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Cheap flights from Sydney to Chicago from $619

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 5/17. 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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0 bags

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Cheap round-trip flights

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Air Canada Logo
9:20 am - 4:35 pm
SYD
-
ORD
22h 15m
2 stops
Air Canada Logo
3:40 pm - 7:20 am
ORD
-
SYD
24h 40m
1 stop
$902Air Canada
Mon, Apr 20 - Thu, Apr 30
Air Canada Logo
9:20 am - 8:05 pm
SYD
-
ORD
25h 45m
2 stops
Air Canada Logo
9:50 am - 7:20 am
ORD
-
SYD
30h 30m
2 stops
$906Air Canada
Mon, Apr 20 - Thu, Apr 30
Air Canada Logo
9:20 am - 8:08 pm
SYD
-
ORD
49h 48m
2 stops
Air Canada Logo
3:40 pm - 7:20 am
ORD
-
SYD
24h 40m
1 stop
$930Air Canada
Thu, Apr 30 - Thu, May 7
Air Canada Logo
9:20 am - 8:00 am
SYD
-
ORD
37h 40m
2 stops
Air Canada Logo
9:20 pm - 7:20 am
ORD
-
SYD
43h 00m
2 stops
$945Air Canada
Wed, Apr 22 - Sun, Apr 26
Air Canada Logo
9:20 am - 8:15 pm
SYD
-
ORD
25h 55m
1 stop
Air Canada Logo
3:40 pm - 7:20 am
ORD
-
SYD
24h 40m
1 stop
$948Air Canada
Thu, Apr 30 - Thu, May 7
Air Canada Logo
9:20 am - 2:45 pm
SYD
-
ORD
20h 25m
1 stop
Air Canada Logo
9:20 pm - 7:20 am
ORD
-
SYD
43h 00m
2 stops
$964Air Canada
Wed, Apr 22 - Sun, Apr 26
Multiple Airlines Logo
1:15 pm - 5:35 am
SYD
-
ORD
31h 20m
2 stops
Multiple Airlines Logo
5:15 am - 11:50 am
ORD
-
SYD
39h 35m
2 stops
$990Multiple Airlines
Sun, Apr 26 - Sun, May 3
Multiple Airlines Logo
1:15 pm - 11:27 pm
SYD
-
ORD
25h 12m
2 stops
Multiple Airlines Logo
7:30 am - 11:50 am
ORD
-
SYD
37h 20m
2 stops
$1,002Multiple Airlines
Tue, Apr 28 - Tue, May 5
Air New Zealand Logo
11:55 am - 11:16 pm
SYD
-
ORD
26h 21m
2 stops
Air New Zealand Logo
3:47 pm - 8:45 am
ORD
-
SYD
25h 58m
2 stops
$1,006Air New Zealand
Tue, Jun 2 - Fri, Jun 19
Air Canada Logo
9:20 am - 8:15 pm
SYD
-
ORD
25h 55m
1 stop
Air Canada Logo
3:40 pm - 7:20 am
ORD
-
SYD
24h 40m
1 stop
$1,009Air Canada
Wed, Apr 22 - Sun, Apr 26

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
Apr 20
SYD9:20 amSydney Kingsford Smith
22h 15m
2 stops
ORD4:35 pmChicago O'Hare Intl
Apr 30
ORD3:40 pmChicago O'Hare Intl
24h 40m
1 stop
SYD7:20 amSydney Kingsford Smith
$902
Air Canada
Apr 20
SYD9:20 amSydney Kingsford Smith
25h 45m
2 stops
ORD8:05 pmChicago O'Hare Intl
Apr 30
ORD9:50 amChicago O'Hare Intl
30h 30m
2 stops
SYD7:20 amSydney Kingsford Smith
$906
Air Canada
Apr 30
SYD9:20 amSydney Kingsford Smith
49h 48m
2 stops
ORD8:08 pmChicago O'Hare Intl
May 7
ORD3:40 pmChicago O'Hare Intl
24h 40m
1 stop
SYD7:20 amSydney Kingsford Smith
$930

