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Cheap flights from Sydney to Chicago from $696

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Sydney 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.
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Cheap return flights

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Air New Zealand Logo
09:55 - 22:59
SYD
-
ORD
30h 04m
2 stops
Air New Zealand Logo
14:30 - 10:40
ORD
-
SYD
29h 10m
2 stops
$1,515Air New Zealand
Tue, 17 Feb - Tue, 5 May
Air New Zealand Logo
09:55 - 21:26
SYD
-
ORD
28h 31m
2 stops
Air New Zealand Logo
16:00 - 10:30
ORD
-
SYD
25h 30m
2 stops
$1,559Air New Zealand
Sun, 8 Feb - Mon, 23 Feb
Air Canada Logo
11:20 - 14:41
SYD
-
ORD
20h 21m
1 stop
Air Canada Logo
14:01 - 08:35
ORD
-
SYD
26h 34m
2 stops
$1,562Air Canada
Thu, 5 Mar - Thu, 12 Mar
Air Canada Logo
11:20 - 20:10
SYD
-
ORD
49h 50m
2 stops
Air Canada Logo
07:15 - 09:35
ORD
-
SYD
33h 20m
2 stops
$1,568Air Canada
Wed, 18 Feb - Wed, 25 Feb
Air Canada Logo
11:20 - 16:45
SYD
-
ORD
22h 25m
2 stops
Air Canada Logo
15:35 - 09:35
ORD
-
SYD
25h 00m
1 stop
$1,571Air Canada
Wed, 18 Feb - Wed, 25 Feb
Air Canada Logo
08:30 - 14:41
SYD
-
ORD
23h 11m
2 stops
Air Canada Logo
15:35 - 09:35
ORD
-
SYD
25h 00m
1 stop
$1,577Air Canada
Mon, 9 Feb - Tue, 24 Feb
Air New Zealand Logo
11:45 - 20:23
SYD
-
ORD
24h 38m
2 stops
Air New Zealand Logo
14:35 - 10:30
ORD
-
SYD
27h 55m
2 stops
$1,595Air New Zealand
Tue, 17 Mar - Tue, 24 Mar
Multiple Airlines Logo
14:00 - 04:49
SYD
-
ORD
30h 49m
2 stops
Multiple Airlines Logo
19:39 - 07:25
ORD
-
SYD
43h 46m
1 stop
$1,602Multiple Airlines
Tue, 17 Mar - Tue, 24 Mar
Air Canada Logo
11:20 - 14:41
SYD
-
ORD
20h 21m
1 stop
Air Canada Logo
15:35 - 09:35
ORD
-
SYD
25h 00m
1 stop
$1,622Air Canada
Sun, 8 Feb - Mon, 23 Feb
Air Canada Logo
11:20 - 14:41
SYD
-
ORD
20h 21m
1 stop
Air Canada Logo
07:25 - 08:35
ORD
-
SYD
33h 10m
2 stops
$1,626Air Canada
Thu, 5 Mar - Thu, 12 Mar

Air New Zealand flights from Sydney to Chicago O'Hare Intl Airport

Our best Air New Zealand deals on Sydney to Chicago O'Hare Intl Airport flight tickets
Air New Zealand
17 Feb
SYD09:55Sydney Kingsford Smith
30h 04m
2 stops
ORD22:59Chicago O'Hare Intl
5 May
ORD14:30Chicago O'Hare Intl
29h 10m
2 stops
SYD10:40Sydney Kingsford Smith
$1,515
Air New Zealand
17 Mar
SYD11:45Sydney Kingsford Smith
24h 38m
2 stops
ORD20:23Chicago O'Hare Intl
24 Mar
ORD14:35Chicago O'Hare Intl
27h 55m
2 stops
SYD10:30Sydney Kingsford Smith
$1,595
Air New Zealand
7 Feb
SYD11:45Sydney Kingsford Smith
25h 40m
2 stops
ORD20:25Chicago O'Hare Intl
27 Feb
ORD12:55Chicago O'Hare Intl
26h 50m
2 stops
SYD08:45Sydney Kingsford Smith
$1,641

Qantas Airways flights from Sydney to Chicago O'Hare Intl Airport

Our best Qantas Airways deals on Sydney to Chicago O'Hare Intl Airport flight tickets
Qantas Airways
20 Feb
SYD11:20Sydney Kingsford Smith
20h 33m
1 stop
ORD14:53Chicago O'Hare Intl
8 Mar
ORD19:29Chicago O'Hare Intl
21h 31m
1 stop
SYD09:00Sydney Kingsford Smith
$1,654
Qantas Airways
20 Feb
SYD11:20Sydney Kingsford Smith
20h 33m
1 stop
ORD14:53Chicago O'Hare Intl
6 Mar
ORD20:45Chicago O'Hare Intl
43h 15m
1 stop
SYD09:00Sydney Kingsford Smith
$1,921
Qantas Airways
16 May
SYD09:10Sydney Kingsford Smith
20h 06m
1 stop
ORD14:16Chicago O'Hare Intl
6 June
ORD19:00Chicago O'Hare Intl
21h 05m
1 stop
SYD07:05Sydney Kingsford Smith
$2,011

momondo Fare Finder

 
Customise your flight search to find flights from Sydney 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 22 January 2026.
Use the filters below to find and compare flights from Sydney 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

