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Cheap flights from New South Wales to Chicago from $940

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 19/1. 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
11:45 - 20:25SYD-ORD
25h 40m2 stops
Air New Zealand Logo
16:00 - 08:45ORD-SYD
23h 45m2 stops
$1,768Air New Zealand
Find Deal
Tue, 3 Feb - Fri, 20 Feb
Air Canada Logo
11:20 - 20:10SYD-ORD
25h 50m2 stops
Air Canada Logo
12:50 - 09:35ORD-SYD
27h 45m2 stops
$1,830Air Canada
Find Deal
Mon, 2 Feb - Thu, 19 Feb
Air Canada Logo
11:20 - 20:10SYD-ORD
25h 50m2 stops
Air Canada Logo
07:15 - 09:35ORD-SYD
33h 20m3 stops
$1,841Air Canada
Find Deal
Mon, 2 Feb - Thu, 19 Feb
Air New Zealand Logo
11:50 - 21:11SYD-ORD
24h 21m2 stops
Air New Zealand Logo
16:40 - 08:45ORD-SYD
25h 05m2 stops
$1,849Air New Zealand
Find Deal
Sat, 16 May - Sat, 6 Jun
Air Canada Logo
11:20 - 08:05SYD-ORD
37h 45m2 stops
Air Canada Logo
13:05 - 09:35ORD-SYD
27h 30m1 stop
$1,876Air Canada
Find Deal
Mon, 2 Feb - Thu, 19 Feb
Air Canada Logo
11:20 - 16:38SYD-ORD
22h 18m1 stop
Air Canada Logo
10:35 - 09:35ORD-SYD
30h 00m2 stops
$1,878Air Canada
Find Deal
Thu, 12 Feb - Thu, 26 Feb
American Airlines Logo
06:00 - 21:24OOL-ORD
31h 24m2 stops
American Airlines Logo
06:00 - 14:05ORD-OOL
40h 05m2 stops
$2,888American Airlines
Find Deal
Fri, 5 Dec - Mon, 8 Dec
American Airlines Logo
06:00 - 08:39OOL-ORD
42h 39m2 stops
American Airlines Logo
07:00 - 14:05ORD-OOL
39h 05m2 stops
$2,898American Airlines
Find Deal
Fri, 5 Dec - Mon, 8 Dec
Air India Logo
15:00 - 11:30OOL-ORD
60h 30m3 stops
Air India Logo
13:30 - 10:50ORD-OOL
53h 20m2 stops
$7,380Air India
Find Deal
Fri, 5 Dec - Mon, 8 Dec
Air India Logo
15:00 - 11:30OOL-ORD
60h 30m3 stops
Air India Logo
13:30 - 10:50ORD-OOL
53h 20m2 stops
$8,658Air India
Find Deal
Fri, 5 Dec - Mon, 8 Dec

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
3 Feb
SYD11:45Sydney Kingsford Smith
25h 40m
2 stops
ORD20:25Chicago O'Hare Intl
20 Feb
ORD16:00Chicago O'Hare Intl
23h 45m
2 stops
SYD08:45Sydney Kingsford Smith
$1,768
Find similar
Air New Zealand
16 May
SYD11:50Sydney Kingsford Smith
25h 52m
2 stops
ORD22:42Chicago O'Hare Intl
6 June
ORD16:40Chicago O'Hare Intl
25h 05m
2 stops
SYD08:45Sydney Kingsford Smith
$1,842
Find similar
Air New Zealand
16 May
SYD11:50Sydney Kingsford Smith
24h 21m
2 stops
ORD21:11Chicago O'Hare Intl
6 June
ORD16:40Chicago O'Hare Intl
25h 05m
2 stops
SYD08:45Sydney Kingsford Smith
$1,849
Find similar

