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Cheap flights from New South Wales to Chicago from $879

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 4/11. 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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Find the cheapest flights from New South Wales to Chicago

Cheap return flights

Enter your travel dates to find the best prices.
Air New Zealand Logo
13:55 - 19:30SYD-ORD
22h 35m2 stops
Air New Zealand Logo
14:30 - 08:45ORD-SYD
25h 15m2 stops
$1,484Air New Zealand
Find Deal
sáb., 8 nov. - dom., 23 nov.
Air Canada Logo
11:20 - 14:41SYD-ORD
20h 21m1 stop
Air Canada Logo
15:40 - 09:35ORD-SYD
24h 55m1 stop
$1,522Air Canada
Find Deal
lun., 3 nov. - lun., 17 nov.
Air New Zealand Logo
13:55 - 22:59SYD-ORD
26h 04m2 stops
Air New Zealand Logo
14:35 - 08:45ORD-SYD
25h 10m2 stops
$1,550Air New Zealand
Find Deal
vie., 7 nov. - vie., 14 nov.
Multiple Airlines Logo
11:20 - 14:41SYD-ORD
20h 21m1 stop
Multiple Airlines Logo
18:03 - 09:00ORD-SYD
21h 57m1 stop
$1,704Multiple Airlines
Find Deal
jue., 13 nov. - vie., 14 nov.
Qantas Airways Logo
11:20 - 16:08SYD-ORD
21h 48m1 stop
Qantas Airways Logo
08:50 - 09:00ORD-SYD
31h 10m1 stop
$1,736Qantas Airways
Find Deal
mar., 2 dic. - mar., 9 dic.
Qantas Airways Logo
11:20 - 21:24SYD-ORD
27h 04m1 stop
Qantas Airways Logo
11:40 - 09:00ORD-SYD
28h 20m1 stop
$1,739Qantas Airways
Find Deal
lun., 17 nov. - lun., 1 dic.
Multiple Airlines Logo
17:45 - 23:00SYD-ORD
22h 15m1 stop
Multiple Airlines Logo
20:18 - 07:25ORD-SYD
42h 07m1 stop
$1,764Multiple Airlines
Find Deal
sáb., 8 nov. - dom., 23 nov.
American Airlines Logo
11:20 - 19:40SYD-ORD
25h 20m2 stops
American Airlines Logo
21:42 - 09:00ORD-SYD
42h 18m1 stop
$1,816American Airlines
Find Deal
mar., 18 nov. - sáb., 29 nov.
American Airlines Logo
11:20 - 23:59SYD-ORD
29h 39m1 stop
American Airlines Logo
11:40 - 09:00ORD-SYD
28h 20m1 stop
$1,830American Airlines
Find Deal
lun., 17 nov. - lun., 24 nov.
Alaska Airlines Logo
21:40 - 16:30SYD-ORD
35h 50m2 stops
Alaska Airlines Logo
08:00 - 19:45ORD-SYD
42h 45m2 stops
$1,942Alaska Airlines
Find Deal
mar., 18 nov. - mié., 3 dic.

Air New Zealand flights from New South Wales to Chicago

Our best Air New Zealand deals on New South Wales to Chicago flight tickets
Air New Zealand
8 Nov
SYD13:55Sydney Kingsford Smith
22h 35m
2 stops
ORD19:30Chicago O'Hare Intl
23 Nov
ORD14:30Chicago O'Hare Intl
25h 15m
2 stops
SYD08:45Sydney Kingsford Smith
$1,484
Find similar
Air New Zealand
7 Nov
SYD13:55Sydney Kingsford Smith
26h 04m
2 stops
ORD22:59Chicago O'Hare Intl
14 Nov
ORD14:35Chicago O'Hare Intl
25h 10m
2 stops
SYD08:45Sydney Kingsford Smith
$1,550
Find similar
Air New Zealand
13 Nov
SYD13:55Sydney Kingsford Smith
22h 35m
2 stops
ORD19:30Chicago O'Hare Intl
14 Nov
ORD14:35Chicago O'Hare Intl
25h 10m
2 stops
SYD08:45Sydney Kingsford Smith
$1,597
Find similar

