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Cheap flights from Sydney to Chicago O'Hare Intl Airport from $628

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 15/4. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — ORD
6 Mar — 13 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Sydney to O'Hare Intl

Enter your travel dates to find the best prices.

Cheapest flights from Sydney to O'Hare Intl
Explore the most affordable flight options available from Sydney to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 4 February 2026.

Tue 6/1010:20
SYD
-
ORD
1 stop20h 28m
Air Canada
Mon 12/1008:45
ORD
-
SYD
2 stops31h 35m
Air Canada
Deal found 4/2$1,217
Wed 7/1010:20
SYD
-
ORD
2 stops25h 52m
Air Canada
Tue 13/1008:45
ORD
-
SYD
3 stops31h 35m
Air Canada
Deal found 4/2$1,234
Thu 12/310:25
SYD
-
ORD
1 stop20h 16m
Air Canada
Fri 20/320:40
ORD
-
SYD
2 stops43h 55m
Air Canada
Deal found 4/2$1,326
Tue 24/211:20
SYD
-
ORD
1 stop20h 21m
Air Canada
Wed 11/315:35
ORD
-
SYD
2 stops32h 20m
Air Canada
Deal found 4/2$1,361
Fri 6/311:20
SYD
-
ORD
2 stops42h 41m
Air Canada
Sat 14/313:55
ORD
-
SYD
2 stops26h 40m
Air Canada
Deal found 3/2$1,374

Find flight deals from Sydney to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Sydney (SYD) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 4 February 2026.

Round-trip from

$1,326

One-way from

$628

Popular in

December

Cheapest in

February

Average price

$1,057
Air Canada
  • Air Canada
  • 12/3-20/3
  • 3 total stops
  • 64h 11m total
  • Sydney to Chicago
Search Deals
15/4
  • 15/4
  • 2 total stops
  • 31h 35m total
  • Sydney to Chicago
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($457 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($77 potential savings vs. average return price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Sydney to O'Hare Intl 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, Cheapflights users made 647,157 searches. Data last updated 4 February 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

Sydney

Fly to

O'Hare Intl

Route

Depart

Return

Price

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 21/3

07:30-14:41

2 stops23h 11m

Chicago O'Hare Intl

Sat 28/3

07:15-08:20

2 stops33h 05m

$1,443

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 18/6

09:20-14:41

1 stop20h 21m

Chicago O'Hare Intl

Sun 19/7

09:50-07:20

2 stops30h 30m

$1,460

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 24/2

11:20-16:37

1 stop22h 17m

Chicago O'Hare Intl

Tue 3/3

14:05-07:25

2 stops24h 20m

$1,544

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 22/6

09:30-20:35

1 stop26h 05m

Chicago O'Hare Intl

Sun 19/7

14:40-07:00

1 stop25h 20m

$1,565

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 25/2

14:05-21:25

1 stop24h 20m

Chicago O'Hare Intl

Mon 2/3

09:29-06:55

1 stop28h 26m

$1,578

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 22/2

11:20-17:45

2 stops23h 25m

Chicago O'Hare Intl

Mon 9/3

16:44-09:00

1 stop24h 16m

$1,603

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 25/2

17:45-23:36

2 stops22h 51m

Chicago O'Hare Intl

Mon 2/3

16:49-06:55

1 stop21h 06m

$1,623

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 21/3

12:10-17:02

1 stop20h 52m

Chicago O'Hare Intl

Sat 28/3

21:15-07:55

1 stop42h 40m

$1,624

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 6/3

11:50-14:44

1 stop19h 54m

Chicago O'Hare Intl

Sat 14/3

21:15-07:00

1 stop41h 45m

$1,624

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 15/4

13:15-05:50

2 stops31h 35m

$628

Flights are sorted by cheapest return flights first.

Deals found on 1/2

Showing 1-10 of 15 results
1
2

Best time to book a flight from Sydney to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Sydney with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Sydney to Chicago O'Hare Intl Airport

How far ahead should I book a flight from Sydney to Chicago O'Hare Intl Airport?

Use this chart to determine the optimal time to book a return flight from Sydney to O'Hare Intl. Price data was last updated on 30 January 2026.

The best time to book flights from Sydney to Chicago O'Hare Intl Airport is 78 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Sydney to Chicago O'Hare Intl Airport?

