Cheap flights from New South Wales to Chicago from $633

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 15/4. 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

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Multiple Airlines Logo
13:15 - 05:50
SYD
-
ORD
31h 35m
2 stops
Multiple Airlines Logo
06:00 - 07:30
ORD
-
SYD
34h 30m
1 stop
$1,448Multiple Airlines
Sat, 25 Apr - Sat, 9 May
Multiple Airlines Logo
14:00 - 04:49
SYD
-
ORD
30h 49m
2 stops
Multiple Airlines Logo
19:31 - 07:25
ORD
-
SYD
43h 54m
1 stop
$1,463Multiple Airlines
Tue, 17 Mar - Tue, 24 Mar
Air Canada Logo
10:25 - 08:00
SYD
-
ORD
37h 35m
2 stops
Air Canada Logo
15:40 - 07:20
ORD
-
SYD
24h 40m
1 stop
$1,530Air Canada
Thu, 19 Mar - Tue, 21 Apr
Air Canada Logo
10:20 - 14:41
SYD
-
ORD
20h 21m
1 stop
Air Canada Logo
10:35 - 08:35
ORD
-
SYD
30h 00m
2 stops
$1,537Air Canada
Tue, 17 Mar - Tue, 24 Mar
American Airlines Logo
11:20 - 17:46
SYD
-
ORD
22h 26m
1 stop
American Airlines Logo
16:30 - 07:05
ORD
-
SYD
23h 35m
1 stop
$1,541American Airlines
Thu, 19 Mar - Tue, 21 Apr
Air Canada Logo
10:20 - 11:18
SYD
-
ORD
40h 58m
2 stops
Air Canada Logo
12:50 - 08:35
ORD
-
SYD
27h 45m
2 stops
$1,544Air Canada
Tue, 17 Mar - Tue, 24 Mar
Air Canada Logo
10:25 - 20:10
SYD
-
ORD
25h 45m
2 stops
Air Canada Logo
07:13 - 07:20
ORD
-
SYD
33h 07m
3 stops
$1,547Air Canada
Thu, 19 Mar - Tue, 21 Apr
Air New Zealand Logo
10:55 - 20:23
OOL
-
ORD
24h 28m
2 stops
Air New Zealand Logo
14:35 - 06:45
ORD
-
OOL
25h 10m
2 stops
$1,758Air New Zealand
Tue, 17 Mar - Tue, 24 Mar
Cathay Pacific Logo
10:25 - 12:55
OOL
-
ORD
42h 30m
2 stops
Cathay Pacific Logo
14:35 - 14:05
ORD
-
OOL
55h 30m
2 stops
$2,522Cathay Pacific
Mon, 16 Feb - Wed, 18 Feb
Cathay Pacific Logo
10:25 - 12:55
OOL
-
ORD
42h 30m
2 stops
Cathay Pacific Logo
14:35 - 09:40
ORD
-
OOL
51h 05m
2 stops
$2,597Cathay Pacific
Mon, 16 Feb - Wed, 18 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
19 Mar
SYD10:25Sydney Kingsford Smith
37h 35m
2 stops
ORD08:00Chicago O'Hare Intl
21 Apr
ORD15:40Chicago O'Hare Intl
24h 40m
1 stop
SYD07:20Sydney Kingsford Smith
$1,530
Air Canada
17 Mar
SYD10:20Sydney Kingsford Smith
20h 21m
1 stop
ORD14:41Chicago O'Hare Intl
24 Mar
ORD10:35Chicago O'Hare Intl
30h 00m
2 stops
SYD08:35Sydney Kingsford Smith
$1,537
Air Canada
17 Mar
SYD10:20Sydney Kingsford Smith
40h 58m
2 stops
ORD11:18Chicago O'Hare Intl
24 Mar
ORD12:50Chicago O'Hare Intl
27h 45m
2 stops
SYD08:35Sydney Kingsford Smith
$1,544

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
19 Mar
SYD11:20Sydney Kingsford Smith
22h 26m
1 stop
ORD17:46Chicago O'Hare Intl
21 Apr
ORD16:30Chicago O'Hare Intl
23h 35m
1 stop
SYD07:05Sydney Kingsford Smith
$1,541
American Airlines
25 Feb
SYD14:05Sydney Kingsford Smith
24h 20m
1 stop
ORD21:25Chicago O'Hare Intl
2 Mar
ORD09:29Chicago O'Hare Intl
28h 26m
1 stop
SYD06:55Sydney Kingsford Smith
$1,591
American Airlines
22 Feb
SYD11:20Sydney Kingsford Smith
23h 25m
2 stops
ORD17:45Chicago O'Hare Intl
9 Mar
ORD16:49Chicago O'Hare Intl
24h 11m
2 stops
SYD09:00Sydney Kingsford Smith
$1,616

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 2 February 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

Sat 25/4

13:15-05:50

2 stops31h 35m

Chicago O'Hare Intl

Sat 9/5

06:00-07:30

1 stop34h 30m

$1,448

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 17/3

14:00-04:49

2 stops30h 49m

Chicago O'Hare Intl

Tue 24/3

19:31-07:25

1 stop43h 54m

$1,463

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 19/3

10:25-08:00

2 stops37h 35m

Chicago O'Hare Intl

Tue 21/4

15:40-07:20

1 stop24h 40m

$1,530

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 17/3

10:20-14:41

1 stop20h 21m

Chicago O'Hare Intl

Tue 24/3

10:35-08:35

2 stops30h 00m

$1,537

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 19/3

11:20-17:46

1 stop22h 26m

Chicago O'Hare Intl

Tue 21/4

16:30-07:05

1 stop23h 35m

$1,541

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 17/3

10:20-11:18

2 stops40h 58m

Chicago O'Hare Intl

Tue 24/3

12:50-08:35

2 stops27h 45m

$1,544

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 19/3

10:25-20:10

2 stops25h 45m

Chicago O'Hare Intl

Tue 21/4

07:13-07:20

3 stops33h 07m

$1,547

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Tue 17/3

10:55-20:23

2 stops24h 28m

Chicago O'Hare Intl

Tue 24/3

14:35-06:45

2 stops25h 10m

$1,758

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Mon 16/2

10:25-12:55

2 stops42h 30m

Chicago O'Hare Intl

Wed 18/2

14:35-14:05

2 stops55h 30m

$2,522

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Mon 16/2

10:25-12:55

2 stops42h 30m

Chicago O'Hare Intl

Wed 18/2

14:35-09:40

2 stops51h 05m

$2,597

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 $1,066. 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 $1,078.

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 $1,380 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 $1,140 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.
  • 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 $942Free cancellationRating
7.5
984 reviews
Search Qantas Airways flights
Air CanadaPriceFrom $1,090Free cancellationRating
7.1
10,676 reviews
Search Air Canada flights
American AirlinesPriceFrom $1,122Free cancellationRating
7.2
11,212 reviews
Search American Airlines flights
Air New ZealandPriceFrom $1,361Free cancellationRating
8.0
578 reviews
Search Air New Zealand flights
United AirlinesPriceFrom $1,423Free cancellationRating
7.4
9,229 reviews
Search United Airlines flights
ANAPriceFrom $1,512Free cancellationRating
8.4
1,082 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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