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Cheap flights from New South Wales to Chicago from $869

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 13/2. 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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Cheap return flights

Enter your travel dates to find the best prices.
Air Canada Logo
09:20 - 14:43SYD-ORD
20h 23m1 stop
Air Canada Logo
08:40 - 07:20ORD-SYD
31h 40m3 stops
$1,545Air Canada
Find Deal
Wed, 29 Apr - Thu, 14 May
Air Canada Logo
15:00 - 14:41SYD-ORD
40h 41m2 stops
Air Canada Logo
15:35 - 14:40ORD-SYD
30h 05m2 stops
$1,552Air Canada
Find Deal
Sat, 17 Jan - Fri, 23 Jan
American Airlines Logo
09:10 - 17:24SYD-ORD
23h 14m1 stop
American Airlines Logo
22:17 - 07:05ORD-SYD
41h 48m1 stop
$1,554American Airlines
Find Deal
Sat, 16 May - Sat, 6 Jun
American Airlines Logo
09:10 - 17:34SYD-ORD
23h 24m2 stops
American Airlines Logo
15:17 - 07:05ORD-SYD
24h 48m1 stop
$1,555American Airlines
Find Deal
Fri, 1 May - Wed, 13 May
American Airlines Logo
09:10 - 13:55SYD-ORD
19h 45m1 stop
American Airlines Logo
22:17 - 07:05ORD-SYD
41h 48m1 stop
$1,560American Airlines
Find Deal
Sat, 16 May - Sat, 6 Jun
American Airlines Logo
17:50 - 00:41SYD-ORD
21h 51m2 stops
American Airlines Logo
19:29 - 07:05ORD-SYD
20h 36m1 stop
$1,566American Airlines
Find Deal
Sat, 2 May - Tue, 12 May
Air Canada Logo
09:20 - 23:57SYD-ORD
29h 37m2 stops
Air Canada Logo
15:40 - 07:20ORD-SYD
24h 40m1 stop
$1,574Air Canada
Find Deal
Fri, 1 May - Fri, 15 May
Qantas Airways Logo
16:55 - 17:09OOL-ORD
40h 14m2 stops
Qantas Airways Logo
15:10 - 09:40ORD-OOL
26h 30m2 stops
$2,036Qantas Airways
Find Deal
Mon, 12 Jan - Mon, 19 Jan
Qantas Airways Logo
06:00 - 12:25OOL-ORD
46h 25m2 stops
Qantas Airways Logo
15:10 - 09:40ORD-OOL
26h 30m2 stops
$2,236Qantas Airways
Find Deal
Sun, 11 Jan - Sun, 18 Jan
Virgin Australia Logo
18:40 - 14:53OOL-ORD
36h 13m3 stops
Virgin Australia Logo
14:40 - 08:40ORD-OOL
26h 00m2 stops
$2,923Virgin Australia
Find Deal
Mon, 12 Jan - Mon, 19 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
29 Apr
SYD09:20Sydney Kingsford Smith
20h 23m
1 stop
ORD14:43Chicago O'Hare Intl
14 May
ORD08:40Chicago O'Hare Intl
31h 40m
3 stops
SYD07:20Sydney Kingsford Smith
$1,545
Find similar
Air Canada
1 May
SYD09:20Sydney Kingsford Smith
29h 37m
2 stops
ORD23:57Chicago O'Hare Intl
15 May
ORD07:10Chicago O'Hare Intl
33h 10m
2 stops
SYD07:20Sydney Kingsford Smith
$1,552
Find similar
Air Canada
1 May
SYD09:20Sydney Kingsford Smith
29h 37m
2 stops
ORD23:57Chicago O'Hare Intl
15 May
ORD15:40Chicago O'Hare Intl
24h 40m
1 stop
SYD07:20Sydney Kingsford Smith
$1,574
Find similar

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
16 May
SYD09:10Sydney Kingsford Smith
23h 14m
1 stop
ORD17:24Chicago O'Hare Intl
6 June
ORD22:17Chicago O'Hare Intl
41h 48m
1 stop
SYD07:05Sydney Kingsford Smith
$1,554
Find similar
American Airlines
1 May
SYD09:10Sydney Kingsford Smith
23h 24m
2 stops
ORD17:34Chicago O'Hare Intl
13 May
ORD15:17Chicago O'Hare Intl
24h 48m
1 stop
SYD07:05Sydney Kingsford Smith
$1,555
Find similar
American Airlines
16 May
SYD09:10Sydney Kingsford Smith
19h 45m
1 stop
ORD13:55Chicago O'Hare Intl
6 June
ORD22:17Chicago O'Hare Intl
41h 48m
1 stop
SYD07:05Sydney Kingsford Smith
$1,560
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 29 November 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

Wed 29/4

09:20-14:43

1 stop20h 23m

Chicago O'Hare Intl

Thu 14/5

08:40-07:20

3 stops31h 40m

$1,545

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 17/1

15:00-14:41

2 stops40h 41m

Chicago O'Hare Intl

Fri 23/1

15:35-14:40

2 stops30h 05m

$1,552

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 16/5

09:10-17:24

1 stop23h 14m

Chicago O'Hare Intl

Sat 6/6

22:17-07:05

1 stop41h 48m

$1,554

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 1/5

09:10-17:34

2 stops23h 24m

Chicago O'Hare Intl

Wed 13/5

15:17-07:05

1 stop24h 48m

$1,555

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 16/5

09:10-13:55

1 stop19h 45m

Chicago O'Hare Intl

Sat 6/6

22:17-07:05

1 stop41h 48m

$1,560

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 2/5

17:50-00:41

2 stops21h 51m

Chicago O'Hare Intl

Tue 12/5

19:29-07:05

1 stop20h 36m

$1,566

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 1/5

09:20-23:57

2 stops29h 37m

Chicago O'Hare Intl

Fri 15/5

15:40-07:20

1 stop24h 40m

$1,574

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Mon 12/1

16:55-17:09

2 stops40h 14m

Chicago O'Hare Intl

Mon 19/1

15:10-09:40

2 stops26h 30m

$2,036

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Sun 11/1

06:00-12:25

2 stops46h 25m

Chicago O'Hare Intl

Sun 18/1

15:10-09:40

2 stops26h 30m

$2,236

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Mon 12/1

18:40-14:53

3 stops36h 13m

Chicago O'Hare Intl

Mon 19/1

14:40-08:40

2 stops26h 00m

$2,923

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 $1,110. 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 $1,135.

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 $1,856. The most expensive day to fly to Chicago O'Hare Intl Airport is Sunday, with ticket prices averaging around $2,260.

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 $1,764. In contrast, the most expensive time of day to depart to Chicago O'Hare Intl Airport is in the morning when prices are around $2,000.

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 $1,492 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 $1,187 on momondo.

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

You could potentially save up to 66% 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 38m

Direct flights

None
The fastest flight from New South Wales to Chicago O'Hare Intl Airport takes 19h 38m
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.
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  • 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 $1,006Free cancellationRating
7.5
946 reviews
Search Qantas Airways flights
American AirlinesPriceFrom $1,193Free cancellationRating
7.2
11,043 reviews
Search American Airlines flights
Air CanadaPriceFrom $1,195Free cancellationRating
7.1
10,484 reviews
Search Air Canada flights
Air New ZealandPriceFrom $1,447Free cancellationRating
8.0
538 reviews
Search Air New Zealand flights
ANAPriceFrom $1,607Free cancellationRating
8.4
1,014 reviews
Search ANA flights
United AirlinesPriceFrom $1,631Free cancellationRating
7.4
9,057 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

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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