Which airlines fly to Chicago?

Qantas Airways, American Airlines and Air Canada are the top three most popular airlines that fly to Chicago from New South Wales according to our data. Qantas Airways is the first choice among our users, with 51% of people opting to fly with this airline when travelling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from New South Wales to Chicago?

Delta is the most popular carrier operating from New South Wales to Chicago

When did momondo last update prices for flights from New South Wales to Chicago?

Prices for flights from New South Wales to Chicago are updated daily.

How many operators does momondo search for flights from New South Wales to Chicago?

As of October 2026, there are 6 operators available to choose from for flights from New South Wales to Chicago.

How old do you have to be to fly from New South Wales to Chicago?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and stopovers. It is recommended that you verify with the airline you are booking with for travel from New South Wales to Chicago.

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

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$614 Cheap Flights from New South Wales to Chicago in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from New South Wales to Chicago

Return

One-way

Last minute

Cheap return flights

Enter your travel dates to find the best prices.

11:10 - 16:05SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

21h 55m1 stop Los Angeles

13:30 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

26h 30m1 stop Los Angeles

$1,043American Airlines

Tue, 17 Nov - Wed, 2 Dec

11:10 - 06:05SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

35h 55m1 stop Los Angeles

21:04 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

42h 56m1 stop Los Angeles

$1,044American Airlines

Thu, 12 Nov - Mon, 16 Nov

10:40 - 18:09SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

24h 29m2 stops Los Angeles Salt Lake City

13:10 - 08:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

26h 20m2 stops Salt Lake City Los Angeles

$1,120Delta

Fri, 29 Jan - Sun, 7 Feb

10:40 - 21:33SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

27h 53m2 stops Los Angeles Minneapolis St Paul

18:10 - 08:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

21h 20m1 stop Los Angeles

$1,121Delta

Wed, 18 Nov - Thu, 3 Dec

11:30 - 16:55SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

46h 25m1 stop Manila Ninoy Aquino Intl

22:45 - 09:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

42h 05m1 stop Manila Ninoy Aquino Intl

$1,426Philippine Airlines

Tue, 2 Feb - Fri, 5 Mar

11:30 - 16:55SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

46h 25m1 stop Manila Ninoy Aquino Intl

22:45 - 09:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

42h 05m1 stop Manila Ninoy Aquino Intl

$1,624Philippine Airlines

Sun, 15 Nov - Mon, 30 Nov

14:05 - 20:38SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

23h 33m2 stops Auckland Intl Los Angeles

10:42 - 10:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

30h 53m2 stops San Francisco Auckland Intl

$1,784Air New Zealand

Thu, 28 Jan - Tue, 9 Feb

09:55 - 20:03SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

27h 08m2 stops Auckland Intl Houston George Bush Intcntl

12:40 - 10:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

28h 55m2 stops Houston George Bush Intcntl Auckland Intl

$1,784Air New Zealand

Tue, 19 Jan - Tue, 26 Jan

07:20 - 15:59SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 39m2 stops Brisbane Dallas/Fort Worth

15:30 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 30m1 stop Los Angeles

$2,169Qantas Airways

Sat, 5 Dec - Tue, 19 Jan

07:20 - 15:59SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 39m2 stops Brisbane Dallas/Fort Worth

13:44 - 06:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

23h 51m2 stops Dallas/Fort Worth Las Vegas Harry Reid Intl

$2,177Qantas Airways

Sat, 5 Dec - Tue, 19 Jan

Cheap last-minute flights

Enter your travel dates to find the best prices.

11:10 - 00:01SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

29h 51m1 stop Los Angeles

15:25 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 35m1 stop Los Angeles

$1,039American Airlines

Mon, 2 Nov - Mon, 16 Nov

11:10 - 06:05SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

35h 55m1 stop Los Angeles

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

22h 31m2 stops Phoenix Sky Harbor Intl Los Angeles

$1,039American Airlines

Mon, 2 Nov - Mon, 16 Nov

11:10 - 22:30SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

28h 20m1 stop Los Angeles

10:32 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

29h 28m1 stop Los Angeles

$1,040American Airlines

Mon, 2 Nov - Sun, 15 Nov

10:40 - 15:45SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

22h 05m1 stop Los Angeles

15:47 - 08:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

23h 43m2 stops Minneapolis St Paul Los Angeles

$1,050Delta

Mon, 2 Nov - Sun, 15 Nov

10:40 - 19:11SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 31m2 stops Los Angeles Atlanta Hartsfield-Jackson

