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Cheap flights from New South Wales to Chicago from $686

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 18/11. 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 - 19:30SYD-ORD
26h 35m2 stops
Air New Zealand Logo
14:30 - 08:45ORD-SYD
25h 15m2 stops
$1,541Air New Zealand
Find Deal
Tue, 18 Nov - Tue, 25 Nov
Air New Zealand Logo
09:55 - 21:17SYD-ORD
28h 22m2 stops
Air New Zealand Logo
10:45 - 10:30ORD-SYD
30h 45m2 stops
$1,565Air New Zealand
Find Deal
Wed, 26 Nov - Thu, 11 Dec
American Airlines Logo
11:20 - 16:08SYD-ORD
21h 48m1 stop
American Airlines Logo
15:14 - 06:55ORD-SYD
22h 41m1 stop
$1,599American Airlines
Find Deal
Sun, 23 Nov - Sun, 30 Nov
American Airlines Logo
11:20 - 17:10SYD-ORD
22h 50m2 stops
American Airlines Logo
10:25 - 06:55ORD-SYD
27h 30m1 stop
$1,605American Airlines
Find Deal
Sun, 23 Nov - Sun, 30 Nov
Air Canada Logo
11:20 - 08:00SYD-ORD
37h 40m2 stops
Air Canada Logo
20:15 - 09:35ORD-SYD
44h 20m2 stops
$1,639Air Canada
Find Deal
Sun, 23 Nov - Sun, 30 Nov
Air New Zealand Logo
11:45 - 18:50SYD-ORD
24h 05m2 stops
Air New Zealand Logo
13:00 - 08:45ORD-SYD
26h 45m2 stops
$1,658Air New Zealand
Find Deal
Sat, 6 Dec - Sat, 13 Dec
Air Canada Logo
16:00 - 19:54SYD-ORD
20h 54m1 stop
Air Canada Logo
15:40 - 14:40ORD-SYD
30h 00m2 stops
$1,690Air Canada
Find Deal
Thu, 25 Dec - Thu, 22 Jan
ANA Logo
12:25 - 05:16SYD-ORD
33h 51m2 stops
ANA Logo
16:25 - 20:15ORD-SYD
34h 50m1 stop
$1,917ANA
Find Deal
Tue, 18 Nov - Tue, 25 Nov
Cathay Pacific Logo
15:15 - 12:55SYD-ORD
38h 40m1 stop
Cathay Pacific Logo
14:35 - 09:35ORD-SYD
26h 00m1 stop
$2,165Cathay Pacific
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Tue, 18 Nov - Tue, 25 Nov
Cathay Pacific Logo
11:05 - 12:55SYD-ORD
42h 50m1 stop
Cathay Pacific Logo
14:35 - 09:35ORD-SYD
26h 00m1 stop
$2,199Cathay Pacific
Find Deal
Mon, 17 Nov - Wed, 26 Nov

American Airlines flights from New South Wales to Chicago O'Hare Intl Airport

Our best American Airlines deals on New South Wales to Chicago O'Hare Intl Airport flight tickets
American Airlines
23 Nov
SYD11:20Sydney Kingsford Smith
21h 48m
1 stop
ORD16:08Chicago O'Hare Intl
30 Nov
ORD15:14Chicago O'Hare Intl
22h 41m
1 stop
SYD06:55Sydney Kingsford Smith
$1,599
Find similar
American Airlines
23 Nov
SYD11:20Sydney Kingsford Smith
22h 50m
2 stops
ORD17:10Chicago O'Hare Intl
30 Nov
ORD10:25Chicago O'Hare Intl
27h 30m
1 stop
SYD06:55Sydney Kingsford Smith
$1,605
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
23 Nov
SYD11:20Sydney Kingsford Smith
37h 40m
2 stops
ORD08:00Chicago O'Hare Intl
30 Nov
ORD20:15Chicago O'Hare Intl
44h 20m
2 stops
SYD09:35Sydney Kingsford Smith
$1,639
Find similar
Air Canada
25 Dec
SYD16:00Sydney Kingsford Smith
20h 54m
1 stop
ORD19:54Chicago O'Hare Intl
22 Jan
ORD15:40Chicago O'Hare Intl
30h 00m
2 stops
SYD14:40Sydney Kingsford Smith
$1,690
Find similar
Air Canada
25 Dec
SYD11:20Sydney Kingsford Smith
25h 10m
2 stops
ORD19:30Chicago O'Hare Intl
22 Jan
ORD15:40Chicago O'Hare Intl
30h 00m
2 stops
SYD14:40Sydney Kingsford Smith
$1,699
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 8 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 18/11

09:55-19:30

2 stops26h 35m

Chicago O'Hare Intl

Tue 25/11

14:30-08:45

2 stops25h 15m

$1,541

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 26/11

09:55-21:17

2 stops28h 22m

Chicago O'Hare Intl

Thu 11/12

10:45-10:30

2 stops30h 45m

$1,565

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 23/11

11:20-16:08

1 stop21h 48m

Chicago O'Hare Intl

Sun 30/11

15:14-06:55

1 stop22h 41m

$1,599

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 23/11

11:20-17:10

2 stops22h 50m

Chicago O'Hare Intl

Sun 30/11

10:25-06:55

1 stop27h 30m

$1,605

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 23/11

11:20-08:00

2 stops37h 40m

Chicago O'Hare Intl

Sun 30/11

20:15-09:35

2 stops44h 20m

$1,639

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 6/12

11:45-18:50

2 stops24h 05m

Chicago O'Hare Intl

Sat 13/12

13:00-08:45

2 stops26h 45m

$1,658

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 25/12

16:00-19:54

1 stop20h 54m

Chicago O'Hare Intl

Thu 22/1

15:40-14:40

2 stops30h 00m

$1,690

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 18/11

12:25-05:16

2 stops33h 51m

Chicago O'Hare Intl

Tue 25/11

16:25-20:15

1 stop34h 50m

$1,917

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 18/11

15:15-12:55

1 stop38h 40m

Chicago O'Hare Intl

Tue 25/11

14:35-09:35

1 stop26h 00m

$2,165

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 17/11

11:05-12:55

1 stop42h 50m

Chicago O'Hare Intl

Wed 26/11

14:35-09:35

1 stop26h 00m

$2,199

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 $1,120. 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 $1,147.

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 $1,871. The most expensive day to fly to Chicago O'Hare Intl Airport is Sunday, with ticket prices averaging around $2,278.

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 $1,778. In contrast, the most expensive time of day to depart to Chicago O'Hare Intl Airport is in the morning when prices are around $2,017.

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 $1,501 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 $1,197 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 $1,014Free cancellationRating
7.5
930 reviews
Search Qantas Airways flights
American AirlinesPriceFrom $1,203Free cancellationRating
7.2
11,047 reviews
Search American Airlines flights
Air CanadaPriceFrom $1,205Free cancellationRating
7.1
10,423 reviews
Search Air Canada flights
Air New ZealandPriceFrom $1,535Free cancellationRating
8.0
526 reviews
Search Air New Zealand flights
ANAPriceFrom $1,620Free cancellationRating
8.4
1,003 reviews
Search ANA flights
United AirlinesPriceFrom $1,673Free cancellationRating
7.4
9,010 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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