Cheap flights from New South Wales to Chicago from $868

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 22/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap return flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
13:15 - 05:35
SYD
-
ORD
31h 20m
2 stops
Multiple Airlines Logo
15:00 - 11:50
ORD
-
SYD
29h 50m
2 stops
$1,303Multiple Airlines
Sat, 25 Apr - Sat, 2 May
Multiple Airlines Logo
13:15 - 05:35
SYD
-
ORD
31h 20m
2 stops
Multiple Airlines Logo
05:15 - 11:50
ORD
-
SYD
39h 35m
2 stops
$1,418Multiple Airlines
Sun, 26 Apr - Sun, 3 May
Multiple Airlines Logo
13:15 - 23:27
SYD
-
ORD
25h 12m
2 stops
Multiple Airlines Logo
07:30 - 11:50
ORD
-
SYD
37h 20m
2 stops
$1,435Multiple Airlines
Tue, 28 Apr - Tue, 5 May
Multiple Airlines Logo
13:15 - 23:27
SYD
-
ORD
25h 12m
2 stops
Multiple Airlines Logo
14:00 - 22:10
ORD
-
SYD
41h 10m
2 stops
$1,451Multiple Airlines
Tue, 21 Apr - Fri, 24 Apr
Air New Zealand Logo
11:55 - 23:16
SYD
-
ORD
26h 21m
2 stops
Air New Zealand Logo
15:47 - 08:45
ORD
-
SYD
25h 58m
2 stops
$1,459Air New Zealand
Tue, 2 Jun - Fri, 19 Jun
Air New Zealand Logo
11:55 - 23:15
SYD
-
ORD
26h 20m
2 stops
Air New Zealand Logo
15:47 - 17:50
ORD
-
SYD
35h 03m
2 stops
$1,471Air New Zealand
Fri, 5 Jun - Fri, 19 Jun
American Airlines Logo
07:00 - 20:21
OOL
-
ORD
28h 21m
2 stops
American Airlines Logo
06:00 - 10:40
ORD
-
OOL
37h 40m
2 stops
$2,374American Airlines
Wed, 3 Jun - Sat, 6 Jun
American Airlines Logo
07:00 - 21:12
OOL
-
ORD
29h 12m
2 stops
American Airlines Logo
08:10 - 10:40
ORD
-
OOL
35h 30m
2 stops
$2,392American Airlines
Wed, 3 Jun - Sat, 6 Jun
Air Canada Logo
06:00 - 14:45
OOL
-
ORD
23h 45m
2 stops
Air Canada Logo
09:55 - 10:40
ORD
-
OOL
33h 45m
3 stops
$2,476Air Canada
Wed, 3 Jun - Sat, 6 Jun
Air Canada Logo
06:00 - 19:25
OOL
-
ORD
28h 25m
3 stops
Air Canada Logo
07:09 - 10:40
ORD
-
OOL
36h 31m
3 stops
$2,487Air Canada
Wed, 3 Jun - Sat, 6 Jun

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
2 June
SYD11:55Sydney Kingsford Smith
26h 21m
2 stops
ORD23:16Chicago O'Hare Intl
19 June
ORD15:47Chicago O'Hare Intl
25h 58m
2 stops
SYD08:45Sydney Kingsford Smith
$1,459
Air New Zealand
5 June
SYD11:55Sydney Kingsford Smith
26h 20m
2 stops
ORD23:15Chicago O'Hare Intl
19 June
ORD15:47Chicago O'Hare Intl
35h 03m
2 stops
SYD17:50Sydney Kingsford Smith
$1,471
Air New Zealand
2 June
SYD11:55Sydney Kingsford Smith
26h 21m
2 stops
ORD23:16Chicago O'Hare Intl
19 June
ORD16:30Chicago O'Hare Intl
25h 15m
2 stops
SYD08:45Sydney Kingsford Smith
$1,484

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
3 June
OOL07:00Coolangatta Gold Coast
28h 21m
2 stops
ORD20:21Chicago O'Hare Intl
6 June
ORD06:00Chicago O'Hare Intl
37h 40m
2 stops
OOL10:40Coolangatta Gold Coast
$2,374
American Airlines
3 June
OOL07:00Coolangatta Gold Coast
29h 12m
2 stops
ORD21:12Chicago O'Hare Intl
6 June
ORD08:10Chicago O'Hare Intl
35h 30m
2 stops
OOL10:40Coolangatta Gold Coast
$2,392
American Airlines
3 June
OOL07:00Coolangatta Gold Coast
32h 42m
2 stops
ORD00:42Chicago O'Hare Intl
6 June
ORD06:00Chicago O'Hare Intl
37h 40m
2 stops
OOL10:40Coolangatta Gold Coast
$2,417

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 15 March 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

Cheapest return flight

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 25/4

13:15-05:35

2 stops31h 20m

Chicago O'Hare Intl

Sat 2/5

15:00-11:50

2 stops29h 50m

$1,303

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 26/4

13:15-05:35

2 stops31h 20m

Chicago O'Hare Intl

Sun 3/5

05:15-11:50

2 stops39h 35m

$1,418

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 28/4

13:15-23:27

2 stops25h 12m

Chicago O'Hare Intl

Tue 5/5

07:30-11:50

2 stops37h 20m

$1,435

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 21/4

13:15-23:27

2 stops25h 12m

Chicago O'Hare Intl

Fri 24/4

14:00-22:10

2 stops41h 10m

$1,451
Fastest return journey

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 2/6

11:55-23:16

2 stops26h 21m

Chicago O'Hare Intl

Fri 19/6

15:47-08:45

2 stops25h 58m

$1,459

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 5/6

11:55-23:15

2 stops26h 20m

Chicago O'Hare Intl

Fri 19/6

15:47-17:50

2 stops35h 03m

$1,471

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Wed 3/6

07:00-20:21

2 stops28h 21m

Chicago O'Hare Intl

Sat 6/6

06:00-10:40

2 stops37h 40m

$2,374

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Wed 3/6

07:00-21:12

2 stops29h 12m

Chicago O'Hare Intl

Sat 6/6

08:10-10:40

2 stops35h 30m

$2,392

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Wed 3/6

06:00-14:45

2 stops23h 45m

Chicago O'Hare Intl

Sat 6/6

09:55-10:40

3 stops33h 45m

$2,476

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Wed 3/6

06:00-19:25

3 stops28h 25m

Chicago O'Hare Intl

Sat 6/6

07:09-10:40

3 stops36h 31m

$2,487

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 September is, on average, the cheapest month to fly to Chicago O'Hare Intl Airport from New South Wales, with most prices found around $1,333. If you are unable to visit Chicago O'Hare Intl Airport during the month of September, then departing from New South Wales during the month November is also very affordable. Most momondo users find prices during this month for around $1,491.

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 $1,832 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 $1,200 on momondo.

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

You could potentially save up to 1% 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

22h 34m

Direct flights

None
The fastest flight from New South Wales to Chicago O'Hare Intl Airport takes 22h 34m
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.
  • 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 $1,083Free cancellationRating
7.5
1,004 reviews
Search Qantas Airways flights
Air CanadaPriceFrom $1,085Free cancellationRating
7.1
10,800 reviews
Search Air Canada flights
American AirlinesPriceFrom $1,117Free cancellationRating
7.1
11,465 reviews
Search American Airlines flights
Air New ZealandPriceFrom $1,355Free cancellationRating
8.0
610 reviews
Search Air New Zealand flights
United AirlinesPriceFrom $1,416Free cancellationRating
7.4
9,422 reviews
Search United Airlines flights
ANAPriceFrom $1,504Free cancellationRating
8.4
1,127 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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