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Cheap flights from Sydney to Chicago from $689

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 3/9. 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 - 05:50
SYD
-
ORD
31h 35m
2 stops
Multiple Airlines Logo
06:55 - 22:10
ORD
-
SYD
48h 15m
3 stops
$1,509Multiple Airlines
Fri, 1 May - Sat, 16 May
Multiple Airlines Logo
13:15 - 06:08
SYD
-
ORD
31h 53m
3 stops
Multiple Airlines Logo
12:40 - 11:50
ORD
-
SYD
32h 10m
3 stops
$1,514Multiple Airlines
Wed, 29 Apr - Tue, 5 May
Multiple Airlines Logo
13:15 - 23:27
SYD
-
ORD
25h 12m
2 stops
Multiple Airlines Logo
07:15 - 11:50
ORD
-
SYD
37h 35m
2 stops
$1,534Multiple Airlines
Tue, 28 Apr - Mon, 4 May
Multiple Airlines Logo
13:15 - 05:50
SYD
-
ORD
31h 35m
2 stops
Multiple Airlines Logo
12:40 - 22:10
ORD
-
SYD
42h 30m
3 stops
$1,536Multiple Airlines
Wed, 29 Apr - Tue, 5 May
Multiple Airlines Logo
13:15 - 05:59
SYD
-
ORD
31h 44m
2 stops
Multiple Airlines Logo
07:15 - 11:50
ORD
-
SYD
37h 35m
2 stops
$1,577Multiple Airlines
Sun, 24 May - Sun, 31 May
Multiple Airlines Logo
13:15 - 05:50
SYD
-
ORD
31h 35m
2 stops
Multiple Airlines Logo
12:40 - 22:10
ORD
-
SYD
42h 30m
3 stops
$1,603Multiple Airlines
Mon, 27 Apr - Tue, 12 May
Multiple Airlines Logo
13:15 - 20:53
SYD
-
ORD
46h 38m
3 stops
Multiple Airlines Logo
09:33 - 11:50
ORD
-
SYD
35h 17m
3 stops
$1,622Multiple Airlines
Thu, 30 Jul - Sat, 1 Aug
Multiple Airlines Logo
13:15 - 05:35
SYD
-
ORD
31h 20m
2 stops
Multiple Airlines Logo
07:15 - 11:50
ORD
-
SYD
37h 35m
2 stops
$1,630Multiple Airlines
Fri, 1 May - Sat, 16 May
Multiple Airlines Logo
06:00 - 06:08
SYD
-
ORD
39h 08m
3 stops
Multiple Airlines Logo
05:20 - 22:10
ORD
-
SYD
49h 50m
3 stops
$1,656Multiple Airlines
Tue, 28 Apr - Mon, 4 May
Multiple Airlines Logo
06:00 - 06:19
SYD
-
ORD
39h 19m
2 stops
Multiple Airlines Logo
06:55 - 22:10
ORD
-
SYD
48h 15m
3 stops
$1,661Multiple Airlines
Mon, 27 Jul - Tue, 4 Aug

ANA flights from Sydney to Chicago O'Hare Intl Airport

Our best ANA deals on Sydney to Chicago O'Hare Intl Airport flight tickets
ANA
10 July
SYD20:55Sydney Kingsford Smith
26h 45m
1 stop
ORD08:40Chicago O'Hare Intl
26 July
ORD08:46Chicago O'Hare Intl
43h 24m
2 stops
SYD19:10Sydney Kingsford Smith
$1,847
ANA
13 July
SYD20:55Sydney Kingsford Smith
26h 45m
1 stop
ORD08:40Chicago O'Hare Intl
10 Aug
ORD20:18Chicago O'Hare Intl
46h 07m
2 stops
SYD09:25Sydney Kingsford Smith
$1,900
ANA
9 June
SYD11:45Sydney Kingsford Smith
32h 06m
2 stops
ORD04:51Chicago O'Hare Intl
7 July
ORD17:45Chicago O'Hare Intl
34h 25m
1 stop
SYD19:10Sydney Kingsford Smith
$1,903

