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Cheap flights from New South Wales to Chicago from $666

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 16/3. 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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Cheap return flights

Enter your travel dates to find the best prices.
Air New Zealand Logo
09:55 - 20:23
SYD
-
ORD
26h 28m
2 stops
Air New Zealand Logo
16:00 - 10:30
ORD
-
SYD
26h 30m
2 stops
$1,498Air New Zealand
Tue, 10 Mar - Tue, 17 Mar
Multiple Airlines Logo
14:00 - 04:49
SYD
-
ORD
30h 49m
2 stops
Multiple Airlines Logo
19:39 - 07:25
ORD
-
SYD
43h 46m
1 stop
$1,507Multiple Airlines
Wed, 11 Mar - Wed, 18 Mar
Air New Zealand Logo
11:45 - 18:55
SYD
-
ORD
24h 10m
2 stops
Air New Zealand Logo
12:55 - 10:30
ORD
-
SYD
28h 35m
2 stops
$1,630Air New Zealand
Fri, 13 Feb - Sat, 28 Feb
Multiple Airlines Logo
14:00 - 07:54
SYD
-
ORD
34h 54m
3 stops
Multiple Airlines Logo
08:59 - 12:35
ORD
-
SYD
34h 36m
3 stops
$1,631Multiple Airlines
Sat, 14 Feb - Sun, 1 Mar
Air New Zealand Logo
09:55 - 23:26
SYD
-
ORD
30h 31m
2 stops
Air New Zealand Logo
14:33 - 10:30
ORD
-
SYD
26h 57m
2 stops
$1,638Air New Zealand
Sat, 14 Feb - Sun, 1 Mar
Air Canada Logo
19:15 - 14:41
SYD
-
ORD
36h 26m
2 stops
Air Canada Logo
20:40 - 08:35
ORD
-
SYD
43h 55m
2 stops
$1,672Air Canada
Mon, 2 Mar - Fri, 13 Mar
Air Canada Logo
11:20 - 14:41
SYD
-
ORD
20h 21m
1 stop
Air Canada Logo
20:40 - 08:35
ORD
-
SYD
43h 55m
2 stops
$1,679Air Canada
Mon, 2 Mar - Fri, 13 Mar
American Airlines Logo
11:20 - 17:46
SYD
-
ORD
23h 26m
1 stop
American Airlines Logo
14:33 - 09:00
ORD
-
SYD
25h 27m
1 stop
$1,698American Airlines
Mon, 16 Feb - Wed, 4 Mar
United Airlines Logo
06:00 - 14:55
OOL
-
ORD
23h 55m
2 stops
United Airlines Logo
16:35 - 09:40
ORD
-
OOL
26h 05m
2 stops
$2,823United Airlines
Wed, 11 Mar - Wed, 18 Mar
American Airlines Logo
06:00 - 17:45
OOL
-
ORD
27h 45m
2 stops
American Airlines Logo
22:15 - 14:05
ORD
-
OOL
47h 50m
2 stops
$2,890American Airlines
Mon, 16 Feb - Wed, 18 Feb

Air New Zealand flights from New South Wales to Chicago O'Hare Intl Airport

Our best Air New Zealand deals on New South Wales to Chicago O'Hare Intl Airport flight tickets
Air New Zealand
10 Mar
SYD09:55Sydney Kingsford Smith
26h 28m
2 stops
ORD20:23Chicago O'Hare Intl
17 Mar
ORD16:00Chicago O'Hare Intl
26h 30m
2 stops
SYD10:30Sydney Kingsford Smith
$1,498
Air New Zealand
13 Feb
SYD11:45Sydney Kingsford Smith
24h 10m
2 stops
ORD18:55Chicago O'Hare Intl
28 Feb
ORD12:55Chicago O'Hare Intl
28h 35m
2 stops
SYD10:30Sydney Kingsford Smith
$1,630
Air New Zealand
14 Feb
SYD09:55Sydney Kingsford Smith
30h 31m
2 stops
ORD23:26Chicago O'Hare Intl
1 Mar
ORD14:33Chicago O'Hare Intl
26h 57m
2 stops
SYD10:30Sydney Kingsford Smith
$1,638