Tue 17/2

09:55-22:59

2 stops30h 04m

Chicago O'Hare Intl

Tue 5/5

14:30-10:40

2 stops29h 10m

$1,515

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 8/2

09:55-21:26

2 stops28h 31m

Chicago O'Hare Intl

Mon 23/2

16:00-10:30

2 stops25h 30m

$1,559

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 5/3

11:20-14:41

1 stop20h 21m

Chicago O'Hare Intl

Thu 12/3

14:01-08:35

2 stops26h 34m

$1,562

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 18/2

11:20-20:10

2 stops49h 50m

Chicago O'Hare Intl

Wed 25/2

07:15-09:35

2 stops33h 20m

$1,568

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 18/2

11:20-16:45

2 stops22h 25m

Chicago O'Hare Intl

Wed 25/2

15:35-09:35

1 stop25h 00m

$1,571

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 9/2

08:30-14:41

2 stops23h 11m

Chicago O'Hare Intl

Tue 24/2

15:35-09:35

1 stop25h 00m

$1,577

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 17/3

11:45-20:23

2 stops24h 38m

Chicago O'Hare Intl

Tue 24/3

14:35-10:30

2 stops27h 55m

$1,595

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 17/3

14:00-04:49

2 stops30h 49m

Chicago O'Hare Intl

Tue 24/3

19:39-07:25

1 stop43h 46m

$1,602

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 8/2

11:20-14:41

1 stop20h 21m

Chicago O'Hare Intl

Mon 23/2

15:35-09:35

1 stop25h 00m

$1,622

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 5/3

11:20-14:41

1 stop20h 21m

Chicago O'Hare Intl

Thu 12/3

07:25-08:35

2 stops33h 10m

$1,626

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 Sydney 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 Sydney, with most prices found around $1,059. If you are unable to visit Chicago O'Hare Intl Airport during the month of February, then departing from Sydney during the month March is also very affordable. Most momondo users find prices during this month for around $1,099.

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 Sydney when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $1,413 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 Sydney for as low as $1,128 on momondo.

Can stopping save me money on Sydney to Chicago O'Hare Intl Airport flights?

You could potentially save up to 65% on your flight if you consider stops on a Sydney to Chicago O'Hare Intl Airport flight.

How have Sydney to Chicago O'Hare Intl Airport flight prices changed over time?

As of January 2026, prices for Sydney to Chicago O'Hare Intl Airport flights are approximately 46% cheaper when compared to flights at the same time last year.

When to book flights from Sydney to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Sydney to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap Sydney to Chicago O'Hare Intl Airport (SYD to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Sydney to Chicago O'Hare Intl Airport

Fastest flight time

19h 45m

Direct flights

None
The fastest flight from Sydney to Chicago O'Hare Intl Airport takes 19h 45m
There are no direct flights from Sydney to Chicago O'Hare Intl Airport. There are no popular flight routes from Sydney to Chicago O'Hare Intl Airport.
Search flight deals

  • How far is Sydney Kingsford Smith to Chicago O'Hare Intl by plane?

    There are 14845.8 km between Sydney Kingsford Smith and Chicago O'Hare Intl. Flights usually cover this in 19h 45m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Sydney Kingsford Smith Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Sydney Kingsford Smith Airport to Chicago O'Hare Intl Airport refresh daily.

  • How many operators does momondo search for flights from Sydney Kingsford Smith Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Sydney Kingsford Smith Airport to Chicago O'Hare Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Sydney Kingsford Smith Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's licence and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Sydney to Chicago O'Hare Intl Airport?

Best airlines flying from Sydney to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Sydney to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free cancellation
Price
Qantas AirwaysPriceFrom $961Free cancellationRating
7.5
973 reviews
Search Qantas Airways flights
American AirlinesPriceFrom $1,155Free cancellationRating
7.2
11,173 reviews
Search American Airlines flights
Air CanadaPriceFrom $1,157Free cancellationRating
7.1
10,646 reviews
Search Air Canada flights
Air New ZealandPriceFrom $1,401Free cancellationRating
8.0
573 reviews
Search Air New Zealand flights
United AirlinesPriceFrom $1,464Free cancellationRating
7.4
9,191 reviews
Search United Airlines flights
ANAPriceFrom $1,556Free cancellationRating
8.4
1,077 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 Sydney to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Sydney to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Sydney to Chicago with flexible booking policies on momondo?

Flights from Sydney to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Sydney to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Sydney to Chicago.

I’m not ready to book a flight from Sydney to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Sydney to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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