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Cheap flights from New South Wales to Chicago from $802

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 30/7. 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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Find the cheapest flights from New South Wales to Chicago

Cheap return flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
13:15 - 23:27
SYD
-
ORD
25h 12m
2 stops
Multiple Airlines Logo
15:00 - 11:50
ORD
-
SYD
29h 50m
2 stops
$1,285Multiple Airlines
Fri, 1 May - Sat, 9 May
Air Canada Logo
09:20 - 14:45
SYD
-
ORD
20h 25m
1 stop
Air Canada Logo
07:13 - 07:20
ORD
-
SYD
33h 07m
2 stops
$1,288Air Canada
Tue, 21 Apr - Tue, 28 Apr
Air Canada Logo
09:20 - 14:45
SYD
-
ORD
20h 25m
1 stop
Air Canada Logo
15:40 - 07:20
ORD
-
SYD
24h 40m
1 stop
$1,289Air Canada
Tue, 21 Apr - Tue, 28 Apr
Air Canada Logo
09:20 - 20:05
SYD
-
ORD
25h 45m
2 stops
Air Canada Logo
07:13 - 07:20
ORD
-
SYD
33h 07m
2 stops
$1,292Air Canada
Tue, 21 Apr - Tue, 28 Apr
Air Canada Logo
09:20 - 14:53
SYD
-
ORD
44h 33m
2 stops
Air Canada Logo
15:40 - 07:20
ORD
-
SYD
24h 40m
1 stop
$1,293Air Canada
Tue, 5 May - Tue, 12 May
Air Canada Logo
09:20 - 20:15
SYD
-
ORD
25h 55m
1 stop
Air Canada Logo
15:40 - 07:20
ORD
-
SYD
24h 40m
1 stop
$1,296Air Canada
Tue, 5 May - Tue, 12 May
Multiple Airlines Logo
06:00 - 14:45
OOL
-
ORD
23h 45m
2 stops
Multiple Airlines Logo
15:40 - 13:40
ORD
-
OOL
31h 00m
2 stops
$1,539Multiple Airlines
Tue, 5 May - Tue, 12 May
Delta Logo
09:15 - 17:58
SYD
-
MDW
23h 43m
2 stops
Delta Logo
10:41 - 06:50
MDW
-
SYD
29h 09m
2 stops
$1,677Delta
Tue, 21 Apr - Tue, 28 Apr
Delta Logo
09:15 - 08:37
SYD
-
MDW
38h 22m
2 stops
Delta Logo
09:49 - 06:50
MDW
-
SYD
30h 01m
2 stops
$1,684Delta
Wed, 17 Jun - Sun, 12 Jul
Delta Logo
09:15 - 18:18
SYD
-
MDW
24h 03m
2 stops
Delta Logo
13:49 - 06:50
MDW
-
SYD
26h 01m
2 stops
$1,751Delta
Sun, 26 Jul - Sun, 2 Aug

Air Canada flights from New South Wales to Chicago

Our best Air Canada deals on New South Wales to Chicago flight tickets
Air Canada
21 Apr
SYD09:20Sydney Kingsford Smith
20h 25m
1 stop
ORD14:45Chicago O'Hare Intl
28 Apr
ORD07:13Chicago O'Hare Intl
33h 07m
2 stops
SYD07:20Sydney Kingsford Smith
$1,288
Air Canada
21 Apr
SYD09:20Sydney Kingsford Smith
20h 25m
1 stop
ORD14:45Chicago O'Hare Intl
28 Apr
ORD15:40Chicago O'Hare Intl
24h 40m
1 stop
SYD07:20Sydney Kingsford Smith
$1,289
Air Canada
21 Apr
SYD09:20Sydney Kingsford Smith
25h 45m
2 stops
ORD20:05Chicago O'Hare Intl
28 Apr
ORD07:13Chicago O'Hare Intl
33h 07m
2 stops
SYD07:20Sydney Kingsford Smith
$1,292