Air Canada flights from New South Wales to Chicago O'Hare Intl Airport

Our best Air Canada deals on New South Wales to Chicago O'Hare Intl Airport flight tickets
Air Canada
2 Mar
SYD19:15Sydney Kingsford Smith
36h 26m
2 stops
ORD14:41Chicago O'Hare Intl
13 Mar
ORD20:40Chicago O'Hare Intl
43h 55m
2 stops
SYD08:35Sydney Kingsford Smith
$1,672
Air Canada
2 Mar
SYD11:20Sydney Kingsford Smith
20h 21m
1 stop
ORD14:41Chicago O'Hare Intl
13 Mar
ORD20:40Chicago O'Hare Intl
43h 55m
2 stops
SYD08:35Sydney Kingsford Smith
$1,679
Air Canada
11 Mar
SYD10:20Sydney Kingsford Smith
25h 25m
2 stops
ORD19:45Chicago O'Hare Intl
18 Mar
ORD07:15Chicago O'Hare Intl
33h 20m
3 stops
SYD08:35Sydney Kingsford Smith
$1,828

momondo Fare Finder

 
Customise your flight search to find flights from New South Wales to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 78,305 searches. Data last updated 26 January 2026.
Use the filters below to find and compare flights from New South Wales to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 10/3

09:55-20:23

2 stops26h 28m

Chicago O'Hare Intl

Tue 17/3

16:00-10:30

2 stops26h 30m

$1,498

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 11/3

14:00-04:49

2 stops30h 49m

Chicago O'Hare Intl

Wed 18/3

19:39-07:25

1 stop43h 46m

$1,507

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 13/2

11:45-18:55

2 stops24h 10m

Chicago O'Hare Intl

Sat 28/2

12:55-10:30

2 stops28h 35m

$1,630

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 14/2

14:00-07:54

3 stops34h 54m

Chicago O'Hare Intl

Sun 1/3

08:59-12:35

3 stops34h 36m

$1,631

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 14/2

09:55-23:26

2 stops30h 31m

Chicago O'Hare Intl

Sun 1/3

14:33-10:30

2 stops26h 57m

$1,638

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 2/3

19:15-14:41

2 stops36h 26m

Chicago O'Hare Intl

Fri 13/3

20:40-08:35

2 stops43h 55m

$1,672

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 2/3

11:20-14:41

1 stop20h 21m

Chicago O'Hare Intl

Fri 13/3

20:40-08:35

2 stops43h 55m

$1,679

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 16/2

11:20-17:46

1 stop23h 26m

Chicago O'Hare Intl

Wed 4/3

14:33-09:00

1 stop25h 27m

$1,698

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Wed 11/3

06:00-14:55

2 stops23h 55m

Chicago O'Hare Intl

Wed 18/3

16:35-09:40

2 stops26h 05m

$2,823

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Mon 16/2

06:00-17:45

2 stops27h 45m

Chicago O'Hare Intl

Wed 18/2

22:15-14:05

2 stops47h 50m

$2,890

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from New South Wales to Chicago O'Hare Intl Airport

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

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of February is, on average, the cheapest month to fly to Chicago O'Hare Intl Airport from New South Wales, with most prices found around $1,061. If you are unable to visit Chicago O'Hare Intl Airport during the month of February, then departing from New South Wales during the month May is also very affordable. Most momondo users find prices during this month for around $1,081.

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from New South Wales when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $1,385 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from New South Wales for as low as $1,101 on momondo.

Can stopping save me money on New South Wales to Chicago O'Hare Intl Airport flights?

You could potentially save up to 65% on your flight if you consider stops on a New South Wales to Chicago O'Hare Intl Airport flight.

Cheap New South Wales to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New South Wales to Chicago O'Hare Intl Airport

Fastest flight time

19h 31m

Direct flights

None
The fastest flight from New South Wales to Chicago O'Hare Intl Airport takes 19h 31m
There are no direct flights from New South Wales to Chicago O'Hare Intl Airport. There are no popular flight routes from New South Wales to Chicago O'Hare Intl Airport.
Search flight deals

  • When did momondo last update prices for flights from New South Wales to Chicago O'Hare Intl Airport?

    Prices for flights from New South Wales to Chicago O'Hare Intl Airport were last updated today.

  • How many operators does momondo search for flights from New South Wales to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from New South Wales to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and stopovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from New South Wales to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport 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 O'Hare Intl Airport. 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 O'Hare Intl Airport

Compare and see reviews for airlines that fly from New South Wales to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free cancellation
Price
Qantas AirwaysPriceFrom $950Free cancellationRating
7.5
978 reviews
Search Qantas Airways flights
Air CanadaPriceFrom $1,095Free cancellationRating
7.1
10,660 reviews
Search Air Canada flights
American AirlinesPriceFrom $1,127Free cancellationRating
7.2
11,197 reviews
Search American Airlines flights
Air New ZealandPriceFrom $1,367Free cancellationRating
8.0
575 reviews
Search Air New Zealand flights
United AirlinesPriceFrom $1,429Free cancellationRating
7.4
9,205 reviews
Search United Airlines flights
ANAPriceFrom $1,518Free cancellationRating
8.4
1,078 reviews
Search ANA flights

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Rosemont

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?

Of course. momondo tracks the price of New South Wales to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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