORD17:59Chicago O'Hare Intl

24h 46m

2 stops

SYD11:45Sydney Kingsford Smith

$1,174

Qantas Airways

8 Dec

SYD11:10Sydney Kingsford Smith

23h 50m

1 stop

ORD18:00Chicago O'Hare Intl

12 Jan

ORD17:59Chicago O'Hare Intl

24h 46m

2 stops

SYD11:45Sydney Kingsford Smith

$1,833

Qantas Airways

24 Dec

SYD11:15Sydney Kingsford Smith

20h 00m

1 stop

ORD14:15Chicago O'Hare Intl

26 Jan

ORD16:55Chicago O'Hare Intl

23h 05m

1 stop

SYD09:00Sydney Kingsford Smith

$1,926

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 5/11

11:10-18:10

2 stops24h 00m

Chicago O'Hare Intl

Mon 9/11

17:29-09:00

2 stops22h 31m

$1,061

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 5/11

11:10-17:59

1 stop23h 49m

Chicago O'Hare Intl

Mon 9/11

17:15-09:00

1 stop22h 45m

$1,061

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Mon 23/11

10:40-13:37

1 stop19h 57m

Chicago O'Hare Intl

Mon 30/11

14:03-08:30

2 stops25h 27m

$1,064

Fastest return journey

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Mon 23/11

10:40-13:37

1 stop19h 57m

Chicago O'Hare Intl

Mon 30/11

14:32-08:30

1 stop24h 58m

$1,064

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Tue 8/12

07:20-22:15

2 stops31h 55m

Chicago O'Hare Intl

Tue 12/1

17:59-11:45

2 stops24h 46m

$1,174

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Wed 3/3

11:50-21:46

2 stops26h 56m

Chicago O'Hare Intl

Tue 16/3

16:00-10:35

2 stops26h 35m

$1,792

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Tue 8/12

11:10-18:00

1 stop23h 50m

Chicago O'Hare Intl

Tue 12/1

17:59-11:45

2 stops24h 46m

$1,833

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Sat 14/11

11:50-22:00

2 stops27h 10m

Chicago O'Hare Intl

Tue 9/2

14:33-08:35

2 stops25h 02m

$1,866

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Tue 24/11

11:20-08:00

3 stops37h 40m

Chicago O'Hare Intl

Tue 1/12

10:05-06:55

2 stops27h 50m

$2,501

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Sat 14/11

11:20-07:54

2 stops37h 34m

Chicago O'Hare Intl

Tue 9/2

10:33-09:35

3 stops30h 02m

$2,538

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Sydney to Chicago

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

Stopovers

What is the typical price of a round-trip flight between Sydney and Chicago?

Prices are currently low for flights on this route.

Typical prices usually range from $1,457 to $1,820.
The lowest price recently found on this route was $1,061.

What is the cheapest month to fly to Chicago?

If you don’t want to visit Chicago in October, then you should wait until March to fly from Sydney, when ticket prices are also cheap, with an average price of $1,645.

How far in advance should I book a flight from Sydney to Chicago?

You are more likely to see cheaper flights to Chicago from Sydney when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $2,131 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Sydney for as low as $1,255 on momondo.

Can stopping save me money on Sydney to Chicago flights?

You could potentially save up to 43% on your flight if you consider stops on a Sydney to Chicago flight.

How have Sydney to Chicago flight prices changed over time?

As of October 2026, prices for Sydney to Chicago flights are approximately 79% cheaper when compared to flights at the same time last year.

When to book flights from Sydney to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Sydney to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated return price

Cheap Sydney to Chicago (SYD to CHI) flight deals and tips

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

Best price found	$706
Fastest flight time	22h 32m
Direct flights	None

The best one-way flight to Chicago from Sydney in the past 72 hours is $706. The best return flight deal from Sydney to Chicago found on momondo in the last 72 hours is $1,061.

