Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from New South Wales to Chicago from $638

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 15/10. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customise your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from New South Wales to Chicago

Cheap return flights

Air Canada Logo
11:20 - 15:10SYD-ORD
44h 50m2 stops
Air Canada Logo
15:40 - 09:35ORD-SYD
24h 55m1 stop
$1,303Air Canada
Find Deal
Sat, 8 Nov - Sat, 22 Nov
Air Canada Logo
10:20 - 15:00SYD-ORD
20h 40m1 stop
Air Canada Logo
08:00 - 06:55ORD-SYD
29h 55m2 stops
$1,307Air Canada
Find Deal
Mon, 6 Oct - Thu, 25 Dec
Multiple Airlines Logo
14:15 - 23:00SYD-ORD
24h 45m2 stops
Multiple Airlines Logo
06:30 - 12:30ORD-SYD
37h 00m2 stops
$1,420Multiple Airlines
Find Deal
Fri, 31 Oct - Fri, 7 Nov
Qantas Airways Logo
09:10 - 15:51SYD-ORD
21h 41m1 stop
Qantas Airways Logo
18:03 - 09:00ORD-SYD
21h 57m1 stop
$1,421Qantas Airways
Find Deal
Tue, 30 Sep - Wed, 12 Nov
United Airlines Logo
12:10 - 19:01SYD-ORD
23h 51m2 stops
United Airlines Logo
12:45 - 09:15ORD-SYD
27h 30m1 stop
$1,439United Airlines
Find Deal
Sat, 15 Nov - Sun, 16 Nov
Multiple Airlines Logo
14:15 - 23:00SYD-ORD
24h 45m2 stops
Multiple Airlines Logo
06:30 - 12:30ORD-SYD
37h 00m2 stops
$1,441Multiple Airlines
Find Deal
Fri, 31 Oct - Fri, 7 Nov
American Airlines Logo
09:10 - 17:18SYD-ORD
23h 08m2 stops
American Airlines Logo
15:00 - 09:00ORD-SYD
25h 00m1 stop
$1,481American Airlines
Find Deal
Tue, 30 Sep - Wed, 12 Nov
American Airlines Logo
09:10 - 21:22SYD-ORD
27h 12m1 stop
American Airlines Logo
12:15 - 06:10ORD-SYD
24h 55m1 stop
$1,580American Airlines
Find Deal
Sat, 4 Oct - Tue, 23 Dec
United Airlines Logo
09:30 - 17:05SYD-ORD
22h 35m2 stops
United Airlines Logo
14:17 - 07:00ORD-SYD
23h 43m1 stop
$1,582United Airlines
Find Deal
Sat, 4 Oct - Tue, 23 Dec
Qantas Airways Logo
17:45 - 23:59SYD-ORD
23h 14m1 stop
Qantas Airways Logo
12:25 - 06:10ORD-SYD
24h 45m1 stop
$1,586Qantas Airways
Find Deal
Wed, 26 Nov - Tue, 27 Jan

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
8 Nov
SYD11:20Sydney Kingsford Smith
44h 50m
2 stops
ORD15:10Chicago O'Hare Intl
22 Nov
ORD15:40Chicago O'Hare Intl
24h 55m
1 stop
SYD09:35Sydney Kingsford Smith
$1,303
Find similar
Air Canada
6 Oct
SYD10:20Sydney Kingsford Smith
20h 40m
1 stop
ORD15:00Chicago O'Hare Intl
25 Dec
ORD08:00Chicago O'Hare Intl
29h 55m
2 stops
SYD06:55Sydney Kingsford Smith
$1,307
Find similar
Air Canada
8 Nov
SYD11:20Sydney Kingsford Smith
25h 10m
2 stops
ORD19:30Chicago O'Hare Intl
22 Nov
ORD08:00Chicago O'Hare Intl
32h 35m
2 stops
SYD09:35Sydney Kingsford Smith
$1,316
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
8 Oct
SYD09:55Sydney Kingsford Smith
29h 17m
2 stops
ORD23:12Chicago O'Hare Intl
29 Oct
ORD15:40Chicago O'Hare Intl
26h 50m
2 stops
SYD10:30Sydney Kingsford Smith
$1,498
Find similar
Air New Zealand
1 Nov
SYD11:45Sydney Kingsford Smith
24h 40m
2 stops
ORD20:25Chicago O'Hare Intl
15 Nov
ORD14:30Chicago O'Hare Intl
27h 00m
2 stops
SYD10:30Sydney Kingsford Smith
$1,595
Find similar
Air New Zealand
30 Sept
SYD07:45Sydney Kingsford Smith
26h 55m
2 stops
ORD19:40Chicago O'Hare Intl
12 Nov
ORD14:35Chicago O'Hare Intl
25h 10m
2 stops
SYD08:45Sydney Kingsford Smith
$1,607
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 16 September 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

Sat 8/11

11:20-15:10

2 stops44h 50m

Chicago O'Hare Intl

Sat 22/11

15:40-09:35

1 stop24h 55m

$1,303

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 6/10

10:20-15:00

1 stop20h 40m

Chicago O'Hare Intl

Thu 25/12

08:00-06:55

2 stops29h 55m

$1,307

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 31/10

14:15-23:00

2 stops24h 45m

Chicago O'Hare Intl

Fri 7/11

06:30-12:30

2 stops37h 00m

$1,420

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 30/9

09:10-15:51

1 stop21h 41m

Chicago O'Hare Intl

Wed 12/11

18:03-09:00

1 stop21h 57m

$1,421

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 15/11

12:10-19:01

2 stops23h 51m

Chicago O'Hare Intl

Sun 16/11

12:45-09:15

1 stop27h 30m

$1,439

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 31/10

14:15-23:00

2 stops24h 45m

Chicago O'Hare Intl

Fri 7/11

06:30-12:30

2 stops37h 00m

$1,441

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 30/9

09:10-17:18

2 stops23h 08m

Chicago O'Hare Intl

Wed 12/11

15:00-09:00

1 stop25h 00m

$1,481

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 4/10

09:10-21:22

1 stop27h 12m

Chicago O'Hare Intl

Tue 23/12

12:15-06:10

1 stop24h 55m

$1,580

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 4/10

09:30-17:05

2 stops22h 35m

Chicago O'Hare Intl

Tue 23/12

14:17-07:00

1 stop23h 43m

$1,582

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 26/11

17:45-23:59

1 stop23h 14m

Chicago O'Hare Intl

Tue 27/1

12:25-06:10

1 stop24h 45m

$1,586

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $1,078. 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 $1,121.

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 $1,821. The most expensive day to fly to Chicago O'Hare Intl Airport is Sunday, with ticket prices averaging around $2,217.

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 $1,477 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 $1,165 on momondo.

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

You could potentially save up to 34% 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

Direct flights

None
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.
Search flight deals

  • 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 $988Free cancellationRating
7.5
905 reviews
Search Qantas Airways flights
American AirlinesPriceFrom $1,170Free cancellationRating
7.2
10,000 reviews
Search American Airlines flights
Air CanadaPriceFrom $1,173Free cancellationRating
7.1
10,000 reviews
Search Air Canada flights
Air New ZealandPriceFrom $1,529Free cancellationRating
8.0
505 reviews
Search Air New Zealand flights
ANAPriceFrom $1,577Free cancellationRating
8.4
963 reviews
Search ANA flights
United AirlinesPriceFrom $1,628Free cancellationRating
7.4
8,929 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
Naperville

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.

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organise and travel with friends or family. Trips is free – and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 16/10
Thu 23/10
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago