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Cheap flights from New South Wales to Chicago from $1,096

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 10/2. 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 Canada Logo
11:20 - 14:41
SYD
-
ORD
20h 21m1 stop
Air Canada Logo
10:35 - 09:35
ORD
-
SYD
30h 00m2 stops
$1,522Air Canada
Mon, 2 Feb - Thu, 19 Feb
Air Canada Logo
11:20 - 20:10
SYD
-
ORD
25h 50m2 stops
Air Canada Logo
10:35 - 09:35
ORD
-
SYD
30h 00m2 stops
$1,527Air Canada
Mon, 2 Feb - Thu, 19 Feb
Air Canada Logo
11:20 - 08:05
SYD
-
ORD
37h 45m3 stops
Air Canada Logo
14:00 - 09:35
ORD
-
SYD
26h 35m2 stops
$1,542Air Canada
Mon, 2 Feb - Thu, 19 Feb
Air Canada Logo
11:20 - 14:41
SYD
-
ORD
20h 21m1 stop
Air Canada Logo
15:35 - 09:35
ORD
-
SYD
25h 00m1 stop
$1,548Air Canada
Mon, 2 Feb - Thu, 19 Feb
Air New Zealand Logo
09:55 - 18:52
SYD
-
ORD
25h 57m2 stops
Air New Zealand Logo
15:53 - 08:45
ORD
-
SYD
23h 52m2 stops
$1,572Air New Zealand
Mon, 26 Jan - Mon, 2 Feb
Air New Zealand Logo
11:55 - 21:31
SYD
-
ORD
24h 36m2 stops
Air New Zealand Logo
16:00 - 08:45
ORD
-
SYD
25h 45m2 stops
$1,600Air New Zealand
Wed, 6 May - Wed, 13 May
Air Canada Logo
11:20 - 11:06
SYD
-
ORD
40h 46m2 stops
Air Canada Logo
15:35 - 16:40
ORD
-
SYD
32h 05m2 stops
$1,606Air Canada
Mon, 26 Jan - Mon, 2 Feb
American Airlines Logo
06:00 - 05:38
OOL
-
ORD
39h 38m2 stops
American Airlines Logo
16:47 - 09:40
ORD
-
OOL
24h 53m2 stops
$2,376American Airlines
Wed, 18 Feb - Sun, 22 Feb
American Airlines Logo
06:00 - 05:38
OOL
-
ORD
39h 38m2 stops
American Airlines Logo
16:47 - 09:40
ORD
-
OOL
24h 53m2 stops
$2,381American Airlines
Wed, 18 Feb - Sun, 22 Feb
Multiple Airlines Logo
10:25 - 23:44
OOL
-
ORD
29h 19m3 stops
Multiple Airlines Logo
18:40 - 12:15
ORD
-
OOL
25h 35m2 stops
$2,698Multiple Airlines
Mon, 26 Jan - Mon, 2 Feb

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
20h 21m
1 stop
ORD14:41Chicago O'Hare Intl
19 Feb
ORD10:35Chicago O'Hare Intl
30h 00m
2 stops
SYD09:35Sydney Kingsford Smith
$1,522
Find similar
Air Canada
2 Feb
SYD11:20Sydney Kingsford Smith
25h 50m
2 stops
ORD20:10Chicago O'Hare Intl
19 Feb
ORD10:35Chicago O'Hare Intl
30h 00m
2 stops
SYD09:35Sydney Kingsford Smith
$1,527
Find similar
Air Canada
2 Feb
SYD11:20Sydney Kingsford Smith
37h 45m
3 stops
ORD08:05Chicago O'Hare Intl
19 Feb
ORD14:00Chicago O'Hare Intl
26h 35m
2 stops
SYD09:35Sydney Kingsford Smith
$1,542
Find similar

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
26 Jan
SYD09:55Sydney Kingsford Smith
25h 57m
2 stops
ORD18:52Chicago O'Hare Intl
2 Feb
ORD15:53Chicago O'Hare Intl
23h 52m
2 stops
SYD08:45Sydney Kingsford Smith
$1,572
Find similar
Air New Zealand
6 May
SYD11:55Sydney Kingsford Smith
24h 36m
2 stops
ORD21:31Chicago O'Hare Intl
13 May
ORD16:00Chicago O'Hare Intl
25h 45m
2 stops
SYD08:45Sydney Kingsford Smith
$1,600
Find similar
Air New Zealand
2 May
SYD11:55Sydney Kingsford Smith
24h 36m
2 stops
ORD21:31Chicago O'Hare Intl
16 May
ORD16:00Chicago O'Hare Intl
25h 45m
2 stops
SYD08:45Sydney Kingsford Smith
$1,644
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 13 December 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

Mon 2/2

11:20-14:41

1 stop20h 21m

Chicago O'Hare Intl

Thu 19/2

10:35-09:35

2 stops30h 00m

$1,522

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 2/2

11:20-20:10

2 stops25h 50m

Chicago O'Hare Intl

Thu 19/2

10:35-09:35

2 stops30h 00m

$1,527

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 2/2

11:20-08:05

3 stops37h 45m

Chicago O'Hare Intl

Thu 19/2

14:00-09:35

2 stops26h 35m

$1,542

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 2/2

11:20-14:41

1 stop20h 21m

Chicago O'Hare Intl

Thu 19/2

15:35-09:35

1 stop25h 00m

$1,548

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 26/1

09:55-18:52

2 stops25h 57m

Chicago O'Hare Intl

Mon 2/2

15:53-08:45

2 stops23h 52m

$1,572

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 6/5

11:55-21:31

2 stops24h 36m

Chicago O'Hare Intl

Wed 13/5

16:00-08:45

2 stops25h 45m

$1,600

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 26/1

11:20-11:06

2 stops40h 46m

Chicago O'Hare Intl

Mon 2/2

15:35-16:40

2 stops32h 05m

$1,606

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Wed 18/2

06:00-05:38

2 stops39h 38m

Chicago O'Hare Intl

Sun 22/2

16:47-09:40

2 stops24h 53m

$2,376

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Wed 18/2

06:00-05:38

2 stops39h 38m

Chicago O'Hare Intl

Sun 22/2

16:47-09:40

2 stops24h 53m

$2,381

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Mon 26/1

10:25-23:44

3 stops29h 19m

Chicago O'Hare Intl

Mon 2/2

18:40-12:15

2 stops25h 35m

$2,698

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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 $1,073. 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 March is also very affordable. Most momondo users find prices during this month for around $1,088.

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 $1,822. The most expensive day to fly to Chicago O'Hare Intl Airport is Sunday, with ticket prices averaging around $2,218.

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 $1,731. In contrast, the most expensive time of day to depart to Chicago O'Hare Intl Airport is in the morning when prices are around $1,963.

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 $1,443 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 $1,159 on momondo.

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

You could potentially save up to 66% 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

23h 21m

Direct flights

None
The fastest flight from New South Wales to Chicago O'Hare Intl Airport takes 23h 21m
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 $986Free cancellationRating
7.5
946 reviews
Search Qantas Airways flights
American AirlinesPriceFrom $1,171Free cancellationRating
7.2
11,054 reviews
Search American Airlines flights
Air CanadaPriceFrom $1,173Free cancellationRating
7.1
10,522 reviews
Search Air Canada flights
Air New ZealandPriceFrom $1,420Free cancellationRating
8.0
552 reviews
Search Air New Zealand flights
ANAPriceFrom $1,577Free cancellationRating
8.4
1,023 reviews
Search ANA flights
United AirlinesPriceFrom $1,601Free cancellationRating
7.4
9,094 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

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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