Air Canada flights from New South Wales to Chicago

Our best Air Canada deals on New South Wales to Chicago flight tickets
Air Canada
3 Nov
SYD11:20Sydney Kingsford Smith
25h 40m
2 stops
ORD20:00Chicago O'Hare Intl
17 Nov
ORD15:40Chicago O'Hare Intl
24h 55m
1 stop
SYD09:35Sydney Kingsford Smith
$1,522
Find similar
Air Canada
3 Nov
SYD11:20Sydney Kingsford Smith
49h 40m
2 stops
ORD20:00Chicago O'Hare Intl
17 Nov
ORD12:50Chicago O'Hare Intl
27h 45m
2 stops
SYD09:35Sydney Kingsford Smith
$1,656
Find similar
Air Canada
12 Nov
SYD11:20Sydney Kingsford Smith
20h 21m
1 stop
ORD14:41Chicago O'Hare Intl
27 Nov
ORD15:40Chicago O'Hare Intl
24h 55m
1 stop
SYD09:35Sydney Kingsford Smith
$1,665
Find similar

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 19 octubre 2025.
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

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

sáb. 8/11

13:55-19:30

2 stops22h 35m

Chicago O'Hare Intl

dom. 23/11

14:30-08:45

2 stops25h 15m

$1,484

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

lun. 3/11

11:20-14:41

1 stop20h 21m

Chicago O'Hare Intl

lun. 17/11

15:40-09:35

1 stop24h 55m

$1,522

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

vie. 7/11

13:55-22:59

2 stops26h 04m

Chicago O'Hare Intl

vie. 14/11

14:35-08:45

2 stops25h 10m

$1,550

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

jue. 13/11

11:20-14:41

1 stop20h 21m

Chicago O'Hare Intl

vie. 14/11

18:03-09:00

1 stop21h 57m

$1,704

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

mar. 2/12

11:20-16:08

1 stop21h 48m

Chicago O'Hare Intl

mar. 9/12

08:50-09:00

1 stop31h 10m

$1,736

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

lun. 17/11

11:20-21:24

1 stop27h 04m

Chicago O'Hare Intl

lun. 1/12

11:40-09:00

1 stop28h 20m

$1,739

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

sáb. 8/11

17:45-23:00

1 stop22h 15m

Chicago O'Hare Intl

dom. 23/11

20:18-07:25

1 stop42h 07m

$1,764

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

mar. 18/11

11:20-19:40

2 stops25h 20m

Chicago O'Hare Intl

sáb. 29/11

21:42-09:00

1 stop42h 18m

$1,816

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

lun. 17/11

11:20-23:59

1 stop29h 39m

Chicago O'Hare Intl

lun. 24/11

11:40-09:00

1 stop28h 20m

$1,830

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

mar. 18/11

21:40-16:30

2 stops35h 50m

Chicago O'Hare Intl

mié. 3/12

08:00-19:45

2 stops42h 45m

$1,942

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 March, then you should wait until May to fly from New South Wales, when ticket prices are also cheap, with an average price of $1,137.

What is the cheapest day to depart on your flight to Chicago?

Our data shows that Tuesday is the least expensive day to fly to Chicago. Tickets to fly out on this day can be as low as $1,728. Flights from New South Wales to Chicago on a Saturday will generally be more expensive and average around $2,034. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Chicago?

Our data shows that the cheapest New South Wales to Chicago flights are usually those with departure times in the afternoon. Our users have found flights to Chicago in the afternoon for as low as $1,725. Flights in the morning are often more expensive, with an average ticket price of $1,908.

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 $1,502 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 $1,194 on momondo.

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

You could potentially save up to 56% 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

Direct flights

None
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
Qantas AirwaysPriceFrom $1,012Free cancellationRating
7.5
922 reviews
Search Qantas Airways flights
American AirlinesPriceFrom $1,200Free cancellationRating
7.2
11,027 reviews
Search American Airlines flights
Air CanadaPriceFrom $1,214Free cancellationRating
7.1
10,334 reviews
Search Air Canada flights
Air New ZealandPriceFrom $1,456Free cancellationRating
8.0
516 reviews
Search Air New Zealand flights
ANAPriceFrom $1,617Free cancellationRating
8.4
987 reviews
Search ANA flights
United AirlinesPriceFrom $1,669Free cancellationRating
7.4
8,994 reviews
Search United Airlines 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