The fastest flight from Sydney to Chicago takes 22h 32m

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

Search flight deals

Frequently asked questions about flying from Sydney to Chicago

How far is Sydney Kingsford Smith to Chicago by plane?
There are 14866.2 km between Sydney Kingsford Smith and Chicago. 22h 32m is a normal flight duration for this route.
When did momondo last update prices for flights from Sydney Kingsford Smith Airport to Chicago?
Prices for flights from Sydney Kingsford Smith Airport to Chicago were last updated today.
How many operators does momondo search for flights from Sydney Kingsford Smith Airport to Chicago?
The number of operators available for flights from Sydney Kingsford Smith Airport to Chicago is 5 as of October 2026.
How old do you have to be to fly from Sydney Kingsford Smith Airport to Chicago?
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 Sydney Kingsford Smith Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's licence and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Sydney to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Sydney to Chicago is Qantas Airways (32% of total bookings). The next most popular airlines are United Airlines (21%), Air Canada (19%), and American Airlines (15%).

Best airlines flying from Sydney to Chicago

Compare and see reviews for airlines that fly from Sydney to Chicago with momondo

Airline	Rating	Free cancellation	Price
Air Canada	PriceFrom $960	Free cancellation	Rating 7.1 11,769 reviews	Search Air Canada flights
American Airlines	PriceFrom $1,075	Free cancellation	Rating 7.0 12,164 reviews	Search American Airlines flights
United Airlines	PriceFrom $1,418	Free cancellation	Rating 7.4 10,361 reviews	Search United Airlines flights
Qantas Airways	PriceFrom $1,513	Free cancellation	Rating 7.5 1,109 reviews	Search Qantas Airways flights
Air New Zealand	PriceFrom $1,516	Free cancellation	Rating 8.0 674 reviews	Search Air New Zealand flights

Why use momondo?

Why should I use momondo to find a flight deal from Sydney to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Sydney to Chicago . Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Sydney to Chicago with flexible booking policies on momondo?

Flights from Sydney to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Sydney to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Sydney to Chicago.

I’m not ready to book a flight from Sydney to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Sydney and alert you when they change.

An easier way to manage your Chicago trip

We make it super easy to schedule, organise and travel with friends or family. Trips is free – and available to use no matter where you book.

Start using Trips

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Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Cheap flights from Sydney to Chicago from $706

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Sydney to Chicago departing on 7/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Sydney to Chicago

Cheap return flights

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Cheap last-minute flights

Big names, great deals

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American Airlines flights from Sydney to Chicago

Our best American Airlines deals on Sydney to Chicago flight tickets

Qantas Airways flights from Sydney to Chicago

Our best Qantas Airways deals on Sydney to Chicago flight tickets

momondo Fare Finder

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

See travel insights to Chicago from

How to get the cheapest flight ticket from Sydney to Chicago

What is the typical price of a round-trip flight between Sydney and Chicago?

What is the cheapest month to fly to Chicago?

How far in advance should I book a flight from Sydney to Chicago?

Can stopping save me money on Sydney to Chicago flights?

How have Sydney to Chicago flight prices changed over time?

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

Which airlines fly to Chicago?

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

Which stopover airport offers the lowest fares from Sydney to Chicago?

Which stopover airport has the shortest travel time from Sydney to Chicago?

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

When to book flights from Sydney to Chicago

Cheap Sydney to Chicago (SYD to CHI) flight deals and tips

Best price found

Fastest flight time

Direct flights

Frequently asked questions about flying from Sydney to Chicago

Best airlines flying from Sydney to Chicago

Compare and see reviews for airlines that fly from Sydney to Chicago with momondo

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organise 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 the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago

Fly your favourite airline to Chicago

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

Cabin classes currently available on flights to Chicago

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

Popular Cities in the United States

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

Fly to other destinations from Sydney

According to popular flight searches on momondo this year

Complete your trip to Chicago

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According to popular flight searches on momondo this year