American Airlines flights from Sydney to Chicago O'Hare Intl Airport

Our best American Airlines deals on Sydney to Chicago O'Hare Intl Airport flight tickets
American Airlines
Jun 20
SYD9:10 amSydney Kingsford Smith
37h 05m
1 stop
ORD7:15 amChicago O'Hare Intl
Jul 18
ORD10:30 pmChicago O'Hare Intl
41h 35m
1 stop
SYD7:05 amSydney Kingsford Smith
$1,196
American Airlines
Jun 26
SYD5:50 pmSydney Kingsford Smith
21h 09m
1 stop
ORD11:59 pmChicago O'Hare Intl
Jul 25
ORD5:19 pmChicago O'Hare Intl
22h 46m
2 stops
SYD7:05 amSydney Kingsford Smith
$1,256
American Airlines
Mar 24
SYD11:20 amSydney Kingsford Smith
22h 25m
1 stop
ORD5:45 pmChicago O'Hare Intl
Apr 12
ORD8:57 amChicago O'Hare Intl
31h 08m
1 stop
SYD7:05 amSydney Kingsford Smith
$4,350

momondo Fare Finder

 
Customize 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 832,500 searches. Data last updated March 17, 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 round-trip
Quickest round-trip

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 4/20

9:20 am-4:35 pm

2 stops22h 15m

Chicago O'Hare Intl

Thu 4/30

3:40 pm-7:20 am

1 stop24h 40m

$902

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 4/20

9:20 am-8:05 pm

2 stops25h 45m

Chicago O'Hare Intl

Thu 4/30

9:50 am-7:20 am

2 stops30h 30m

$906

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 4/30

9:20 am-8:08 pm

2 stops49h 48m

Chicago O'Hare Intl

Thu 5/7

3:40 pm-7:20 am

1 stop24h 40m

$930

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 4/22

9:20 am-8:00 am

2 stops37h 40m

Chicago O'Hare Intl

Sun 4/26

9:20 pm-7:20 am

2 stops43h 00m

$945

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 4/30

9:20 am-8:15 pm

1 stop25h 55m

Chicago O'Hare Intl

Thu 5/7

3:40 pm-7:20 am

1 stop24h 40m

$948

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 4/22

9:20 am-2:45 pm

1 stop20h 25m

Chicago O'Hare Intl

Sun 4/26

9:20 pm-7:20 am

2 stops43h 00m

$964

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 4/26

1:15 pm-5:35 am

2 stops31h 20m

Chicago O'Hare Intl

Sun 5/3

5:15 am-11:50 am

2 stops39h 35m

$990

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 4/28

1:15 pm-11:27 pm

2 stops25h 12m

Chicago O'Hare Intl

Tue 5/5

7:30 am-11:50 am

2 stops37h 20m

$1,002

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 6/2

11:55 am-11:16 pm

2 stops26h 21m

Chicago O'Hare Intl

Fri 6/19

3:47 pm-8:45 am

2 stops25h 58m

$1,006

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 4/22

9:20 am-8:15 pm

1 stop25h 55m

Chicago O'Hare Intl

Sun 4/26

3:40 pm-7:20 am

1 stop24h 40m

$1,009

Flights are sorted by cheapest round-trip 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 November is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Sydney averaging around $1,041.

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 $1,279 when searching weeks out. 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 $838 on momondo.

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

You could potentially save up to 20% 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 March 2026, prices for Sydney to Chicago O'Hare Intl Airport flights are approximately 26% 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 round-trip 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

22h 42m

Direct flights

None
The fastest flight from Sydney to Chicago O'Hare Intl Airport takes 22h 42m
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?

    A flight from Sydney Kingsford Smith to Chicago O'Hare Intl will travel around 9224.8 mi. 22h 42m is a normal flight duration for this route.

  • 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 are refreshed on a daily basis.

  • 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 license 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 $759Free CancellationRating
7.5
1,004 reviews
Search Qantas Airways flights
United AirlinesPriceFrom $795Free CancellationRating
7.4
9,429 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
New Buffalo
Orland Park
Kenosha
Oak Brook
Joliet
Racine
Janesville
Hammond
Aurora
Tinley Park
Elgin
South Holland

Why use momondo?

Why should I use momondo to find a flight deal from Sydney to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Sydney to Chicago for you.

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

Yes. momondo enables you to select and highlight flights to Chicago from Sydney with this policy.

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

Once all potential Sydney to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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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