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Cheap flights from Sydney to Chicago from $425

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 10/15. 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 round-trip flights

Air Canada Logo
11:20 am - 3:10 pmSYD-ORD
44h 50m2 stops
Air Canada Logo
3:40 pm - 9:35 amORD-SYD
24h 55m1 stop
$868Air Canada
Find Deal
Sat, Nov 8 - Sat, Nov 22
Air Canada Logo
10:20 am - 3:00 pmSYD-ORD
20h 40m1 stop
Air Canada Logo
8:00 am - 6:55 amORD-SYD
29h 55m2 stops
$871Air Canada
Find Deal
Mon, Oct 6 - Thu, Dec 25
Multiple Airlines Logo
2:15 pm - 11:00 pmSYD-ORD
24h 45m2 stops
Multiple Airlines Logo
6:30 am - 12:30 pmORD-SYD
37h 00m2 stops
$946Multiple Airlines
Find Deal
Fri, Oct 31 - Fri, Nov 7
Qantas Airways Logo
9:10 am - 3:51 pmSYD-ORD
21h 41m1 stop
Qantas Airways Logo
6:03 pm - 9:00 amORD-SYD
21h 57m1 stop
$947Qantas Airways
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Tue, Sep 30 - Wed, Nov 12
United Airlines Logo
12:10 pm - 7:01 pmSYD-ORD
23h 51m2 stops
United Airlines Logo
12:45 pm - 9:15 amORD-SYD
27h 30m1 stop
$959United Airlines
Find Deal
Sat, Nov 15 - Sun, Nov 16
Multiple Airlines Logo
2:15 pm - 11:00 pmSYD-ORD
24h 45m2 stops
Multiple Airlines Logo
6:30 am - 12:30 pmORD-SYD
37h 00m2 stops
$960Multiple Airlines
Find Deal
Fri, Oct 31 - Fri, Nov 7
American Airlines Logo
9:10 am - 5:18 pmSYD-ORD
23h 08m2 stops
American Airlines Logo
3:00 pm - 9:00 amORD-SYD
25h 00m1 stop
$987American Airlines
Find Deal
Tue, Sep 30 - Wed, Nov 12
American Airlines Logo
9:10 am - 9:22 pmSYD-ORD
27h 12m1 stop
American Airlines Logo
12:15 pm - 6:10 amORD-SYD
24h 55m1 stop
$1,053American Airlines
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Sat, Oct 4 - Tue, Dec 23
United Airlines Logo
9:30 am - 5:05 pmSYD-ORD
22h 35m2 stops
United Airlines Logo
2:17 pm - 7:00 amORD-SYD
23h 43m1 stop
$1,054United Airlines
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Sat, Oct 4 - Tue, Dec 23
Qantas Airways Logo
5:45 pm - 11:59 pmSYD-ORD
23h 14m1 stop
Qantas Airways Logo
12:25 pm - 6:10 amORD-SYD
24h 45m1 stop
$1,057Qantas Airways
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Wed, Nov 26 - Tue, Jan 27

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
Nov 8
SYD11:20 amSydney Kingsford Smith
44h 50m
2 stops
ORD3:10 pmChicago O'Hare Intl
Nov 22
ORD3:40 pmChicago O'Hare Intl
24h 55m
1 stop
SYD9:35 amSydney Kingsford Smith
$868
Find similar
Air Canada
Oct 6
SYD10:20 amSydney Kingsford Smith
20h 40m
1 stop
ORD3:00 pmChicago O'Hare Intl
Dec 25
ORD8:00 amChicago O'Hare Intl
29h 55m
2 stops
SYD6:55 amSydney Kingsford Smith
$871
Find similar
Air Canada
Nov 8
SYD11:20 amSydney Kingsford Smith
25h 10m
2 stops
ORD7:30 pmChicago O'Hare Intl
Nov 22
ORD8:00 amChicago O'Hare Intl
32h 35m
2 stops
SYD9:35 amSydney Kingsford Smith
$877
Find similar

Air New Zealand flights from Sydney to Chicago O'Hare Intl Airport

Our best Air New Zealand deals on Sydney to Chicago O'Hare Intl Airport flight tickets
Air New Zealand
Oct 8
SYD9:55 amSydney Kingsford Smith
29h 17m
2 stops
ORD11:12 pmChicago O'Hare Intl
Oct 29
ORD3:40 pmChicago O'Hare Intl
26h 50m
2 stops
SYD10:30 amSydney Kingsford Smith
$998
Find similar
Air New Zealand
Nov 1
SYD11:45 amSydney Kingsford Smith
24h 40m
2 stops
ORD8:25 pmChicago O'Hare Intl
Nov 15
ORD2:30 pmChicago O'Hare Intl
27h 00m
2 stops
SYD10:30 amSydney Kingsford Smith
$1,063
Find similar
Air New Zealand
Sep 30
SYD7:45 amSydney Kingsford Smith
26h 55m
2 stops
ORD7:40 pmChicago O'Hare Intl
Nov 12
ORD2:35 pmChicago O'Hare Intl
25h 10m
2 stops
SYD8:45 amSydney Kingsford Smith
$1,071
Find similar

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 September 16, 2025.
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

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 11/8

11:20 am-3:10 pm

2 stops44h 50m

Chicago O'Hare Intl

Sat 11/22

3:40 pm-9:35 am

1 stop24h 55m

$868

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 10/6

10:20 am-3:00 pm

1 stop20h 40m

Chicago O'Hare Intl

Thu 12/25

8:00 am-6:55 am

2 stops29h 55m

$871

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 10/31

2:15 pm-11:00 pm

2 stops24h 45m

Chicago O'Hare Intl

Fri 11/7

6:30 am-12:30 pm

2 stops37h 00m

$946

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 9/30

9:10 am-3:51 pm

1 stop21h 41m

Chicago O'Hare Intl

Wed 11/12

6:03 pm-9:00 am

1 stop21h 57m

$947

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 11/15

12:10 pm-7:01 pm

2 stops23h 51m

Chicago O'Hare Intl

Sun 11/16

12:45 pm-9:15 am

1 stop27h 30m

$959

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 10/31

2:15 pm-11:00 pm

2 stops24h 45m

Chicago O'Hare Intl

Fri 11/7

6:30 am-12:30 pm

2 stops37h 00m

$960

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 9/30

9:10 am-5:18 pm

2 stops23h 08m

Chicago O'Hare Intl

Wed 11/12

3:00 pm-9:00 am

1 stop25h 00m

$987

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 10/4

9:10 am-9:22 pm

1 stop27h 12m

Chicago O'Hare Intl

Tue 12/23

12:15 pm-6:10 am

1 stop24h 55m

$1,053

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 10/4

9:30 am-5:05 pm

2 stops22h 35m

Chicago O'Hare Intl

Tue 12/23

2:17 pm-7:00 am

1 stop23h 43m

$1,054

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 11/26

5:45 pm-11:59 pm

1 stop23h 14m

Chicago O'Hare Intl

Tue 1/27

12:25 pm-6:10 am

1 stop24h 45m

$1,057

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 May is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Sydney averaging around $747.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Monday when prices can be found for as low as $886. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Sydney because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,619.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Sydney in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $1,274 when looking at flights departing in the afternoon. Try not to purchase tickets in the evening because they tend to be around $1,432. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 $984 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 $776 on momondo.

How have Sydney to Chicago O'Hare Intl Airport flight prices changed over time?

As of September 2025, prices for Sydney to Chicago O'Hare Intl Airport flights are approximately 58% 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

Direct flights

None
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.
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  • 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. 20h 21m 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 $631Free CancellationRating
7.5
907 reviews
Search Qantas Airways flights
American AirlinesPriceFrom $884Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Chicago?

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

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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