14:44 - 08:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 46m2 stops Detroit Metropolitan Wayne County Los Angeles

$1,050Delta

Mon, 2 Nov - Sun, 15 Nov

10:40 - 21:32SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

27h 52m1 stop Los Angeles

09:59 - 08:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

29h 31m2 stops Minneapolis St Paul Los Angeles

$1,051Delta

Mon, 2 Nov - Sun, 15 Nov

08:45 - 12:30SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

44h 45m1 stop Hong Kong Intl

14:10 - 07:15ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

48h 05m1 stop Hong Kong Intl

$1,806Cathay Pacific

Mon, 2 Nov - Mon, 9 Nov

22:20 - 12:30SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

31h 10m1 stop Hong Kong Intl

14:10 - 20:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

37h 40m1 stop Hong Kong Intl

$1,838Cathay Pacific

Thu, 5 Nov - Mon, 9 Nov

11:20 - 19:52SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 32m2 stops Vancouver 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

$2,613Air Canada

Mon, 2 Nov - Mon, 9 Nov

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

37h 40m2 stops Vancouver 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

$3,023Air Canada

Mon, 2 Nov - Mon, 16 Nov

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American Airlines flights from New South Wales to Chicago

Our best American Airlines deals on New South Wales to Chicago flight tickets

American Airlines

2 Nov

SYD11:10Sydney Kingsford Smith

35h 55m

1 stop

ORD06:05Chicago O'Hare Intl

16 Nov

ORD17:29Chicago O'Hare Intl

22h 31m

2 stops

SYD09:00Sydney Kingsford Smith

$1,039

American Airlines

2 Nov

SYD11:10Sydney Kingsford Smith

35h 55m

1 stop

ORD06:05Chicago O'Hare Intl

16 Nov

ORD17:29Chicago O'Hare Intl

22h 31m

2 stops

SYD09:00Sydney Kingsford Smith

$1,040

American Airlines

17 Nov

SYD11:10Sydney Kingsford Smith

21h 55m

1 stop

ORD16:05Chicago O'Hare Intl

2 Dec

ORD13:30Chicago O'Hare Intl

26h 30m

1 stop

SYD09:00Sydney Kingsford Smith

$1,043

Delta flights from New South Wales to Chicago

Our best Delta deals on New South Wales to Chicago flight tickets

Delta

2 Nov

SYD10:40Sydney Kingsford Smith

22h 05m

1 stop

ORD15:45Chicago O'Hare Intl

15 Nov

ORD15:47Chicago O'Hare Intl

23h 43m

2 stops

SYD08:30Sydney Kingsford Smith

$1,050

Delta

2 Nov

SYD10:40Sydney Kingsford Smith

28h 25m

2 stops

ORD22:05Chicago O'Hare Intl

15 Nov

ORD07:30Chicago O'Hare Intl

32h 00m

2 stops

SYD08:30Sydney Kingsford Smith

$1,051

Delta

29 Jan

SYD10:40Sydney Kingsford Smith

24h 29m

2 stops

ORD18:09Chicago O'Hare Intl

7 Feb

ORD13:10Chicago O'Hare Intl

26h 20m

2 stops

SYD08:30Sydney Kingsford Smith

$1,120

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

Fastest return journey

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Tue 17/11

11:10-16:05

1 stop21h 55m

Chicago O'Hare Intl

Wed 2/12

13:30-09:00

1 stop26h 30m

$1,043

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 12/11

11:10-06:05

1 stop35h 55m

Chicago O'Hare Intl

Mon 16/11

21:04-09:00

1 stop42h 56m

$1,044

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Fri 29/1

10:40-18:09

2 stops24h 29m

Chicago O'Hare Intl

Sun 7/2

13:10-08:30

2 stops26h 20m

$1,120

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Wed 18/11

10:40-21:33

2 stops27h 53m

Chicago O'Hare Intl

Thu 3/12

18:10-08:30

1 stop21h 20m

$1,121

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Tue 2/2

11:30-16:55

1 stop46h 25m

Chicago O'Hare Intl

Fri 5/3

22:45-09:50

1 stop42h 05m

$1,426

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Sun 15/11

11:30-16:55

1 stop46h 25m

Chicago O'Hare Intl

Mon 30/11

22:45-09:50

1 stop42h 05m

$1,624

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 28/1

14:05-20:38

2 stops23h 33m

Chicago O'Hare Intl

Tue 9/2

10:42-10:35

2 stops30h 53m

$1,784

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Tue 19/1

09:55-20:03

2 stops27h 08m

Chicago O'Hare Intl

Tue 26/1

12:40-10:35

2 stops28h 55m

$1,784

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Sat 5/12

07:20-15:59

2 stops25h 39m

Chicago O'Hare Intl

Tue 19/1

15:30-09:00

1 stop24h 30m

$2,169

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Sat 5/12

07:20-15:59

2 stops25h 39m

Chicago O'Hare Intl

Tue 19/1

13:44-06:35

2 stops23h 51m

$2,176

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 New South Wales 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

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 New South Wales, when ticket prices are also cheap, with an average price of $1,630.

How far in advance should I book a flight from New South Wales to Chicago?

