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Cheap flights from Sydney to Chicago from $456

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Sydney to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
11:20 am - 2:37 pmSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
20h 17m1 stop Vancouver Intl
Air Canada Logo
10:33 am - 9:35 amORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
30h 02m2 stops Montreal Pierre Elliott Trudeau Intl Vancouver Intl
$876Air Canada
Fri, Dec 25 - Thu, Dec 31
Air Canada Logo
11:20 am - 7:30 pmSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
25h 10m2 stops Vancouver Intl Denver Intl
Air Canada Logo
10:33 am - 9:35 amORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
30h 02m2 stops Montreal Pierre Elliott Trudeau Intl Vancouver Intl
$878Air Canada
Fri, Dec 25 - Thu, Dec 31
Air Canada Logo
11:20 am - 2:37 pmSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
20h 17m1 stop Vancouver Intl
Air Canada Logo
3:30 pm - 9:35 amORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
25h 05m1 stop Vancouver Intl
$882Air Canada
Fri, Dec 25 - Thu, Dec 31
Air Canada Logo
11:20 am - 2:37 pmSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
20h 17m1 stop Vancouver Intl
Air Canada Logo
1:55 pm - 9:35 amORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
26h 40m2 stops Montreal Pierre Elliott Trudeau Intl Vancouver Intl
$885Air Canada
Fri, Dec 25 - Thu, Dec 31
Air Canada Logo
11:20 am - 2:37 pmSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
20h 17m1 stop Vancouver Intl
Air Canada Logo
10:33 am - 9:35 amORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
30h 02m3 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl Vancouver Intl
$951Air Canada
Fri, Dec 25 - Thu, Dec 31
Philippine Airlines Logo
11:30 am - 4:55 pmSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
46h 25m1 stop Manila Ninoy Aquino Intl
Philippine Airlines Logo
10:45 pm - 9:50 amORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
42h 05m1 stop Manila Ninoy Aquino Intl
$1,004Philippine Airlines
Tue, Feb 2 - Fri, Mar 5
Philippine Airlines Logo
11:30 am - 4:55 pmSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
46h 25m1 stop Manila Ninoy Aquino Intl
Philippine Airlines Logo
10:45 pm - 9:50 amORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
42h 05m1 stop Manila Ninoy Aquino Intl
$1,025Philippine Airlines
Tue, Nov 10 - Wed, Nov 25
Philippine Airlines Logo
11:30 am - 4:55 pmSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
46h 25m1 stop Manila Ninoy Aquino Intl
Philippine Airlines Logo
10:45 pm - 9:50 amORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
42h 05m1 stop Manila Ninoy Aquino Intl
$1,113Philippine Airlines
Tue, Feb 2 - Wed, Feb 10
Qantas Airways Logo
11:10 am - 4:05 pmSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
21h 55m1 stop Los Angeles
Qantas Airways Logo
3:25 pm - 6:25 amORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
22h 00m1 stop Los Angeles
$1,185Qantas Airways
Wed, Nov 11 - Thu, Nov 26
Qantas Airways Logo
2:05 pm - 6:29 pmSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
21h 24m1 stop Dallas/Fort Worth
Qantas Airways Logo
3:59 pm - 6:55 amORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
21h 56m1 stop Dallas/Fort Worth
$1,219Qantas Airways
Sun, Feb 7 - Thu, Feb 18

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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
Dec 25
SYD11:20 amSydney Kingsford Smith
20h 17m
1 stop
ORD2:37 pmChicago O'Hare Intl
Dec 31
ORD3:30 pmChicago O'Hare Intl
25h 05m
1 stop
SYD9:35 amSydney Kingsford Smith
$882
Air Canada
Dec 25
SYD11:20 amSydney Kingsford Smith
20h 17m
1 stop
ORD2:37 pmChicago O'Hare Intl
Dec 31
ORD1:55 pmChicago O'Hare Intl
26h 40m
2 stops
SYD9:35 amSydney Kingsford Smith
$885
Air Canada
Dec 25
SYD11:20 amSydney Kingsford Smith
20h 17m
1 stop
ORD2:37 pmChicago O'Hare Intl
Dec 31
ORD10:33 amChicago O'Hare Intl
30h 02m
3 stops
SYD9:35 amSydney Kingsford Smith
$951

