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Cheap flights from Sydney to Chicago from $742

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 19/8. 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

Enter your travel dates to find the best prices.
Multiple Airlines Logo
13:15 - 10:02
SYD
-
ORD
35h 47m
3 stops
Multiple Airlines Logo
12:40 - 11:50
ORD
-
SYD
32h 10m
3 stops
$1,506Multiple Airlines
Tue, 21 Apr - Wed, 6 May
Multiple Airlines Logo
13:15 - 23:13
SYD
-
ORD
48h 58m
3 stops
Multiple Airlines Logo
06:55 - 11:50
ORD
-
SYD
37h 55m
3 stops
$1,675Multiple Airlines
Tue, 12 May - Tue, 19 May
Multiple Airlines Logo
06:00 - 23:27
SYD
-
ORD
32h 27m
2 stops
Multiple Airlines Logo
08:00 - 11:50
ORD
-
SYD
36h 50m
2 stops
$1,720Multiple Airlines
Fri, 17 Apr - Sat, 2 May
Multiple Airlines Logo
13:15 - 23:27
SYD
-
ORD
25h 12m
2 stops
Multiple Airlines Logo
05:15 - 11:50
ORD
-
SYD
39h 35m
2 stops
$1,726Multiple Airlines
Mon, 27 Apr - Sun, 3 May
Multiple Airlines Logo
17:50 - 06:39
SYD
-
ORD
27h 49m
1 stop
Multiple Airlines Logo
20:46 - 07:30
ORD
-
SYD
43h 44m
1 stop
$1,733Multiple Airlines
Tue, 19 May - Tue, 26 May
Multiple Airlines Logo
17:50 - 05:50
SYD
-
ORD
27h 00m
1 stop
Multiple Airlines Logo
05:15 - 11:50
ORD
-
SYD
39h 35m
2 stops
$1,740Multiple Airlines
Mon, 27 Apr - Sun, 3 May
Multiple Airlines Logo
17:50 - 06:39
SYD
-
ORD
27h 49m
1 stop
Multiple Airlines Logo
09:30 - 11:50
ORD
-
SYD
35h 20m
2 stops
$1,749Multiple Airlines
Tue, 19 May - Sat, 30 May
Multiple Airlines Logo
17:50 - 06:39
SYD
-
ORD
27h 49m
1 stop
Multiple Airlines Logo
12:40 - 11:50
ORD
-
SYD
32h 10m
2 stops
$1,752Multiple Airlines
Tue, 12 May - Tue, 19 May
Multiple Airlines Logo
17:50 - 06:39
SYD
-
ORD
27h 49m
1 stop
Multiple Airlines Logo
08:00 - 11:50
ORD
-
SYD
36h 50m
2 stops
$1,759Multiple Airlines
Tue, 19 May - Tue, 26 May
Multiple Airlines Logo
17:50 - 06:39
SYD
-
ORD
27h 49m
1 stop
Multiple Airlines Logo
08:00 - 11:50
ORD
-
SYD
36h 50m
2 stops
$1,761Multiple Airlines
Tue, 19 May - Tue, 26 May

Air Canada flights from Sydney to Chicago O'Hare Intl Airport

Our best Air Canada deals on Sydney to Chicago O'Hare Intl Airport flight tickets
Air Canada
19 May
SYD09:20Sydney Kingsford Smith
22h 41m
2 stops
ORD17:01Chicago O'Hare Intl
26 May
ORD08:45Chicago O'Hare Intl
31h 35m
2 stops
SYD07:20Sydney Kingsford Smith
$1,924
Air Canada
18 June
SYD09:20Sydney Kingsford Smith
20h 21m
1 stop
ORD14:41Chicago O'Hare Intl
7 July
ORD08:45Chicago O'Hare Intl
31h 35m
3 stops
SYD07:20Sydney Kingsford Smith
$1,935
Air Canada
19 May
SYD09:20Sydney Kingsford Smith
37h 40m
2 stops
ORD08:00Chicago O'Hare Intl
26 May
ORD11:05Chicago O'Hare Intl
29h 15m
3 stops
SYD07:20Sydney Kingsford Smith
$1,941

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 1 April 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

Cheapest return flight

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 21/4

13:15-10:02

3 stops35h 47m

Chicago O'Hare Intl

Wed 6/5

12:40-11:50

3 stops32h 10m

$1,506

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 12/5

13:15-23:13

3 stops48h 58m

Chicago O'Hare Intl

Tue 19/5

06:55-11:50

3 stops37h 55m

$1,675

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 17/4

06:00-23:27

2 stops32h 27m

Chicago O'Hare Intl

Sat 2/5

08:00-11:50

2 stops36h 50m

$1,720

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 27/4

13:15-23:27

2 stops25h 12m

Chicago O'Hare Intl

Sun 3/5

05:15-11:50

2 stops39h 35m

$1,726

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 19/5

17:50-06:39

1 stop27h 49m

Chicago O'Hare Intl

Tue 26/5

20:46-07:30

1 stop43h 44m

$1,733

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 27/4

17:50-05:50

1 stop27h 00m

Chicago O'Hare Intl

Sun 3/5

05:15-11:50

2 stops39h 35m

$1,740

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 19/5

17:50-06:39

1 stop27h 49m

Chicago O'Hare Intl

Sat 30/5

09:30-11:50

2 stops35h 20m

$1,749
Fastest return journey

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 12/5

17:50-06:39

1 stop27h 49m

Chicago O'Hare Intl

Tue 19/5

12:40-11:50

2 stops32h 10m

$1,752

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 19/5

17:50-06:39

1 stop27h 49m

Chicago O'Hare Intl

Tue 26/5

08:00-11:50

2 stops36h 50m

$1,759

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 19/5

17:50-06:39

1 stop27h 49m

Chicago O'Hare Intl

Tue 26/5

08:00-11:50

2 stops36h 50m

$1,761

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 typical price of a round-trip flight between Sydney and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of September is, on average, the cheapest month to fly to Chicago O'Hare Intl Airport from Sydney, with most prices found around $1,355. If you are unable to visit Chicago O'Hare Intl Airport during the month of September, then departing from Sydney during the month November is also very affordable. Most momondo users find prices during this month for around $1,515.

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 $1,861 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 $1,219 on momondo.

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

You could potentially save up to 1% 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 April 2026, prices for Sydney to Chicago O'Hare Intl Airport flights are approximately 2% more expensive 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

20h 11m

Direct flights

None
The fastest flight from Sydney to Chicago O'Hare Intl Airport takes 20h 11m
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

Frequently asked questions about flying from Sydney to Chicago O'Hare Intl Airport

  • 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 20h 11m, 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
Air CanadaPriceFrom $1,102Free cancellationRating
7.1
10,880 reviews
Search Air Canada flights
American AirlinesPriceFrom $1,135Free cancellationRating
7.1
11,551 reviews
Search American Airlines flights
Qantas AirwaysPriceFrom $1,260Free cancellationRating
7.5
1,016 reviews
Search Qantas Airways flights
Air New ZealandPriceFrom $1,377Free cancellationRating
8.0
623 reviews
Search Air New Zealand flights
United AirlinesPriceFrom $1,439Free cancellationRating
7.4
9,536 reviews
Search United Airlines flights
ANAPriceFrom $1,529Free cancellationRating
8.4
1,162 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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