You are more likely to see cheaper flights to Chicago from New South Wales when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $2,078 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 New South Wales for as low as $1,243 on momondo.

Can stopping save me money on New South Wales to Chicago flights?

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

Cheap New South Wales to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New South Wales to Chicago

Best price found	$614
Fastest flight time	20h 13m
Direct flights	None

The best one-way flight to Chicago from New South Wales in the past 72 hours is $614. The best return flight deal from New South Wales to Chicago found on momondo in the last 72 hours is $1,043.

The fastest flight from New South Wales to Chicago takes 20h 13m

There are no direct flights from New South Wales to Chicago. There are no popular flight routes from New South Wales to Chicago.

Search flight deals

Frequently asked questions about flying from New South Wales to Chicago

When did momondo last update prices for flights from New South Wales to Chicago?
Prices for flights from New South Wales to Chicago are updated daily.
How many operators does momondo search for flights from New South Wales to Chicago?
As of October 2026, there are 6 operators available to choose from for flights from New South Wales to Chicago.
How old do you have to be to fly from New South Wales to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and stopovers. It is recommended that you verify with the airline you are booking with for travel from New South Wales to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from New South Wales to Chicago

Compare and see reviews for airlines that fly from New South Wales to Chicago with momondo

Airline	Rating	Free cancellation	Price
Air Canada	PriceFrom $951	Free cancellation	Rating 7.1 11,831 reviews	Search Air Canada flights
American Airlines	PriceFrom $958	Free cancellation	Rating 7.0 12,210 reviews	Search American Airlines flights
Delta	PriceFrom $1,051	Free cancellation	Rating 7.8 8,691 reviews	Search Delta flights
United Airlines	PriceFrom $1,405	Free cancellation	Rating 7.3 10,454 reviews	Search United Airlines flights
Qantas Airways	PriceFrom $1,499	Free cancellation	Rating 7.5 1,121 reviews	Search Qantas Airways flights
Air New Zealand	PriceFrom $1,503	Free cancellation	Rating 8.0 679 reviews	Search Air New Zealand flights

Why use momondo?

Why should I use momondo to find a flight deal from New South Wales to Chicago?

It is quick and easy to find New South Wales to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from New South Wales to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from New South Wales on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from New South Wales to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from New South Wales.

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

Price alerts on flights to Chicago from New South Wales are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Cheap flights from New South Wales to Chicago from $614

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New South Wales to Chicago departing on 12/4. 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 New South Wales to Chicago

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Big names, great deals

Big names, great deals

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American Airlines flights from New South Wales to Chicago

Our best American Airlines deals on New South Wales to Chicago flight tickets

Delta flights from New South Wales to Chicago

Our best Delta deals on New South Wales to Chicago flight tickets

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How to get the cheapest flight ticket from New South Wales to Chicago

What is the cheapest month to fly to Chicago?

How far in advance should I book a flight from New South Wales to Chicago?

Can stopping save me money on New South Wales to Chicago flights?

What is the cheapest airline that flies from New South Wales to Chicago?

Which airlines fly to Chicago?

Cheap New South Wales to Chicago flight deals and tips

Best price found

Fastest flight time

Direct flights

Frequently asked questions about flying from New South Wales to Chicago

Best airlines flying from New South Wales to Chicago

Compare and see reviews for airlines that fly from New South Wales 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.

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

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According to popular flight searches on momondo this year

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