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

Our best Philippine Airlines deals on Sydney to Chicago O'Hare Intl Airport flight tickets
Philippine Airlines
Feb 2
SYD11:30 amSydney Kingsford Smith
46h 25m
1 stop
ORD4:55 pmChicago O'Hare Intl
Mar 5
ORD10:45 pmChicago O'Hare Intl
42h 05m
1 stop
SYD9:50 amSydney Kingsford Smith
$1,004
Philippine Airlines
Nov 10
SYD11:30 amSydney Kingsford Smith
46h 25m
1 stop
ORD4:55 pmChicago O'Hare Intl
Nov 25
ORD10:45 pmChicago O'Hare Intl
42h 05m
1 stop
SYD9:50 amSydney Kingsford Smith
$1,025
Philippine Airlines
Feb 2
SYD11:30 amSydney Kingsford Smith
46h 25m
1 stop
ORD4:55 pmChicago O'Hare Intl
Feb 10
ORD10:45 pmChicago O'Hare Intl
42h 05m
1 stop
SYD9:50 amSydney Kingsford Smith
$1,113

momondo Fare Finder

 
Use the filters below to find and compare flights from Sydney to Chicago O'Hare Intl Airport that are best for you.

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Route

Depart

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Price

Cheapest round-trip

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Fri 12/25

11:20 am-2:37 pm

1 stop20h 17m

Chicago O'Hare Intl

Thu 12/31

10:33 am-9:35 am

2 stops30h 02m

$876

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Fri 12/25

11:20 am-7:30 pm

2 stops25h 10m

Chicago O'Hare Intl

Thu 12/31

10:33 am-9:35 am

2 stops30h 02m

$878

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Fri 12/25

11:20 am-2:37 pm

1 stop20h 17m

Chicago O'Hare Intl

Thu 12/31

3:30 pm-9:35 am

1 stop25h 05m

$882

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Fri 12/25

11:20 am-2:37 pm

1 stop20h 17m

Chicago O'Hare Intl

Thu 12/31

1:55 pm-9:35 am

2 stops26h 40m

$885

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Fri 12/25

11:20 am-2:37 pm

1 stop20h 17m

Chicago O'Hare Intl

Thu 12/31

10:33 am-9:35 am

3 stops30h 02m

$951

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Tue 2/2

11:30 am-4:55 pm

1 stop46h 25m

Chicago O'Hare Intl

Fri 3/5

10:45 pm-9:50 am

1 stop42h 05m

$1,004

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Tue 11/10

11:30 am-4:55 pm

1 stop46h 25m

Chicago O'Hare Intl

Wed 11/25

10:45 pm-9:50 am

1 stop42h 05m

$1,025

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Tue 2/2

11:30 am-4:55 pm

1 stop46h 25m

Chicago O'Hare Intl

Wed 2/10

10:45 pm-9:50 am

1 stop42h 05m

$1,113

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Wed 11/11

11:10 am-4:05 pm

1 stop21h 55m

Chicago O'Hare Intl

Thu 11/26

3:25 pm-6:25 am

1 stop22h 00m

$1,185
Quickest round-trip

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Sun 2/7

2:05 pm-6:29 pm

1 stop21h 24m

Chicago O'Hare Intl

Thu 2/18

3:59 pm-6:55 am

1 stop21h 56m

$1,219

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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2

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?

Prices are currently low for flights on this route.

Typical prices usually range from $944 to $1,424.
The lowest price recently found on this route was $882.

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

The month of June is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Sydney averaging around $1,130.

How far in advance should I book a flight from Sydney 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 $1,463 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 $875 on momondo.

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

You could potentially save up to 30% 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 October 2026, prices for Sydney to Chicago O'Hare Intl Airport flights are approximately 38% 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 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

Best Price Found

$456

Fastest flight time

26h 31m

Direct flights

None
The best one-way flight to Chicago O'Hare Intl Airport from Sydney in the past 72 hours is $456. The best round-trip flight deal from Sydney to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $876.
The fastest flight from Sydney to Chicago O'Hare Intl Airport takes 26h 31m
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?

    A flight from Sydney Kingsford Smith to Chicago O'Hare Intl will travel around 9224.8 mi. 26h 31m 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 $970Free CancellationRating
7.5
1,118 reviews
Search Qantas Airways flights

Traveling to a place near Chicago?

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

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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