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

Our best Korean Air deals on Sydney to Chicago O'Hare Intl Airport flight tickets
Korean Air
14 Apr
SYD07:55Sydney Kingsford Smith
40h 45m
1 stop
ORD09:40Chicago O'Hare Intl
19 May
ORD12:20Chicago O'Hare Intl
27h 00m
1 stop
SYD06:20Sydney Kingsford Smith
$15,329
Korean Air
14 Apr
SYD07:55Sydney Kingsford Smith
40h 45m
1 stop
ORD09:40Chicago O'Hare Intl
19 May
ORD12:20Chicago O'Hare Intl
27h 00m
1 stop
SYD06:20Sydney Kingsford Smith
$15,398
Korean Air
14 Apr
SYD07:55Sydney Kingsford Smith
40h 45m
1 stop
ORD09:40Chicago O'Hare Intl
19 May
ORD12:20Chicago O'Hare Intl
27h 00m
1 stop
SYD06:20Sydney Kingsford Smith
$15,702

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 11 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

Fri 1/5

13:15-05:50

2 stops31h 35m

Chicago O'Hare Intl

Sat 16/5

06:55-22:10

3 stops48h 15m

$1,509

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 29/4

13:15-06:08

3 stops31h 53m

Chicago O'Hare Intl

Tue 5/5

12:40-11:50

3 stops32h 10m

$1,514
Fastest return journey

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 28/4

13:15-23:27

2 stops25h 12m

Chicago O'Hare Intl

Mon 4/5

07:15-11:50

2 stops37h 35m

$1,534

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 29/4

13:15-05:50

2 stops31h 35m

Chicago O'Hare Intl

Tue 5/5

12:40-22:10

3 stops42h 30m

$1,536

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 24/5

13:15-05:59

2 stops31h 44m

Chicago O'Hare Intl

Sun 31/5

07:15-11:50

2 stops37h 35m

$1,577

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 27/4

13:15-05:50

2 stops31h 35m

Chicago O'Hare Intl

Tue 12/5

12:40-22:10

3 stops42h 30m

$1,603

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 30/7

13:15-20:53

3 stops46h 38m

Chicago O'Hare Intl

Sat 1/8

09:33-11:50

3 stops35h 17m

$1,622

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 1/5

13:15-05:35

2 stops31h 20m

Chicago O'Hare Intl

Sat 16/5

07:15-11:50

2 stops37h 35m

$1,630

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 28/4

06:00-06:08

3 stops39h 08m

Chicago O'Hare Intl

Mon 4/5

05:20-22:10

3 stops49h 50m

$1,656

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 27/7

06:00-06:19

2 stops39h 19m

Chicago O'Hare Intl

Tue 4/8

06:55-22:10

3 stops48h 15m

$1,661

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 $1,325. If you are unable to visit Chicago O'Hare Intl Airport during the month of September, then departing from Sydney during the month October is also very affordable. Most momondo users find prices during this month for around $1,458.

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 $1,872 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 $1,396 on momondo.

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

You could potentially save up to 51% 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 94% 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 $1,071Free cancellationRating
7.1
10,916 reviews
Search Air Canada flights
American AirlinesPriceFrom $1,103Free cancellationRating
7.1
11,573 reviews
Search American Airlines flights
Qantas AirwaysPriceFrom $1,248Free cancellationRating
7.5
1,018 reviews
Search Qantas Airways flights
Air New ZealandPriceFrom $1,338Free cancellationRating
8.0
627 reviews
Search Air New Zealand flights
United AirlinesPriceFrom $1,398Free cancellationRating
7.4
9,569 reviews
Search United Airlines flights
ANAPriceFrom $1,485Free cancellationRating
8.4
1,171 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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