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

Etihad Airways is the most popular carrier 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 stopover airport offers the lowest fares from Sydney to Chicago?

Flights via Vancouver (YVR) offer the lowest average return price of $1,376.

Which airlines fly to Chicago?

Qantas Airways, Air New Zealand 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 46% 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 airport is the most popular for stopovers for flights between Sydney and Chicago?

Los Angeles (LAX) was the most common stop: 47% of momondo users choosing one-stop flights on this route connected there.

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 September 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.

$985 Cheap Flights from Sydney to Chicago in 2026/27

Discover deals from 900+ travel sites with momondo.

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.

14:00 - 05:13SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

32h 13m3 stops Nadi Los Angeles Las Vegas Harry Reid Intl

06:30 - 12:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

37h 05m3 stops Denver Intl Los Angeles Nadi

$1,377Multiple Airlines

Mon, 9 Nov - Mon, 16 Nov

14:15 - 05:16SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

31h 01m3 stops Nadi Los Angeles Las Vegas Harry Reid Intl

06:30 - 12:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

38h 05m3 stops Denver Intl Los Angeles Nadi

$1,565Multiple Airlines

Fri, 16 Oct - Sat, 31 Oct

07:30 - 22:59SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

32h 29m2 stops Auckland Intl Los Angeles

10:34 - 10:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

31h 01m2 stops Houston George Bush Intcntl Auckland Intl

$1,710Air New Zealand

Tue, 10 Nov - Tue, 17 Nov

14:05 - 00:59SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

27h 54m2 stops Auckland Intl Los Angeles

11:52 - 08:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

27h 43m2 stops San Francisco Auckland Intl

$1,797Air New Zealand

Thu, 5 Nov - Thu, 12 Nov

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

$1,881Qantas Airways

Mon, 12 Oct - Tue, 27 Oct

10:10 - 16:51SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

22h 41m1 stop Los Angeles

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

22h 05m1 stop Los Angeles

$1,925Qantas Airways

Thu, 15 Oct - Fri, 30 Oct

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

07:05 - 09:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

33h 30m3 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl Vancouver Intl

$2,443Air Canada

Mon, 9 Nov - Mon, 16 Nov

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

08:40 - 09:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

31h 55m2 stops Calgary Vancouver Intl

$2,466Air Canada

Mon, 16 Nov - Mon, 30 Nov

11:20 - 22:46SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

28h 26m2 stops Los Angeles Denver Intl

16:00 - 09:20ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 20m1 stop San Francisco

$2,798United Airlines

Mon, 30 Nov - Wed, 13 Jan

09:15 - 00:45SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

32h 30m1 stop Houston George Bush Intcntl

18:00 - 09:05ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

22h 05m1 stop Los Angeles

$2,798United Airlines

Mon, 30 Nov - Wed, 13 Jan

Cheap last-minute flights

Enter your travel dates to find the best prices.

09:10 - 23:30SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

29h 20m1 stop Los Angeles

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

26h 15m1 stop Los Angeles

$1,865Qantas Airways

Thu, 1 Oct - Wed, 14 Oct

09:10 - 23:30SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

29h 20m1 stop Los Angeles

15:20 - 08:05ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 45m1 stop Los Angeles

$1,996Qantas Airways

Mon, 28 Sep - Tue, 6 Oct

20:50 - 15:40SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

33h 50m1 stop Abu Dhabi Zayed Intl

11:25 - 20:10ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

40h 45m2 stops Istanbul Kuala Lumpur Intl

$2,190Multiple Airlines

Thu, 1 Oct - Wed, 14 Oct

14:05 - 13:55SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

38h 50m1 stop Hong Kong Intl

16:15 - 12:45ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

28h 30m1 stop Hong Kong Intl

$2,225Cathay Pacific

Thu, 1 Oct - Sat, 17 Oct

20:50 - 15:40SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

33h 50m1 stop Abu Dhabi Zayed Intl

09:00 - 07:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

30h 30m2 stops Seattle/Tacoma Intl Los Angeles

$2,264Multiple Airlines

Thu, 1 Oct - Sat, 17 Oct

07:40 - 13:55SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

45h 15m1 stop Hong Kong Intl

16:15 - 17:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

33h 15m2 stops Hong Kong Intl Melbourne

$2,298Multiple Airlines

Thu, 1 Oct - Sat, 17 Oct

10:10 - 13:55SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

42h 45m1 stop Hong Kong Intl

16:15 - 07:10ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

46h 55m1 stop Hong Kong Intl

$2,417Cathay Pacific

Thu, 1 Oct - Fri, 9 Oct

10:10 - 13:55SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

42h 45m1 stop Hong Kong Intl

16:15 - 07:10ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

46h 55m1 stop Hong Kong Intl

$2,422Cathay Pacific

Thu, 1 Oct - Fri, 9 Oct

07:40 - 13:55SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

45h 15m1 stop Hong Kong Intl

16:15 - 07:10ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

46h 55m1 stop Hong Kong Intl

$2,427Cathay Pacific

Thu, 1 Oct - Fri, 9 Oct

09:20 - 10:12SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

39h 52m2 stops Vancouver Intl Montreal Pierre Elliott Trudeau Intl

20:40 - 08:20ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

43h 40m2 stops Toronto Pearson Intl Vancouver Intl

$2,941Air Canada

Thu, 1 Oct - Sat, 17 Oct

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Air New Zealand flights from Sydney to Chicago

Our best Air New Zealand deals on Sydney to Chicago flight tickets

Air New Zealand

10 Nov

SYD07:30Sydney Kingsford Smith

32h 29m

2 stops

ORD22:59Chicago O'Hare Intl

17 Nov

ORD10:34Chicago O'Hare Intl

31h 01m

2 stops

SYD10:35Sydney Kingsford Smith

$1,710

Air New Zealand

5 Nov

SYD14:05Sydney Kingsford Smith

27h 54m

2 stops

ORD00:59Chicago O'Hare Intl

12 Nov

ORD11:52Chicago O'Hare Intl

27h 43m

2 stops

SYD08:35Sydney Kingsford Smith

$1,797

Air New Zealand

5 Nov

SYD14:05Sydney Kingsford Smith

27h 54m

2 stops

ORD00:59Chicago O'Hare Intl

12 Nov

ORD11:52Chicago O'Hare Intl

27h 43m

2 stops

SYD08:35Sydney Kingsford Smith

$1,801

Cathay Pacific flights from Sydney to Chicago

Our best Cathay Pacific deals on Sydney to Chicago flight tickets

Cathay Pacific

9 Nov

SYD11:05Sydney Kingsford Smith

42h 25m

1 stop

ORD12:30Chicago O'Hare Intl

16 Nov

ORD14:10Chicago O'Hare Intl

48h 05m

1 stop

SYD07:15Sydney Kingsford Smith

$1,804

Cathay Pacific

29 Oct

SYD22:20Sydney Kingsford Smith

31h 10m

1 stop

ORD13:30Chicago O'Hare Intl

6 Nov

ORD14:10Chicago O'Hare Intl

26h 25m

1 stop

SYD09:35Sydney Kingsford Smith

$1,808

Cathay Pacific

5 Nov

SYD22:20Sydney Kingsford Smith

31h 10m

1 stop

ORD12:30Chicago O'Hare Intl

12 Nov

ORD14:10Chicago O'Hare Intl

26h 25m

1 stop

SYD09:35Sydney Kingsford Smith

$1,810

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

Mon 9/11

14:00-05:13

3 stops32h 13m

Chicago O'Hare Intl

Mon 16/11

06:30-12:35

3 stops37h 05m

$1,377

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Fri 16/10

14:15-05:16

3 stops31h 01m

Chicago O'Hare Intl

Sat 31/10

06:30-12:35

3 stops38h 05m

$1,565

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Tue 10/11

07:30-22:59

2 stops32h 29m

Chicago O'Hare Intl

Tue 17/11

10:34-10:35

2 stops31h 01m

$1,710

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 5/11

14:05-00:59

2 stops27h 54m

Chicago O'Hare Intl

Thu 12/11

11:52-08:35

2 stops27h 43m

$1,797

Fastest return journey

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Mon 12/10

10:10-15:59

1 stop21h 49m

Chicago O'Hare Intl

Tue 27/10

18:55-09:00

1 stop22h 05m

$1,881

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 15/10

10:10-16:51

1 stop22h 41m

Chicago O'Hare Intl

Fri 30/10

18:55-09:00

1 stop22h 05m

$1,925

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Mon 9/11

11:20-08:00

3 stops37h 40m

Chicago O'Hare Intl

Mon 16/11

07:05-09:35

3 stops33h 30m

$2,443

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Mon 16/11

11:20-08:00

3 stops37h 40m

Chicago O'Hare Intl

Mon 30/11

08:40-09:35

2 stops31h 55m

$2,466

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Mon 30/11

11:20-22:46

2 stops28h 26m

Chicago O'Hare Intl

Wed 13/1

16:00-09:20

1 stop24h 20m

$2,798

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Mon 30/11

09:15-00:45

1 stop32h 30m

Chicago O'Hare Intl

Wed 13/1

18:00-09:05

1 stop22h 05m

$2,798

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 typical for flights on this route.

Typical prices usually range from $1,189 to $1,807.
The lowest price recently found on this route was $1,377.

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 $1,633.

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 $2,068 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 $1,246 on momondo.

Can stopping save me money on Sydney to Chicago flights?

You could potentially save up to 23% 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 September 2026, prices for Sydney to Chicago flights are approximately 17% 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	$985
Fastest flight time	22h 32m
Direct flights	None

The best one-way flight to Chicago from Sydney in the past 72 hours is $985. The best return flight deal from Sydney to Chicago found on momondo in the last 72 hours is $1,377.

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 September 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 (31% of total bookings). The next most popular airlines are United Airlines (22%), Air Canada (21%), and American Airlines (12%).

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 $953	Free cancellation	Rating 7.1 11,684 reviews	Search Air Canada flights
Air New Zealand	PriceFrom $1,347	Free cancellation	Rating 8.0 669 reviews	Search Air New Zealand flights
American Airlines	PriceFrom $1,349	Free cancellation	Rating 7.0 12,088 reviews	Search American Airlines flights
United Airlines	PriceFrom $1,408	Free cancellation	Rating 7.4 10,240 reviews	Search United Airlines flights
Qantas Airways	PriceFrom $1,495	Free cancellation	Rating 7.5 1,103 reviews	Search Qantas Airways 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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Complete your trip

Feeling lucky

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Cheap flights from Sydney to Chicago from $985

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 10/10. 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

Big names, great deals

Filter for what you want

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Trusted and free

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Air New Zealand flights from Sydney to Chicago

Our best Air New Zealand deals on Sydney to Chicago flight tickets

Cathay Pacific flights from Sydney to Chicago

Our best Cathay Pacific 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

Explore popular destinations other users love

According to popular flight searches on momondo this year