Qatar Airways flights from New South Wales to Chicago

Our best Qatar Airways deals on New South Wales to Chicago flight tickets
Qatar Airways
4 Apr
SYD15:50Sydney Kingsford Smith
39h 15m
1 stop
ORD15:05Chicago O'Hare Intl
7 Apr
ORD19:20Chicago O'Hare Intl
43h 50m
1 stop
SYD06:10Sydney Kingsford Smith
$2,915
Qatar Airways
4 Apr
SYD16:00Sydney Kingsford Smith
39h 05m
2 stops
ORD15:05Chicago O'Hare Intl
7 Apr
ORD19:20Chicago O'Hare Intl
33h 35m
2 stops
SYD19:55Sydney Kingsford Smith
$3,221
Qatar Airways
30 Mar
SYD21:45Sydney Kingsford Smith
33h 20m
1 stop
ORD15:05Chicago O'Hare Intl
30 Apr
ORD19:20Chicago O'Hare Intl
30h 50m
1 stop
SYD17:10Sydney Kingsford Smith
$3,656

momondo Fare Finder

 
Customise your flight search to find flights from New South Wales to Chicago 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 26 March 2026.
Use the filters below to find and compare flights from New South Wales to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 1/5

13:15-23:27

2 stops25h 12m

Chicago O'Hare Intl

Sat 9/5

15:00-11:50

2 stops29h 50m

$1,285

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 21/4

09:20-14:45

1 stop20h 25m

Chicago O'Hare Intl

Tue 28/4

07:13-07:20

2 stops33h 07m

$1,288
Fastest return journey

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 21/4

09:20-14:45

1 stop20h 25m

Chicago O'Hare Intl

Tue 28/4

15:40-07:20

1 stop24h 40m

$1,289

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 21/4

09:20-20:05

2 stops25h 45m

Chicago O'Hare Intl

Tue 28/4

07:13-07:20

2 stops33h 07m

$1,292

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 5/5

09:20-14:53

2 stops44h 33m

Chicago O'Hare Intl

Tue 12/5

15:40-07:20

1 stop24h 40m

$1,293

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 5/5

09:20-20:15

1 stop25h 55m

Chicago O'Hare Intl

Tue 12/5

15:40-07:20

1 stop24h 40m

$1,296

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Tue 5/5

06:00-14:45

2 stops23h 45m

Chicago O'Hare Intl

Tue 12/5

15:40-13:40

2 stops31h 00m

$1,539

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 21/4

09:15-17:58

2 stops23h 43m

Chicago Midway

Tue 28/4

10:41-06:50

2 stops29h 09m

$1,677

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 17/6

09:15-08:37

2 stops38h 22m

Chicago Midway

Sun 12/7

09:49-06:50

2 stops30h 01m

$1,684

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 26/7

09:15-18:18

2 stops24h 03m

Chicago Midway

Sun 2/8

13:49-06:50

2 stops26h 01m

$1,751

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

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?

If you don’t want to visit Chicago in August, then you should wait until July to fly from New South Wales, when ticket prices are also cheap, with an average price of $1,576.

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from New South Wales when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $1,836 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from New South Wales for as low as $1,203 on momondo.

Can stopping save me money on New South Wales to Chicago flights?

You could potentially save up to 1% on your flight if you consider stops on a New South Wales to Chicago flight.

Cheap New South Wales to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New South Wales to Chicago

Fastest flight time

20h 11m

Direct flights

None
The fastest flight from New South Wales to Chicago takes 20h 11m
There are no direct flights from New South Wales to Chicago. There are no popular flight routes from New South Wales to Chicago.
Search flight deals

  • When did momondo last update prices for flights from New South Wales to Chicago?

    Prices for flights from New South Wales to Chicago are updated daily.

  • How many operators does momondo search for flights from New South Wales to Chicago?

  • How old do you have to be to fly from New South Wales to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and stopovers. It is recommended that you verify with the airline you are booking with for travel from New South Wales to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago 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. 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

Compare and see reviews for airlines that fly from New South Wales to Chicago with momondo
Airline
Rating
Free cancellation
Price
Air CanadaPriceFrom $1,088Free cancellationRating
7.1
10,840 reviews
Search Air Canada flights
American AirlinesPriceFrom $1,119Free cancellationRating
7.1
11,494 reviews
Search American Airlines flights
Qantas AirwaysPriceFrom $1,243Free cancellationRating
7.5
1,010 reviews
Search Qantas Airways flights
Air New ZealandPriceFrom $1,358Free cancellationRating
8.0
621 reviews
Search Air New Zealand flights
United AirlinesPriceFrom $1,419Free cancellationRating
7.4
9,481 reviews
Search United Airlines flights
ANAPriceFrom $1,508Free cancellationRating
8.4
1,141 reviews
Search ANA flights

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?

Price alerts on flights to Chicago from New South Wales are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport