Which airlines fly to Chicago?

Qantas Airways, Air Canada and Air New Zealand 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 40% 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?

Etihad Airways 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 July 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.

$990 Cheap Flights from New South Wales to Chicago in 2026

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.

06:05 - 06:17

SYD

ORD

39h 12m

2 stops

09:20 - 11:50

ORD

SYD

35h 30m

3 stops

$1,292Multiple Airlines

Wed, 12 Aug - Wed, 19 Aug

13:15 - 06:17

SYD

ORD

32h 02m

2 stops

09:20 - 11:50

ORD

SYD

35h 30m

3 stops

$1,307Multiple Airlines

Wed, 5 Aug - Wed, 12 Aug

13:15 - 11:07

SYD

MDW

36h 52m

3 stops

11:06 - 22:25

MDW

SYD

44h 19m

3 stops

$1,349Multiple Airlines

Mon, 3 Aug - Mon, 10 Aug

13:15 - 06:17

SYD

ORD

32h 02m

2 stops

07:05 - 22:25

ORD

SYD

48h 20m

3 stops

$1,376Multiple Airlines

Mon, 10 Aug - Sun, 23 Aug

21:35 - 15:40

SYD

ORD

34h 05m

1 stop

21:20 - 06:35

ORD

SYD

41h 15m

1 stop

$1,589Etihad Airways

Thu, 22 Oct - Thu, 29 Oct

16:35 - 15:00

SYD

ORD

39h 25m

1 stop

20:20 - 17:55

ORD

SYD

28h 35m

1 stop

$1,625Etihad Airways

Wed, 4 Nov - Wed, 11 Nov

11:55 - 22:59

OOL

ORD

26h 04m

2 stops

07:00 - 10:45

ORD

OOL

36h 45m

2 stops

$2,153Air New Zealand

Wed, 5 Aug - Sun, 9 Aug

08:20 - 18:35

OOL

ORD

26h 15m

2 stops

06:59 - 14:05

ORD

OOL

39h 06m

2 stops

$2,200American Airlines

Thu, 5 Nov - Sun, 8 Nov

06:00 - 14:37

OOL

ORD

24h 37m

2 stops

20:50 - 12:40

ORD

OOL

47h 50m

3 stops

$2,725Air Canada

Thu, 5 Nov - Sun, 8 Nov

06:00 - 22:03

OOL

ORD

32h 03m

3 stops

13:57 - 12:40

ORD

OOL

30h 43m

3 stops

$2,813Air Canada

Thu, 5 Nov - Sun, 8 Nov

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Air New Zealand flights from New South Wales to Chicago