Currently, September is the cheapest month in which you can book a flight from Sydney to Chicago O'Hare Intl Airport (average of $885). Flying from Sydney to Chicago O'Hare Intl Airport in December is currently the most expensive (average of $1,476). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost for a return flight from Sydney to Chicago O'Hare Intl Airport?

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated 4 February 2026.
Check out reviews from past customers who have flown with Air New Zealand, Qantas Airways, andUnited Airlines from Sydney to Chicago O'Hare Intl Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air New Zealand
8.0
Very Good
578 reviews
Check prices

Food

7.4

Comfort

8.0

Entertainment

7.4

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
Air New Zealand
8.0
Very Good
578 reviews
Air New Zealand
8.0
Very Good
578 reviews
Check prices

Food

7.4

Comfort

8.0

Entertainment

7.4

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
Qantas Airways
7.5
Good
985 reviews
Air New Zealand
8.0
Very Good
578 reviews
Check prices

Food

7.4

Comfort

8.0

Entertainment

7.4

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
United Airlines
7.4
Good
9,236 reviews
Air New Zealand
8.0
Very Good
578 reviews
Check prices

Food

7.4

Comfort

8.0

Entertainment

7.4

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
American Airlines
7.2
Good
11,218 reviews
Air New Zealand
8.0
Very Good
578 reviews
Check prices

Food

7.4

Comfort

8.0

Entertainment

7.4

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
Air Canada
7.1
Good
10,684 reviews
Air New Zealand
8.0
Very Good
578 reviews
Check prices

Food

7.4

Comfort

8.0

Entertainment

7.4

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane

Related info for your journey

Find useful and relevant information for your journey from Sydney to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Sydney to Chicago O'Hare Intl?

    For a flight from Sydney to Chicago O'Hare Intl, you will be flying from Kingsford Smith. Sydney Kingsford Smith (SYD) is just 7.5 km from the centre of the city. Kingsford Smith is the only Sydney airport and it handles 0 outbound flights to Chicago O'Hare Intl per day. 6 airlines have flights to Chicago O'Hare Intl from Sydney Kingsford Smith on a regular basis.

  • How long is the flight from Sydney to Chicago O'Hare Intl Airport?

    There are many flights that can get you from Sydney to Chicago O'Hare Intl Airport in 20h 16m. Fly via Air Canada or American Airlines to get the fastest option. Airlines will cover a distance of 14851 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What are the cheapest airlines flying from Sydney to Chicago O'Hare Intl Airport round-trip?

    Qantas Airways, at $935, was found to be the cheapest airline from Sydney to Chicago O'Hare Intl Airport.Alternate airlines to your destination round-trip include Air Canada and American Airlines. These flights start at 31% lower than the current average price 3 months from now.

  • Can I find deals for flights from Sydney to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Sydney to O'Hare Intl flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Sydney to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Sydney to O'Hare Intl.

  • Can I find deals for business class flights from Sydney to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Sydney to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Sydney to Chicago O'Hare Intl Airport?

    Currently, September is the cheapest month in which you can book a flight from Sydney to Chicago O'Hare Intl Airport (average of $885). Flying from Sydney to Chicago O'Hare Intl Airport in December is currently the most expensive (average of $1,476). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Sydney to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
Sydney to Midway flights

Top 6 airlines flying from Sydney to O'Hare Intl

Discover the top 6 airlines that operate flights from Sydney to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 647,157 searches. Data last updated 4 February 2026.
AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$935Average$1,075FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights
Air CanadaCheapest$1,081Average$1,553FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapest$1,113Average$1,160FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air New ZealandCheapest$1,350Average$1,509FlexibilityNo cancel feeOn-time78%
Search Air New Zealand flights
United AirlinesCheapest$1,411Average$2,134FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
ANACheapest$1,499Average$1,618FlexibilityNo cancel feeOn-time80%
Search ANA flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Sydney to O'Hare Intl?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to O'Hare Intl from Sydney today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Sydney to O'Hare Intl?

Millions of users choose and trust Cheapflights to book the best flight deals from Sydney to O'Hare Intl for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Sydney to O'Hare Intl with no change fees?

Certainly. Search results for flights to O'Hare Intl from Sydney shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Sydney to O'Hare Intl become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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