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Cheap flights from Sydney to Chicago from $656

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.
Multiple Airlines Logo
1:15 pm - 12:45 amSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
26h 30m3 stops Nadi Los Angeles Dallas/Fort Worth
Multiple Airlines Logo
10:26 am - 11:50 amORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
34h 24m3 stops Atlanta Hartsfield-Jackson Los Angeles Nadi
$943Multiple Airlines
Thu, Sep 10 - Fri, Sep 25
Multiple Airlines Logo
2:15 pm - 5:16 amSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
31h 01m3 stops Nadi Los Angeles Las Vegas Harry Reid Intl
Multiple Airlines Logo
6:30 am - 12:35 pmORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
38h 05m3 stops Denver Intl Los Angeles Nadi
$989Multiple Airlines
Fri, Oct 9 - Sun, Oct 25
Multiple Airlines Logo
10:10 am - 5:16 amSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
35h 06m2 stops Los Angeles Las Vegas Harry Reid Intl
Multiple Airlines Logo
6:30 am - 9:00 amORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
34h 30m2 stops Denver Intl Los Angeles
$1,082Multiple Airlines
Mon, Oct 12 - Sun, Oct 25
Multiple Airlines Logo
9:30 am - 7:02 pmSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
48h 32m2 stops Los Angeles Las Vegas Harry Reid Intl
Multiple Airlines Logo
6:30 am - 7:00 amORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
33h 30m2 stops Denver Intl Ontario
$1,087Multiple Airlines
Thu, Sep 3 - Wed, Sep 16
Qantas Airways Logo
12:00 pm - 6:25 pmSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
21h 25m1 stop Dallas/Fort Worth
Qantas Airways Logo
8:23 am - 7:05 amORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
31h 42m1 stop Los Angeles
$1,541Qantas Airways
Sat, Sep 19 - Sat, Sep 26
Qantas Airways Logo
9:10 am - 8:00 pmSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
25h 50m1 stop Los Angeles
Qantas Airways Logo
7:03 pm - 7:05 amORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
21h 02m1 stop Los Angeles
$1,552Qantas Airways
Mon, Sep 7 - Tue, Sep 22
United Airlines Logo
11:50 am - 5:05 pmSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
22h 15m2 stops San Francisco Denver Intl
United Airlines Logo
9:35 pm - 7:00 amORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
40h 25m1 stop Houston George Bush Intcntl
$1,606United Airlines
Tue, Nov 3 - Mon, Nov 9
United Airlines Logo
9:15 am - 12:27 pmSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
20h 12m1 stop Houston George Bush Intcntl
United Airlines Logo
1:25 pm - 9:05 amORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
26h 40m2 stops San Francisco Los Angeles
$1,611United Airlines
Wed, Dec 2 - Tue, Jan 12
Qantas Airways Logo
9:10 am - 2:54 pmSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
20h 44m1 stop Los Angeles
Qantas Airways Logo
7:03 pm - 7:05 amORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
21h 02m1 stop Los Angeles
$1,611Qantas Airways
Fri, Sep 4 - Mon, Sep 21
United Airlines Logo
9:20 am - 11:26 pmSYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
31h 06m1 stop Houston George Bush Intcntl
United Airlines Logo
6:15 pm - 9:05 amORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
21h 50m1 stop Los Angeles
$1,611United Airlines
Mon, Nov 30 - Tue, Jan 12

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

Our best British Airways deals on Sydney to Chicago O'Hare Intl Airport flight tickets
British Airways
Sep 3
SYD12:00 pmSydney Kingsford Smith
21h 29m
1 stop
ORD6:29 pmChicago O'Hare Intl
Sep 16
ORD7:03 pmChicago O'Hare Intl
21h 02m
1 stop
SYD7:05 amSydney Kingsford Smith
$1,559
British Airways
Sep 3
SYD12:00 pmSydney Kingsford Smith
21h 29m
1 stop
ORD6:29 pmChicago O'Hare Intl
Sep 16
ORD7:03 pmChicago O'Hare Intl
21h 02m
1 stop
SYD7:05 amSydney Kingsford Smith
$1,575