Our best Air New Zealand deals on New South Wales to Chicago flight tickets

Air New Zealand

17 Nov

SYD09:55Sydney Kingsford Smith

27h 27m

2 stops

ORD20:22Chicago O'Hare Intl

24 Nov

ORD14:40Chicago O'Hare Intl

26h 55m

2 stops

SYD10:35Sydney Kingsford Smith

$1,681

Air New Zealand

12 Aug

SYD09:55Sydney Kingsford Smith

28h 10m

2 stops

ORD23:05Chicago O'Hare Intl

19 Aug

ORD16:20Chicago O'Hare Intl

34h 50m

2 stops

SYD18:10Sydney Kingsford Smith

$1,696

Air New Zealand

6 Aug

SYD09:55Sydney Kingsford Smith

37h 04m

2 stops

ORD07:59Chicago O'Hare Intl

18 Aug

ORD13:58Chicago O'Hare Intl

27h 47m

2 stops

SYD08:45Sydney Kingsford Smith

$1,768

Air Canada flights from New South Wales to Chicago

Our best Air Canada deals on New South Wales to Chicago flight tickets

Air Canada

13 July

SYD09:20Sydney Kingsford Smith

37h 30m

2 stops

ORD07:50Chicago O'Hare Intl

10 Aug

ORD11:05Chicago O'Hare Intl

29h 15m

3 stops

SYD07:20Sydney Kingsford Smith

$2,644

Air Canada

5 Nov

OOL06:00Coolangatta Gold Coast

24h 37m

2 stops

ORD14:37Chicago O'Hare Intl

8 Nov

ORD20:50Chicago O'Hare Intl

47h 50m

3 stops

OOL12:40Coolangatta Gold Coast

$2,725

Air Canada

5 Nov

OOL06:00Coolangatta Gold Coast

32h 03m

3 stops

ORD22:03Chicago O'Hare Intl

8 Nov

ORD13:57Chicago O'Hare Intl

30h 43m

3 stops

OOL12:40Coolangatta Gold Coast

$2,813

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 12/8

06:05-06:17

2 stops39h 12m

Chicago O'Hare Intl

Wed 19/8

09:20-11:50

3 stops35h 30m

$1,292

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 5/8

13:15-06:17

2 stops32h 02m

Chicago O'Hare Intl

Wed 12/8

09:20-11:50

3 stops35h 30m

$1,307

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 3/8

13:15-11:07

3 stops36h 52m

Chicago Midway

Mon 10/8

11:06-22:25

3 stops44h 19m

$1,349

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 10/8

13:15-06:17

2 stops32h 02m

Chicago O'Hare Intl

Sun 23/8

07:05-22:25

3 stops48h 20m

$1,376

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 22/10

21:35-15:40

1 stop34h 05m

Chicago O'Hare Intl

Thu 29/10

21:20-06:35

1 stop41h 15m

$1,589

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 4/11

16:35-15:00

1 stop39h 25m

Chicago O'Hare Intl

Wed 11/11

20:20-17:55

1 stop28h 35m

$1,625

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Wed 5/8

11:55-22:59

2 stops26h 04m

Chicago O'Hare Intl

Sun 9/8

07:00-10:45

2 stops36h 45m

$2,153

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Thu 5/11

08:20-18:35

2 stops26h 15m

Chicago O'Hare Intl

Sun 8/11

06:59-14:05

2 stops39h 06m

$2,200

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Thu 5/11

06:00-14:37

2 stops24h 37m

Chicago O'Hare Intl

Sun 8/11

20:50-12:40

3 stops47h 50m

$2,725

Fastest return journey

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Thu 5/11

06:00-22:03

3 stops32h 03m

Chicago O'Hare Intl

Sun 8/11

13:57-12:40

3 stops30h 43m

$2,813

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 December, then you should wait until August to fly from New South Wales, when ticket prices are also cheap, with an average price of $903.

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 $1,945 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 $1,480 on momondo.

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

You could potentially save up to 9% 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

Fastest flight time	20h 07m
Direct flights	None

The fastest flight from New South Wales to Chicago takes 20h 07m

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 July 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 $1,091	Free cancellation	Rating 7.1 11,314 reviews	Search Air Canada flights
Qantas Airways	PriceFrom $1,271	Free cancellation	Rating 7.5 1,057 reviews	Search Qantas Airways flights
American Airlines	PriceFrom $1,273	Free cancellation	Rating 7.1 11,782 reviews	Search American Airlines flights
United Airlines	PriceFrom $1,425	Free cancellation	Rating 7.4 9,944 reviews	Search United Airlines flights
Air New Zealand	PriceFrom $1,434	Free cancellation	Rating 8.0 649 reviews	Search Air New Zealand flights
ANA	PriceFrom $1,540	Free cancellation	Rating 8.3 1,266 reviews	Search ANA 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 $990

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 20/8. 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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Air New Zealand flights from New South Wales to Chicago

Our best Air New Zealand deals on New South Wales to Chicago flight tickets

Air Canada flights from New South Wales to Chicago

Our best Air Canada deals on New South Wales to Chicago flight tickets

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

See travel insights to Chicago from

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

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

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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