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 Feb
SYD11:20Sydney Kingsford Smith
25h 50m
2 stops
ORD20:10Chicago O'Hare Intl
19 Feb
ORD12:50Chicago O'Hare Intl
27h 45m
2 stops
SYD09:35Sydney Kingsford Smith
$1,830
Find similar
Air Canada
2 Feb
SYD11:20Sydney Kingsford Smith
25h 50m
2 stops
ORD20:10Chicago O'Hare Intl
19 Feb
ORD07:15Chicago O'Hare Intl
33h 20m
3 stops
SYD09:35Sydney Kingsford Smith
$1,841
Find similar
Air Canada
2 Feb
SYD11:20Sydney Kingsford Smith
37h 45m
2 stops
ORD08:05Chicago O'Hare Intl
19 Feb
ORD13:05Chicago O'Hare Intl
27h 30m
1 stop
SYD09:35Sydney Kingsford Smith
$1,876
Find similar

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 22 November 2025.
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 3/2

11:45-20:25

2 stops25h 40m

Chicago O'Hare Intl

Fri 20/2

16:00-08:45

2 stops23h 45m

$1,768

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 2/2

11:20-20:10

2 stops25h 50m

Chicago O'Hare Intl

Thu 19/2

12:50-09:35

2 stops27h 45m

$1,830

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 2/2

11:20-20:10

2 stops25h 50m

Chicago O'Hare Intl

Thu 19/2

07:15-09:35

3 stops33h 20m

$1,841

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 16/5

11:50-21:11

2 stops24h 21m

Chicago O'Hare Intl

Sat 6/6

16:40-08:45

2 stops25h 05m

$1,849

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 2/2

11:20-08:05

2 stops37h 45m

Chicago O'Hare Intl

Thu 19/2

13:05-09:35

1 stop27h 30m

$1,876

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 12/2

11:20-16:38

1 stop22h 18m

Chicago O'Hare Intl

Thu 26/2

10:35-09:35

2 stops30h 00m

$1,878

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Fri 5/12

06:00-21:24

2 stops31h 24m

Chicago O'Hare Intl

Mon 8/12

06:00-14:05

2 stops40h 05m

$2,888

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Fri 5/12

06:00-08:39

2 stops42h 39m

Chicago O'Hare Intl

Mon 8/12

07:00-14:05

2 stops39h 05m

$2,898

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Fri 5/12

15:00-11:30

3 stops60h 30m

Chicago O'Hare Intl

Mon 8/12

13:30-10:50

2 stops53h 20m

$7,380

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Fri 5/12

15:00-11:30

3 stops60h 30m

Chicago O'Hare Intl

Mon 8/12

13:30-10:50

2 stops53h 20m

$8,658

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 $1,126. 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 $1,151.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart from New South Wales to Chicago O'Hare Intl Airport is on a Monday. Travellers who choose to depart for Chicago O'Hare Intl Airport on a Monday will often find tickets for as low as $1,882. The most expensive day to fly to Chicago O'Hare Intl Airport is Sunday, with ticket prices averaging around $2,291.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Our data shows that the cheapest New South Wales to Chicago O'Hare Intl Airport flights are usually those with departure times in the afternoon. Our users have found flights to Chicago O'Hare Intl Airport in the afternoon for as low as $1,788. In contrast, the most expensive time of day to depart to Chicago O'Hare Intl Airport is in the morning when prices are around $2,028.

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 $1,513 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 $1,203 on momondo.

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

You could potentially save up to 56% 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

Direct flights

None
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.
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  • 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 $1,020Free cancellationRating
7.5
942 reviews
Search Qantas Airways flights
American AirlinesPriceFrom $1,209Free cancellationRating
7.2
11,047 reviews
Search American Airlines flights
Air CanadaPriceFrom $1,212Free cancellationRating
7.1
10,464 reviews
Search Air Canada flights
Air New ZealandPriceFrom $1,544Free cancellationRating
8.0
533 reviews
Search Air New Zealand flights
ANAPriceFrom $1,629Free cancellationRating
8.4
1,010 reviews
Search ANA flights
United AirlinesPriceFrom $1,682Free cancellationRating
7.4
9,034 reviews
Search United Airlines flights

Travelling to a place near Chicago?

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

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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