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
Aug 24
SYD8:55 pmSydney Kingsford Smith
46h 50m
2 stops
ORD4:45 amChicago O'Hare Intl
Sep 7
ORD7:00 amChicago O'Hare Intl
35h 25m
2 stops
SYD9:25 amSydney Kingsford Smith
$1,883
ANA
Aug 24
SYD11:45 amSydney Kingsford Smith
32h 00m
2 stops
ORD4:45 amChicago O'Hare Intl
Sep 7
ORD5:45 pmChicago O'Hare Intl
24h 40m
1 stop
SYD9:25 amSydney Kingsford Smith
$1,931
ANA
Aug 24
SYD11:45 amSydney Kingsford Smith
32h 00m
2 stops
ORD4:45 amChicago O'Hare Intl
Sep 6
ORD5:00 pmChicago O'Hare Intl
35h 10m
2 stops
SYD7:10 pmSydney Kingsford Smith
$1,964

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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Price

Cheapest round-trip

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 9/10

1:15 pm-12:45 am

3 stops26h 30m

Chicago O'Hare Intl

Fri 9/25

10:26 am-11:50 am

3 stops34h 24m

$943

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Fri 10/9

2:15 pm-5:16 am

3 stops31h 01m

Chicago O'Hare Intl

Sun 10/25

6:30 am-12:35 pm

3 stops38h 05m

$989

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Mon 10/12

10:10 am-5:16 am

2 stops35h 06m

Chicago O'Hare Intl

Sun 10/25

6:30 am-9:00 am

2 stops34h 30m

$1,082

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 9/3

9:30 am-7:02 pm

2 stops48h 32m

Chicago O'Hare Intl

Wed 9/16

6:30 am-7:00 am

2 stops33h 30m

$1,087

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Sat 9/19

12:00 pm-6:25 pm

1 stop21h 25m

Chicago O'Hare Intl

Sat 9/26

8:23 am-7:05 am

1 stop31h 42m

$1,541

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Mon 9/7

9:10 am-8:00 pm

1 stop25h 50m

Chicago O'Hare Intl

Tue 9/22

7:03 pm-7:05 am

1 stop21h 02m

$1,552

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Tue 11/3

11:50 am-5:05 pm

2 stops22h 15m

Chicago O'Hare Intl

Mon 11/9

9:35 pm-7:00 am

1 stop40h 25m

$1,606

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Wed 12/2

9:15 am-12:27 pm

1 stop20h 12m

Chicago O'Hare Intl

Tue 1/12

1:25 pm-9:05 am

2 stops26h 40m

$1,611
Quickest round-trip

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Fri 9/4

9:10 am-2:54 pm

1 stop20h 44m

Chicago O'Hare Intl

Mon 9/21

7:03 pm-7:05 am

1 stop21h 02m

$1,611

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Mon 11/30

9:20 am-11:26 pm

1 stop31h 06m

Chicago O'Hare Intl

Tue 1/12

6:15 pm-9:05 am

1 stop21h 50m

$1,611

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

Prices are currently typical for flights on this route.

Typical prices usually range from $937 to $1,478.
The lowest price recently found on this route was $943.

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

The month of October is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Sydney averaging around $1,050.

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 $1,398 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 17% 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 August 2026, prices for Sydney to Chicago O'Hare Intl Airport flights are approximately 78% 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

Best Price Found

$656

Fastest flight time

26h 30m

Direct flights

None
The best one-way flight to Chicago O'Hare Intl Airport from Sydney in the past 72 hours is $656. The best round-trip flight deal from Sydney to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $943.
The fastest flight from Sydney to Chicago O'Hare Intl Airport takes 26h 30m
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 30m 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
1,085 reviews
Search Qantas Airways flights
United AirlinesPriceFrom $1,113Free CancellationRating
7.4
10,110 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
Merrillville
Rockford
South Haven
Gurnee
Rosemont
Oak Brook
Orland Park
Naperville
Joliet
New Buffalo
Kenosha
Hammond
Racine
Aurora
Janesville
Elgin
Evanston
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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